1H-Pyrazole-3-carboxylic acid

ID: ALA128679

Cas Number: 1621-91-6

PubChem CID: 574310

Product Number: P160445, Order Now?

Max Phase: Preclinical

Molecular Formula: C4H4N2O2

Molecular Weight: 112.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc[nH]n1

Standard InChI:  InChI=1S/C4H4N2O2/c7-4(8)3-1-2-5-6-3/h1-2H,(H,5,6)(H,7,8)

Standard InChI Key:  KOPFEFZSAMLEHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

  8  8  0  0  0  0  0  0  0  0999 V2000
    1.4667    0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -0.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -0.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    1.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542    1.1458    0.0000 O   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  5  2  0
  7  3  2  0
  8  3  1  0
  6  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA128679

   Pyrazole-3-carboxylic Acid

Molecule Features

Natural Product: Yes

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: 112.09

Molecular Weight (Monoisotopic): 112.0273

AlogP: 0.11

#Rotatable Bonds: 1

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: 0.01

CX LogP: 0.32

CX LogD: -3.13

Aromatic Rings: 1

Heavy Atoms: 8

QED Weighted: 0.54

Np Likeness Score: -1.46

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. PubChem BioAssay data set, 

4. Leurs U, Clausen RP, Kristensen JL, Lohse B..  (2012)  Inhibitor scaffold for the histone lysine demethylase KDM4C (JMJD2C).,  22  (18): [PMID:22917519] [10.1016/j.bmcl.2012.07.091]

5. 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]

6. Fries RW, Bohlken DP, Plapp BV..  (1979)  3-Substituted pyrazole derivatives as inhibitors and inactivators of liver alcohol dehydrogenase.,  22  (4): [PMID:219196] [10.1021/jm00190a005]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays