(2,6-Difluorophenyl)-2-mercaptoacrylic acid

ID: ALA4125829

PubChem CID: 145962503

Max Phase: Preclinical

Molecular Formula: C9H6F2O2S

Molecular Weight: 216.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(S)=C/c1c(F)cccc1F

Standard InChI:  InChI=1S/C9H6F2O2S/c10-6-2-1-3-7(11)5(6)4-8(14)9(12)13/h1-4,14H,(H,12,13)/b8-4-

Standard InChI Key:  KXHZUYFMKRKIKK-YWEYNIOJSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    8.4195  -20.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273  -20.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8350  -20.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273  -19.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7118  -20.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4195  -21.4038    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0041  -20.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2970  -20.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898  -20.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5893  -21.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3020  -21.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0063  -21.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2986  -19.3577    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7154  -21.8053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  8 13  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4125829

   ---

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: 216.21

Molecular Weight (Monoisotopic): 216.0057

AlogP: 2.32

#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: 2.94

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: -0.92

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.59

Np Likeness Score: -0.63

References

1. 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