3-(1-Amino-2-mercapto-ethyl)-benzoic acid

ID: ALA281321

Chembl Id: CHEMBL281321

PubChem CID: 44276216

Max Phase: Preclinical

Molecular Formula: C9H11NO2S

Molecular Weight: 197.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CS)c1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C9H11NO2S/c10-8(5-13)6-2-1-3-7(4-6)9(11)12/h1-4,8,13H,5,10H2,(H,11,12)

Standard InChI Key:  XXFXAJCNQGKIDX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA281321

   3-(1-Amino-2-mercapto-ethyl)-benzoic 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: 197.26

Molecular Weight (Monoisotopic): 197.0510

AlogP: 1.31

#Rotatable Bonds: 3

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 9.02

CX LogP: -1.04

CX LogD: -1.05

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.64

Np Likeness Score: -0.13

References

1. Chauvel EN, Coric P, Llorens-Cortès C, Wilk S, Roques BP, Fournié-Zaluski MC..  (1994)  Investigation of the active site of aminopeptidase A using a series of new thiol-containing inhibitors.,  37  (9): [PMID:7909847] [10.1021/jm00035a014]

2. Martin L, Cornille F, Coric P, Roques BP, Fournié-Zaluski MC..  (1998)  Beta-amino-thiols inhibit the zinc metallopeptidase activity of tetanus toxin light chain.,  41  (18): [PMID:9719598] [10.1021/jm981015z]

Source

Source(1):

• Scientific Literature