(S)-5-Amino-6-mercapto-hexanoic acid

ID: ALA101147

Chembl Id: CHEMBL101147

PubChem CID: 10397127

Max Phase: Preclinical

Molecular Formula: C6H13NO2S

Molecular Weight: 163.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](CS)CCCC(=O)O

Standard InChI:  InChI=1S/C6H13NO2S/c7-5(4-10)2-1-3-6(8)9/h5,10H,1-4,7H2,(H,8,9)/t5-/m0/s1

Standard InChI Key:  ZIPKWPPCKXBHEO-YFKPBYRVSA-N

Alternative Forms

1. Parent:

   

   ALA101147

   (S)-5-Amino-6-mercapto-hexanoic 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: 163.24

Molecular Weight (Monoisotopic): 163.0667

AlogP: 0.50

#Rotatable Bonds: 5

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: 4.57

CX Basic pKa: 10.57

CX LogP: -1.98

CX LogD: -1.98

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.52

Np Likeness Score: 1.03

References

1. Chauvel EN, Llorens-Cortès C, Coric P, Wilk S, Roques BP, Fournié-Zaluski MC..  (1994)  Differential inhibition of aminopeptidase A and aminopeptidase N by new beta-amino thiols.,  37  (18): [PMID:7915326] [10.1021/jm00044a016]

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]

3. Amin SA, Adhikari N, Jha T..  (2018)  Design of Aminopeptidase N Inhibitors as Anti-cancer Agents.,  61  (15): [PMID:29630364] [10.1021/acs.jmedchem.7b00782]

Source

Source(1):

• Scientific Literature