4-(3-(1H-imidazol-1-yl)-3-oxoprop-1-enyl)benzoic acid

ID: ALA4634879

PubChem CID: 156014457

Max Phase: Preclinical

Molecular Formula: C13H10N2O3

Molecular Weight: 242.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(/C=C/C(=O)n2ccnc2)cc1

Standard InChI:  InChI=1S/C13H10N2O3/c16-12(15-8-7-14-9-15)6-3-10-1-4-11(5-2-10)13(17)18/h1-9H,(H,17,18)/b6-3+

Standard InChI Key:  MQSPTKSFWZCDBE-ZZXKWVIFSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.9748   -3.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9737   -3.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6817   -4.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3955   -3.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3927   -3.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6799   -2.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629   -2.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511   -3.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8392   -2.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -1.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1080   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1093   -5.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8192   -3.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283   -3.0259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3795   -2.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8295   -3.3019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423   -4.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0449   -3.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634879

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 242.23

Molecular Weight (Monoisotopic): 242.0691

AlogP: 1.93

#Rotatable Bonds: 3

Polar Surface Area: 72.19

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: 2.64

CX LogP: 1.05

CX LogD: -1.90

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -0.30

References

1. de Souza ACA, Mori M, Sens L, Rocha RF, Tizziani T, de Souza LFS, Domeneghini Chiaradia-Delatorre L, Botta M, Nunes RJ, Terenzi H, Menegatti ACO..  (2020)  A chalcone derivative binds a putative allosteric site of YopH: Inhibition of a virulence factor of Yersinia.,  30  (16): [PMID:32631548] [10.1016/j.bmcl.2020.127350]

Source

Source(1):

• Scientific Literature