2-chloro-4-(3-methyl-1H-pyrazol-1-yl)benzoic acid

ID: ALA3593497

Cas Number: 220461-68-7

PubChem CID: 10847454

Product Number: C725109, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H9ClN2O2

Molecular Weight: 236.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccn(-c2ccc(C(=O)O)c(Cl)c2)n1

Standard InChI:  InChI=1S/C11H9ClN2O2/c1-7-4-5-14(13-7)8-2-3-9(11(15)16)10(12)6-8/h2-6H,1H3,(H,15,16)

Standard InChI Key:  JBSFTFLMZMRNLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965    4.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  3 15  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3593497

   2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)benzoic 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: 236.66

Molecular Weight (Monoisotopic): 236.0353

AlogP: 2.53

#Rotatable Bonds: 2

Polar Surface Area: 55.12

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.61

CX Basic pKa: 2.43

CX LogP: 2.24

CX LogD: -0.90

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.87

Np Likeness Score: -2.21

References

1. Berne S, Kovačič L, Sova M, Kraševec N, Gobec S, Križaj I, Komel R..  (2015)  Benzoic acid derivatives with improved antifungal activity: Design, synthesis, structure-activity relationship (SAR) and CYP53 docking studies.,  23  (15): [PMID:26154240] [10.1016/j.bmc.2015.06.042]

Source

Source(1):

• Scientific Literature