5-(4-Chloro-benzyl)-1H-pyrazole-3-carboxylic acid

ID: ALA341520

Cas Number: 595610-52-9

PubChem CID: 10857469

Max Phase: Preclinical

Molecular Formula: C11H9ClN2O2

Molecular Weight: 236.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cc2ccc(Cl)cc2)[nH]n1

Standard InChI:  InChI=1S/C11H9ClN2O2/c12-8-3-1-7(2-4-8)5-9-6-10(11(15)16)14-13-9/h1-4,6H,5H2,(H,13,14)(H,15,16)

Standard InChI Key:  YKKXGQMJMUSFFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    2.1417   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -5.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250   -5.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -5.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -3.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5458   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -3.3292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7208   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -3.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083   -5.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  2  0
  6  1  1  0
  7  6  2  0
  8  5  1  0
  9  6  1  0
 10  8  1  0
 11 14  2  0
 12 11  1  0
 13 15  2  0
 14 16  1  0
 15 10  1  0
 16 10  2  0
  5  4  1  0
 13 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA341520

   1H-Pyrazole-3-carboxylic acid, 5-[(4-chlorophenyl)methyl]-

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: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 65.98

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.18

CX Basic pKa: 0.23

CX LogP: 2.78

CX LogD: -0.67

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.86

Np Likeness Score: -1.07

References

1. van Herk T, Brussee J, van den Nieuwendijk AM, van der Klein PA, IJzerman AP, Stannek C, Burmeister A, Lorenzen A..  (2003)  Pyrazole derivatives as partial agonists for the nicotinic acid receptor.,  46  (18): [PMID:12930155] [10.1021/jm030888c]

Source

Source(1):

• Scientific Literature