5-(3-Phenyl-propyl)-1H-pyrazole-3-carboxylic acid

ID: ALA129326

PubChem CID: 11746440

Max Phase: Preclinical

Molecular Formula: C13H14N2O2

Molecular Weight: 230.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(CCCc2ccccc2)[nH]n1

Standard InChI:  InChI=1S/C13H14N2O2/c16-13(17)12-9-11(14-15-12)8-4-7-10-5-2-1-3-6-10/h1-3,5-6,9H,4,7-8H2,(H,14,15)(H,16,17)

Standard InChI Key:  JDCXDGHZXKZHQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  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
    2.6292   -3.8500    0.0000 C   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
    2.2917   -3.0917    0.0000 O   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
    0.2792   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250   -4.6917    0.0000 C   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
   -1.1208   -5.2500    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
   -2.5083   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -4.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -3.5875    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  1  1  0
  6  3  2  0
  7  5  2  0
  8  5  1  0
  9  6  1  0
 10 12  1  0
 11  9  1  0
 12 11  1  0
 13 10  2  0
 14 10  1  0
 15 14  2  0
 16 13  1  0
 17 15  1  0
  6  4  1  0
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA129326

   5-(3-Phenyl-propyl)-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: 230.27

Molecular Weight (Monoisotopic): 230.1055

AlogP: 2.28

#Rotatable Bonds: 5

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: 3.19

CX Basic pKa: 0.39

CX LogP: 3.07

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.83

Np Likeness Score: -0.70

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