ID: ALA285490

Max Phase: Preclinical

Molecular Formula: C23H24N2O3S

Molecular Weight: 408.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CS)[C@H]1CCc2ccccc21

Standard InChI:  InChI=1S/C23H24N2O3S/c26-22(19(13-29)18-10-9-14-5-1-2-6-16(14)18)25-21(23(27)28)11-15-12-24-20-8-4-3-7-17(15)20/h1-8,12,18-19,21,24,29H,9-11,13H2,(H,25,26)(H,27,28)/t18-,19+,21-/m0/s1

Standard InChI Key:  AXECOZSOSVNVEZ-ZVDOUQERSA-N

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

Properties

Molecular Weight: 408.52

Molecular Weight (Monoisotopic): 408.1508

AlogP: 3.56

#Rotatable Bonds: 7

Polar Surface Area: 82.19

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.12

CX Basic pKa:

CX LogP: 4.12

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: 0.24

References

1. Inguimbert N, Coric P, Poras H, Meudal H, Teffot F, Fournié-Zaluski MC, Roques BP..  (2002)  Toward an optimal joint recognition of the S1' subsites of endothelin converting enzyme-1 (ECE-1), angiotensin converting enzyme (ACE), and neutral endopeptidase (NEP).,  45  (7): [PMID:11906289] [10.1021/jm0005454]

2. Inguimbert N, Poras H, Teffo F, Beslot F, Selkti M, Tomas A, Scalbert E, Bennejean C, Renard P, Fournié-Zaluski MC, Roques BP..  (2002)  N-[2-(Indan-1-yl)-3-mercapto-propionyl] amino acids as highly potent inhibitors of the three vasopeptidases (NEP, ACE, ECE): In vitro and In vivo activities.,  12  (15): [PMID:12113828] [10.1016/s0960-894x(02)00248-2]

Source

Source(1):

• Scientific Literature