4-(2-Amino-3-mercapto-propyl)-cyclohexanecarboxylic acid

ID: ALA26376

Chembl Id: CHEMBL26376

PubChem CID: 44276215

Max Phase: Preclinical

Molecular Formula: C10H19NO2S

Molecular Weight: 217.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CS)CC1CCC(C(=O)O)CC1

Standard InChI:  InChI=1S/C10H19NO2S/c11-9(6-14)5-7-1-3-8(4-2-7)10(12)13/h7-9,14H,1-6,11H2,(H,12,13)

Standard InChI Key:  RLDUDDHTMXECQI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA26376

   2-(4-Carboxy-cyclohexyl)-1-mercaptomethyl-ethyl-ammonium

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: 217.33

Molecular Weight (Monoisotopic): 217.1136

AlogP: 1.52

#Rotatable Bonds: 4

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: 4.55

CX Basic pKa: 10.56

CX LogP: -0.72

CX LogD: -0.72

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.63

Np Likeness Score: 0.35

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]

3. Anne C, Turcaud S, Quancard J, Teffo F, Meudal H, Fournié-Zaluski MC, Roques BP..  (2003)  Development of potent inhibitors of botulinum neurotoxin type B.,  46  (22): [PMID:14561084] [10.1021/jm0300680]

Source

Source(1):

• Scientific Literature