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BDBM50163146 Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-Gly-NH2::CHEMBL443071

SMILES: CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON

InChI Key: InChIKey=QBYHLGIJWBFDGJ-IIJHQOGRSA-N

Data: 4 IC50  4 EC50

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   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 8 hits for monomerid = 50163146   
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))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/an/an/a 2n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Effective concentration for intracellular cAMP accumulation in human melanocortin 3 receptor expressing HEK 293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocortin receptor 3


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/a 2n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Inhibition of [125I]NDP-MSH binding to Melanocortin 3 receptor expressed in HEK293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocyte-stimulating hormone receptor


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
PDB

KEGG

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n/an/a 0.5n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Inhibition of [125I]NDP-MSH binding to Melanocortin 1 receptor expressed in HEK293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocyte-stimulating hormone receptor


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/an/an/a 1.5n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Inhibition of [125I]NDP-MSH binding to Melanocortin 1 receptor expressed in HEK293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocortin receptor 5 (MC5R)


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/a 2.40n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Inhibition of [125I]NDP-MSH binding to Melanocortin 5 receptor expressed in HEK293 cells; N = 4


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocortin receptor 5 (MC5R)


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/an/an/a 1.90n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Effective concentration for intracellular cAMP accumulation in human melanocortin 5 receptor expressing HEK 293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocortin receptor 4


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
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n/an/a 1.20n/an/an/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Inhibition of [125I]NDP-MSH binding to Melanocortin 4 receptor expressed in HEK293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair
Melanocortin receptor 4


(Homo sapiens (Human))
BDBM50163146
PNG
(Ac-Tyr-Val-Nle-Gly-His-D-Phe-Arg-Trp-Asp-Arg-Phe-G...)
Show SMILES CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)C(C)C)C(=O)NCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)ON
Show InChI InChI=1S/C77H104N22O17/c1-5-6-22-53(94-75(115)65(43(2)3)99-74(114)57(90-44(4)100)34-47-26-28-50(101)29-27-47)66(106)87-40-62(102)91-60(36-49-39-83-42-89-49)72(112)96-58(33-46-19-11-8-12-20-46)70(110)92-55(25-16-31-85-77(80)81)69(109)97-59(35-48-38-86-52-23-14-13-21-51(48)52)71(111)98-61(37-63(103)104)73(113)93-54(24-15-30-84-76(78)79)68(108)95-56(32-45-17-9-7-10-18-45)67(107)88-41-64(105)116-82/h7-14,17-21,23,26-29,38-39,42-43,53-61,65,86,101H,5-6,15-16,22,24-25,30-37,40-41,82H2,1-4H3,(H,83,89)(H,87,106)(H,88,107)(H,90,100)(H,91,102)(H,92,110)(H,93,113)(H,94,115)(H,95,108)(H,96,112)(H,97,109)(H,98,111)(H,99,114)(H,103,104)(H4,78,79,84)(H4,80,81,85)/t53-,54-,55-,56-,57-,58-,59-,60-,61-,65-/m0/s1
PDB

KEGG

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PubMed
n/an/an/an/a 1.40n/an/an/an/a



University of Arizona

Curated by ChEMBL


Assay Description
Effective concentration for intracellular cAMP accumulation in human melanocortin 4 receptor expressing HEK 293 cells; (N = 4)


J Med Chem 48: 1839-48 (2005)


Article DOI: 10.1021/jm049579s
BindingDB Entry DOI: 10.7270/Q2XD12F5
More data for this
Ligand-Target Pair