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M  END
> <ID>
CHEBI:166834

> <NAME>
MLN-4760

> <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.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:47755

> <SYNONYM>
ORE1001; ORE-1001 free acid; ORE-1001; N-[(1S)-1-carboxy-3-methylbutyl]-3-[(3,5-dichlorophenyl)methyl]-L-histidine; MLN4760; GL1001; GL-1001; 2(S)-(1(S)-carboxy-2-(3-(3,5-dichlorobenzyl)-3H-imidazol-4-yl)-ethylamino)-4-methylpentanoic acid; (S,S)-2-(1-carboxy-2-(3-(3,5-dichlorobenzyl)-3H-imidazol-4-yl)-ethylamino)-4-methylpentanoic acid

> <IUPAC_NAME>
N-[(1S)-1-carboxy-3-methylbutyl]-3-(3,5-dichlorobenzyl)-L-histidine

> <FORMULA>
C19H23Cl2N3O4

> <MASS>
428.310

> <MONOISOTOPIC_MASS>
427.10656

> <CHARGE>
0

> <SMILES>
CC(C)C[C@H](N[C@@H](CC1=CN=CN1CC1=CC(Cl)=CC(Cl)=C1)C(O)=O)C(O)=O

> <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

> <CAS_REGISTRY_NUMBER>
305335-31-3

> <CHEMIDPLUS>
305335-31-3

> <DRUGBANK_ACCESSION>
DB12271

> <LINCS_ACCESSION>
LSM-45511

> <PDBECHEM_ACCESSION>
XX5

> <PUBMED_CITATION>
14754895; 18243695; 18324760; 18356558; 19517214; 26851370; 27302421; 30806090; 31356776; 31393582; 32368013; 32866470; 33122196

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