1-[(S)-2-((S)-2-Mercapto-3-phenyl-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid

ID: ALA19647

Chembl Id: CHEMBL19647

PubChem CID: 44273045

Max Phase: Preclinical

Molecular Formula: C19H26N2O4S

Molecular Weight: 378.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@@H](S)Cc1ccccc1)C(=O)N1CCCC1C(=O)O

Standard InChI:  InChI=1S/C19H26N2O4S/c1-12(2)16(18(23)21-10-6-9-14(21)19(24)25)20-17(22)15(26)11-13-7-4-3-5-8-13/h3-5,7-8,12,14-16,26H,6,9-11H2,1-2H3,(H,20,22)(H,24,25)/t14?,15-,16-/m0/s1

Standard InChI Key:  BNGRDHDSJCPWEL-YVZMLIKISA-N

Alternative Forms

1. Parent:

   

   ALA19647

   1-[(S)-2-((S)-2-Mercapto-3-phenyl-propionylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic 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: 378.49

Molecular Weight (Monoisotopic): 378.1613

AlogP: 1.74

#Rotatable Bonds: 7

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.92

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: -0.89

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.23

References

1. Coric P, Turcaud S, Meudal H, Roques BP, Fournie-Zaluski MC..  (1996)  Optimal recognition of neutral endopeptidase and angiotensin-converting enzyme active sites by mercaptoacyldipeptides as a means to design potent dual inhibitors.,  39  (6): [PMID:8632427] [10.1021/jm950590p]

Source

Source(1):

• Scientific Literature