CHEBI:166834 - MLN-4760

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name MLN-4760
ChEBI ID CHEBI:166834
Definition A L-histidine derivative that is L-histidine in which a hydrogen of the primary amino group is substituted by a (1S)-1-carboxy-3-methylbutyl group and the ring NH group is substituted by a 3,5-dichlorobenzyl group. It is a potent and selective human angiotensin-converting enzyme 2 (ACE2) inhibitor (IC50 = 0.44 nM) which was in clinical development for the treatment of ulcerative colitis.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Secondary ChEBI IDs CHEBI:47755
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C19H23Cl2N3O4
Net Charge 0
Average Mass 428.310
Monoisotopic Mass 427.10656
InChI InChI=1S/C19H23Cl2N3O4/c1-11(2)3-16(18(25)26)23-17(19(27)28)7-15-8-22-10-24(15)9-12-4-13(20)6-14(21)5-12/h4-6,8,10-11,16-17,23H,3,7,9H2,1-2H3,(H,25,26)(H,27,28)/t16-,17-/m0/s1
InChIKey NTCCRGGIJNDEAB-IRXDYDNUSA-N
SMILES CC(C)C[C@H](N[C@@H](CC1=CN=CN1CC1=CC(Cl)=CC(Cl)=C1)C(O)=O)C(O)=O
Roles Classification
Biological Role(s): EC 3.4.17.23 (angiotensin-converting enzyme 2) inhibitor
Any EC 3.4.17.* (metallocarboxypeptidase) inhibitor that inhibits the action of angiotensin-converting enzyme 2 (EC 3.4.17.23).
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing MLN-4760 (CHEBI:166834) has role anti-inflammatory agent (CHEBI:67079)
MLN-4760 (CHEBI:166834) has role EC 3.4.17.23 (angiotensin-converting enzyme 2) inhibitor (CHEBI:147289)
MLN-4760 (CHEBI:166834) is a L-histidine derivative (CHEBI:84076)
MLN-4760 (CHEBI:166834) is a L-leucine derivative (CHEBI:25018)
MLN-4760 (CHEBI:166834) is a dichlorobenzene (CHEBI:23697)
IUPAC Name
N-[(1S)-1-carboxy-3-methylbutyl]-3-(3,5-dichlorobenzyl)-L-histidine
Synonyms Sources
(S,S)-2-(1-carboxy-2-(3-(3,5-dichlorobenzyl)-3H-imidazol-4-yl)-ethylamino)-4-methylpentanoic acid PDBeChem
2(S)-(1(S)-carboxy-2-(3-(3,5-dichlorobenzyl)-3H-imidazol-4-yl)-ethylamino)-4-methylpentanoic acid ChEBI
GL-1001 ChemIDplus
GL1001 DrugBank
MLN4760 DrugBank
N-[(1S)-1-carboxy-3-methylbutyl]-3-[(3,5-dichlorophenyl)methyl]-L-histidine IUPAC
ORE-1001 DrugBank
ORE-1001 free acid DrugBank
ORE1001 DrugBank
Manual Xrefs Databases
395128 ChemSpider
DB12271 DrugBank
LSM-45511 LINCS
XX5 PDBeChem
View more database links
Registry Number Type Source
305335-31-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14754895 PubMed citation Europe PMC
18243695 PubMed citation Europe PMC
18324760 PubMed citation Europe PMC
18356558 PubMed citation Europe PMC
19517214 PubMed citation Europe PMC
26851370 PubMed citation Europe PMC
27302421 PubMed citation Europe PMC
30806090 PubMed citation Europe PMC
31356776 PubMed citation Europe PMC
31393582 PubMed citation Europe PMC
32368013 PubMed citation Europe PMC
32866470 PubMed citation Europe PMC
33122196 PubMed citation SUBMITTER
Last Modified
13 November 2020