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BDBM50268801 Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-Trp-Lys]-NH2::CHEMBL501592

SMILES: CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O

InChI Key: InChIKey=REMHNXQVRVXAGT-ZYVZXDBOSA-N

Data: 4 IC50  4 EC50

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 8 hits for monomerid = 50268801   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Melanocortin receptor 3


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
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n/an/an/an/a 130n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Agonist activity at human MC3R expressed in HEK293 cells assessed as stimulation of intracellular cAMP level


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocortin receptor 3


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
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n/an/a 2.30n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Displacement of [125I][Nle4,Dphe7]-alpha-MSH from human MC3R expressed in HEK293 cells


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocyte-stimulating hormone receptor


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
PDB

KEGG

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PubMed
n/an/an/an/a 620n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Agonist activity at human MC1R expressed in HEK293 cells assessed as stimulation of intracellular cAMP level


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocortin receptor 5 (MC5R)


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
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n/an/an/an/a 0.300n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Agonist activity at human MC5R expressed in HEK293 cells assessed as stimulation of intracellular cAMP level


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocortin receptor 4


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
PDB

KEGG

UniProtKB/SwissProt

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PubMed
n/an/a 1.5n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Displacement of [125I][Nle4,Dphe7]-alpha-MSH from human MC4R expressed in HEK293 cells


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocyte-stimulating hormone receptor


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
PDB

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PubMed
n/an/a 2.30n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Agonist activity at human MC1R expressed in HEK293 cells assessed as stimulation of intracellular cAMP level


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocortin receptor 4


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
PDB

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PubMed
n/an/an/an/a 200n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Agonist activity at human MC4R expressed in HEK293 cells assessed as stimulation of intracellular cAMP level


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair
Melanocortin receptor 5 (MC5R)


(Homo sapiens (Human))
BDBM50268801
PNG
(Ac-Nle-c[Asp-trans-4-guanidinyl-Pro-DNal(2')-Arg-T...)
Show SMILES CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](CN2C1=O)N=C(N)N)C(N)=O |r,wU:4.4,12.11,67.77,21.81,50.52,wD:25.25,39.41,65.73,(14,-47.54,;12.64,-46.82,;12.59,-45.28,;11.23,-44.55,;11.18,-43.02,;12.48,-42.2,;12.43,-40.66,;13.74,-39.85,;11.08,-39.94,;9.82,-42.29,;9.77,-40.75,;8.51,-43.1,;7.15,-42.38,;5.85,-43.19,;5.9,-44.73,;7.25,-45.46,;4.58,-45.55,;3.23,-44.82,;1.92,-45.64,;.56,-44.9,;-.75,-45.72,;-2.1,-44.99,;-2.16,-43.45,;-3.51,-42.73,;-4.83,-43.54,;-3.56,-41.19,;-4.94,-40.46,;-6.39,-40.96,;-7.65,-40.07,;-8.88,-40.99,;-8.38,-42.46,;-9.11,-43.8,;-8.32,-45.1,;-6.78,-45.06,;-6.05,-43.72,;-6.84,-42.42,;-2.26,-40.37,;-.94,-40.6,;.38,-41.4,;-2.31,-38.83,;-3.67,-38.11,;-3.72,-36.57,;-5.08,-35.85,;-5.13,-34.31,;-6.49,-33.58,;-6.54,-32.04,;-7.8,-34.4,;-1,-38.02,;.36,-38.75,;.41,-40.29,;1.67,-37.93,;1.61,-36.39,;.26,-35.67,;-1.06,-36.48,;-2.41,-35.77,;-2.46,-34.22,;-3.82,-33.49,;-3.87,-31.96,;-2.55,-31.14,;-1.19,-31.87,;-1.15,-33.41,;.21,-34.13,;3.02,-38.66,;4.34,-37.85,;4.28,-36.3,;5.7,-38.58,;6.78,-37.48,;8.27,-37.87,;8.27,-39.41,;5.74,-40.1,;7.1,-40.84,;8.41,-40.03,;9.5,-36.94,;9.3,-35.41,;7.88,-34.82,;10.52,-34.48,;-3.41,-45.81,;-4.77,-45.08,;-3.37,-47.35,)|
Show InChI InChI=1S/C54H74N16O9/c1-3-4-15-39(63-30(2)71)47(74)69-43-27-45(72)60-21-10-9-17-38(46(55)73)65-50(77)42(25-34-28-62-37-16-8-7-14-36(34)37)67-48(75)40(18-11-22-61-53(56)57)66-49(76)41(24-31-19-20-32-12-5-6-13-33(32)23-31)68-51(78)44-26-35(64-54(58)59)29-70(44)52(43)79/h5-8,12-14,16,19-20,23,28,35,38-44,62H,3-4,9-11,15,17-18,21-22,24-27,29H2,1-2H3,(H2,55,73)(H,60,72)(H,63,71)(H,65,77)(H,66,76)(H,67,75)(H,68,78)(H,69,74)(H4,56,57,61)(H4,58,59,64)/t35-,38+,39+,40+,41-,42+,43+,44+/m1/s1
UniProtKB/SwissProt

antibodypedia
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PC cid
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UniChem

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Article
PubMed
n/an/a 0.700n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Displacement of [125I][Nle4,Dphe7]-alpha-MSH from human MC5R expressed in HEK293 cells


J Med Chem 52: 3627-35 (2009)


Article DOI: 10.1021/jm801300c
BindingDB Entry DOI: 10.7270/Q2D21ZJ5
More data for this
Ligand-Target Pair