BindingDB PrimarySearch

BDBM21974 (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid::CHEMBL54976::L-tryptophan::US9138393, L-Tryptophan::US9144538, L-Tryptophan

SMILES: N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O

InChI Key: InChIKey=QIVBCDIJIAJPQS-VIFPVBQESA-N

Data: 2 KI 13 IC50 1 ITC

PDB links: 64 PDB IDs match this monomer. 17 PDB IDs contain this monomer as substructures. 17 PDB IDs contain inhibitors having a similarity of 90% to this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 15 hits for monomerid = 21974
Target/Host (Institution)	Ligand	Target/Host Links	Ligand Links	Trg + Lig Links	Ki nM	ΔG° kcal/mole	IC50 nM	Kd nM	EC50/IC50 nM	k_off s^-1	k_on M^-1s^-1	pH	Temp °C
Dihydrofolate reductase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB NCI pathway Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	2.80E+6	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Curated by ChEMBL					Assay Description Inhibition of human DHFR in presence of DHF and NADPH by UV-vis spectrometry by Lineweaver-Burk plot analysis				J Med Chem 63: 8314-8324 (2020)
University of Tennessee Curated by ChEMBL					More data for this Ligand-Target Pair
Tryptophan 2,3-dioxygenase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	DrugBank Article PubMed	1.15E+7	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Namur Curated by ChEMBL					Assay Description Competitive inhibition of human recombinant TDO expressed in Escherichia coli BL21 using L-tryptophan as substrate by measuring conversion of N-formy...				J Med Chem 54: 5320-34 (2011) Article DOI: 10.1021/jm2006782 BindingDB Entry DOI: 10.7270/Q2RF5W11
University of Namur Curated by ChEMBL					More data for this Ligand-Target Pair
Stromelysin-1 (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	n/a	n/a	>5.00E+5	n/a	n/a	n/a	n/a	n/a	n/a
Warner-Lambert Company Curated by ChEMBL					Assay Description In vitro inhibition of recombinant stromelysin catalytic domain.				J Med Chem 37: 206-9 (1994) BindingDB Entry DOI: 10.7270/Q2X34WH1
Warner-Lambert Company Curated by ChEMBL					More data for this Ligand-Target Pair
Phospholipase A-2-activating protein (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>5.00E+3	n/a	n/a	n/a	n/a	n/a	n/a
Human BioMolecular Research Institute Curated by ChEMBL					Assay Description Inhibition of PLAP by analogous luminescence assay				Bioorg Med Chem 18: 573-9 (2010) Article DOI: 10.1016/j.bmc.2009.12.012 BindingDB Entry DOI: 10.7270/Q24T6JHR
Human BioMolecular Research Institute Curated by ChEMBL					More data for this Ligand-Target Pair
Alkaline phosphatase, tissue-nonspecific isozyme (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	KEGG UniProtKB/SwissProt UniProtKB/TrEMBL DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>5.00E+3	n/a	n/a	n/a	n/a	n/a	n/a
Human BioMolecular Research Institute Curated by ChEMBL					Assay Description Inhibition of TNAP by analogous luminescence assay				Bioorg Med Chem 18: 573-9 (2010) Article DOI: 10.1016/j.bmc.2009.12.012 BindingDB Entry DOI: 10.7270/Q24T6JHR
Human BioMolecular Research Institute Curated by ChEMBL					More data for this Ligand-Target Pair
Intestinal alkaline phosphatase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>5.00E+3	n/a	n/a	n/a	n/a	n/a	n/a
Human BioMolecular Research Institute Curated by ChEMBL					Assay Description Inhibition of IAP by analogous luminescence assay				Bioorg Med Chem 18: 573-9 (2010) Article DOI: 10.1016/j.bmc.2009.12.012 BindingDB Entry DOI: 10.7270/Q24T6JHR
Human BioMolecular Research Institute Curated by ChEMBL					More data for this Ligand-Target Pair
Indoleamine 2,3-dioxygenase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	DrugBank Article PubMed	n/a	n/a	4.99E+5	n/a	n/a	n/a	n/a	n/a	n/a
Indo-Soviet Friendship College of Pharmacy (ISFCP) Curated by ChEMBL					Assay Description Inhibition of human cytomegalovirus DNA polymerase (95 uL) activity in a solution containing 6.4 mM HEPES (pH 7.5), incubation for 12 minutes at 26 d...				Bioorg Med Chem 25: 4533-4552 (2017) Article DOI: 10.1016/j.bmc.2017.07.003 BindingDB Entry DOI: 10.7270/Q2125W42
					More data for this Ligand-Target Pair
Uracil nucleotide/cysteinyl leukotriene receptor (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	Reactome pathway KEGG UniProtKB/SwissProt antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>3.00E+4	n/a	n/a	n/a	n/a	n/a	n/a
