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

ID: ALA237788

Cas Number: 76424-47-0

PubChem CID: 676464

Product Number: P479464, Order Now?

Max Phase: Preclinical

Molecular Formula: C7H10N2O2

Molecular Weight: 154.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(C(=O)O)n[nH]1

Standard InChI:  InChI=1S/C7H10N2O2/c1-2-3-5-4-6(7(10)11)9-8-5/h4H,2-3H2,1H3,(H,8,9)(H,10,11)

Standard InChI Key:  QYPSYPPSHXDFLV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   17.5862    1.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4112    1.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6662    2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9988    3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3314    2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3737    2.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0957    2.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3686    3.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6146    2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8969    2.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1848    2.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  6  1  0
  6  7  1  0
  2  3  2  0
  6  8  2  0
  3  4  1  0
  5  9  1  0
  4  5  2  0
  9 10  1  0
  5  1  1  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA237788

   3-Propyl-1H-pyrazole-5-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: 154.17

Molecular Weight (Monoisotopic): 154.0742

AlogP: 1.06

#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: 3.19

CX Basic pKa: 0.40

CX LogP: 1.49

CX LogD: -1.96

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.68

Np Likeness Score: -1.19

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. Skinner PJ, Cherrier MC, Webb PJ, Shin YJ, Gharbaoui T, Lindstrom A, Hong V, Tamura SY, Dang HT, Pride CC, Chen R, Richman JG, Connolly DT, Semple G..  (2007)  Fluorinated pyrazole acids are agonists of the high affinity niacin receptor GPR109a.,  17  (20): [PMID:17804224] [10.1016/j.bmcl.2007.07.101]

3. 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