5-Benzyl-1H-pyrazole-3-carboxylic acid

ID: ALA247317

Cas Number: 595610-51-8

PubChem CID: 11041813

Max Phase: Preclinical

Molecular Formula: C11H10N2O2

Molecular Weight: 202.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cc2ccccc2)n[nH]1

Standard InChI:  InChI=1S/C11H10N2O2/c14-11(15)10-7-9(12-13-10)6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H,12,13)(H,14,15)

Standard InChI Key:  YYEOXPLPYNYVRY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -2.5665   -0.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416   -0.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    0.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1540    0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8190    0.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964    0.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.0255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239    1.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7756    1.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1609    1.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322    2.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176    2.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7318    2.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5572    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  2  0
  3  6  1  0
  3  4  2  0
  5  9  1  0
  4  5  1  0
  9 10  1  0
  5  1  2  0
 10 11  2  0
  1  2  1  0
 11 12  1  0
 12 13  2  0
  2  3  1  0
 13 14  1  0
  6  7  1  0
 14 15  2  0
 15 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA247317

   5-benzyl-1H-pyrazole-3-carboxylic 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: 202.21

Molecular Weight (Monoisotopic): 202.0742

AlogP: 1.70

#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: 3.54

CX Basic pKa: 1.74

CX LogP: 1.65

CX LogD: -1.56

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.80

Np Likeness Score: -0.82

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]

2. Gharbaoui T, Skinner PJ, Shin YJ, Averbuj C, Jung JK, Johnson BR, Duong T, Decaire M, Uy J, Cherrier MC, Webb PJ, Tamura SY, Zou N, Rodriguez N, Boatman PD, Sage CR, Lindstrom A, Xu J, Schrader TO, Smith BM, Chen R, Richman JG, Connolly DT, Colletti SL, Tata JR, Semple G..  (2007)  Agonist lead identification for the high affinity niacin receptor GPR109a.,  17  (17): [PMID:17588745] [10.1016/j.bmcl.2007.06.028]

Source

Source(1):

• Scientific Literature