Sultan Qaboos University Curated by ChEMBL					Assay Description Antagonist activity at human GPR17 expressed in human 1321N1 cells assessed as inhibition of MDL 29,951-induced calcium mobilization after 1 hr by Or...				J Med Chem 61: 8136-8154 (2018) Article DOI: 10.1021/acs.jmedchem.7b01768 BindingDB Entry DOI: 10.7270/Q28C9ZWJ
Sultan Qaboos University Curated by ChEMBL					More data for this Ligand-Target Pair
Large neutral amino acids transporter small subunit 1 (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB UniProtKB/SwissProt antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	1.60E+5	n/a	n/a	n/a	n/a	n/a	n/a
University of California Curated by ChEMBL					Assay Description Cis-inhibition of human LAT1 expressed in TREx HEK293 cells at 200 uM assessed as inhibition of [3H]-gabapentin uptake preincubated for 3 mins at 37 ...				J Med Chem 61: 7358-7373 (2018) Article DOI: 10.1021/acs.jmedchem.8b01007 BindingDB Entry DOI: 10.7270/Q2XK8J66
University of California Curated by ChEMBL					More data for this Ligand-Target Pair
Myeloperoxidase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	2.25E+3	n/a	n/a	n/a	n/a	n/a	n/a
University Sarajevo School of Science and Technology Curated by ChEMBL					Assay Description Inhibition of MPO (unknown origin) using H2O2 as substrate				Bioorg Med Chem Lett 29: 1-7 (2019) Article DOI: 10.1016/j.bmcl.2018.11.031
					More data for this Ligand-Target Pair
Large neutral amino acids transporter small subunit 1 (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB UniProtKB/SwissProt antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	1.60E+5	n/a	n/a	n/a	n/a	n/a	n/a
University of Nebraska at Kearney Curated by ChEMBL					Assay Description Cis-inhibition of human LAT1 expressed in TREx HEK293 cells assessed as inhibition of [3H]-gabapentin uptake preincubated for 3 mins at 37 degC follo...				Bioorg Med Chem Lett 29: 2254-2258 (2019) Article DOI: 10.1016/j.bmcl.2019.06.033
University of Nebraska at Kearney Curated by ChEMBL					More data for this Ligand-Target Pair
Dihydrofolate reductase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB NCI pathway Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	n/a	n/a	6.50E+6	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Curated by ChEMBL					Assay Description Inhibition of human DHFR in presence of DHF and NADPH by UV-vis spectrometry by Lineweaver-Burk plot analysis				J Med Chem 63: 8314-8324 (2020)
University of Tennessee Curated by ChEMBL					More data for this Ligand-Target Pair
Xanthine dehydrogenase (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	US Patent	n/a	n/a	>6.00E+4	n/a	n/a	n/a	n/a	n/a	n/a
CHINA PHARMACEUTICAL UNIVERSITY US Patent					Assay Description 11.1 Preparation of Reagents and Standard Solutions(1) 75 mM phosphate buffer (PB, pH 7.4): containing KH2PO4 0.0956 g, K2HPO4 0.6946 g, EDTA 1.862 m...				US Patent US11021454 (2021)
CHINA PHARMACEUTICAL UNIVERSITY US Patent					More data for this Ligand-Target Pair
Cytochrome P450 3A4 (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	US Patent	n/a	n/a	>1.00E+4	n/a	n/a	n/a	n/a	n/a	n/a
The Procter & Gamble Company US Patent					Assay Description A commercially available P450-GLO Assay kit (Promega Corporation, Madison Wis.) is used to screen various compounds for CYP3A4A inhibition activity. ...				US Patent US9138393 (2015) BindingDB Entry DOI: 10.7270/Q2GF0S8J
The Procter & Gamble Company US Patent					More data for this Ligand-Target Pair
Cytochrome P450 3A4 (Homo sapiens (Human))	BDBM21974 ((2S)-2-amino-3-(1H-indol-3-yl)propanoic acid \| CHE...) Show SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	US Patent	n/a	n/a	>1.00E+4	n/a	n/a	n/a	n/a	n/a	n/a
The Procter & Gamble Company US Patent					Assay Description Cytochrome P450 is a large and diverse group of enzymes that catalyze the oxidation of organic substances. Some members of the CYP family contribute ...				US Patent US9144538 (2015) BindingDB Entry DOI: 10.7270/Q22806DV
The Procter & Gamble Company US Patent					More data for this Ligand-Target Pair

Activity Spreadsheet -- ITC Data from BindingDB

Found 1 hit for monomerid = 21974
Cell (A)	Syringe (B)	Cell Links	Syringe Links	Cell + Syr Links	ΔG° kcal/mole	-TΔS° kcal/mole	ΔH° kcal/mole	log K	pH	Temp °C
BDBM36284	BDBM21974	PC cid PC sid	CHEBI DrugBank KEGG MMDB PC cid PC sid PDB		-6.21	3.90	-10.1	4.53	7	25
University of Cambridge	BDBM21974	PC cid PC sid	CHEBI DrugBank KEGG MMDB PC cid PC sid PDB		Chemistry 16: 13716-22 (2010)