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

ID: ALA129385

Cas Number: 595610-56-3

PubChem CID: 11830866

Max Phase: Preclinical

Molecular Formula: C12H12N2O2

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(CCc2ccccc2)[nH]n1

Standard InChI:  InChI=1S/C12H12N2O2/c15-12(16)11-8-10(13-14-11)7-6-9-4-2-1-3-5-9/h1-5,8H,6-7H2,(H,13,14)(H,15,16)

Standard InChI Key:  HHEBXMNODWRUEV-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
    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
   -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
   -1.7250   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -6.3042    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
   -2.6875   -5.7500    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  9  1  0
 11 10  1  0
 12 11  2  0
 13 11  1  0
 14 13  2  0
 15 12  1  0
 16 14  1  0
  6  4  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA129385

   5-phenethyl-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: 216.24

Molecular Weight (Monoisotopic): 216.0899

AlogP: 1.89

#Rotatable Bonds: 4

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: 2.62

CX LogD: -0.83

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -0.81

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. Raje M, Hin N, Duvall B, Ferraris DV, Berry JF, Thomas AG, Alt J, Rojas C, Slusher BS, Tsukamoto T..  (2013)  Synthesis of kojic acid derivatives as secondary binding site probes of D-amino acid oxidase.,  23  (13): [PMID:23683589] [10.1016/j.bmcl.2013.04.062]

Source

Source(1):

• Scientific Literature