(S)-3-(4-Hydroxy-phenyl)-2-{[2-((S)-2-mercapto-3-methyl-butyrylamino)-indane-2-carbonyl]-amino}-propionic acid

ID: ALA147595

Chembl Id: CHEMBL147595

PubChem CID: 10837528

Max Phase: Preclinical

Molecular Formula: C24H28N2O5S

Molecular Weight: 456.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](S)C(=O)NC1(C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)O)Cc2ccccc2C1

Standard InChI:  InChI=1S/C24H28N2O5S/c1-14(2)20(32)21(28)26-24(12-16-5-3-4-6-17(16)13-24)23(31)25-19(22(29)30)11-15-7-9-18(27)10-8-15/h3-10,14,19-20,27,32H,11-13H2,1-2H3,(H,25,31)(H,26,28)(H,29,30)/t19-,20-/m0/s1

Standard InChI Key:  NQQDERKIKZBKHO-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA147595

   (S)-3-(4-Hydroxy-phenyl)-2-{[2-((S)-2-mercapto-3-methyl-butyrylamino)-indane-2-carbonyl]-amino}-propionic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.56

Molecular Weight (Monoisotopic): 456.1719

AlogP: 2.11

#Rotatable Bonds: 8

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.65

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 0.18

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.06

References

1. Fink CA, Qiao Y, Berry CJ, Sakane Y, Ghai RD, Trapani AJ..  (1995)  New alpha-thiol dipeptide dual inhibitors of angiotensin-I converting enzyme and neutral endopeptidase EC 3.4.24.11.,  38  (26): [PMID:8544178] [10.1021/jm00026a009]

Source

Source(1):

• Scientific Literature