(Z)-2-mercapto-3-phenylacrylic acid

ID: ALA4095898

Chembl Id: CHEMBL4095898

PubChem CID: 5396334

Max Phase: Preclinical

Molecular Formula: C9H8O2S

Molecular Weight: 180.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(S)=C/c1ccccc1

Standard InChI:  InChI=1S/C9H8O2S/c10-9(11)8(12)6-7-4-2-1-3-5-7/h1-6,12H,(H,10,11)/b8-6-

Standard InChI Key:  NAEHAPZYAHRUTE-VURMDHGXSA-N

Alternative Forms

1. Parent:

   

   ALA4095898

   (2E)-3-phenyl-2-sulfanylprop-2-enoic 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: 180.23

Molecular Weight (Monoisotopic): 180.0245

AlogP: 2.04

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.80

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: -0.95

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.54

Np Likeness Score: -0.02

References

1. Bataille CJ, Brennan MB, Byrne S, Davies SG, Durbin M, Fedorov O, Huber KV, Jones AM, Knapp S, Liu G, Nadali A, Quevedo CE, Russell AJ, Walker RG, Westwood R, Wynne GM..  (2017)  Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family.,  25  (9): [PMID:28341403] [10.1016/j.bmc.2017.02.056]

2. Zhang D, Markoulides MS, Stepanovs D, Rydzik AM, El-Hussein A, Bon C, Kamps JJAG, Umland KD, Collins PM, Cahill ST, Wang DY, von Delft F, Brem J, McDonough MA, Schofield CJ..  (2018)  Structure activity relationship studies on rhodanines and derived enethiol inhibitors of metallo-β-lactamases.,  26  (11): [PMID:29655609] [10.1016/j.bmc.2018.02.043]

Source

Source(1):

• Scientific Literature