4,5,6,7-Tetrahydro-1H-indazole-3-carboxylic acid

ID: ALA338405

Cas Number: 6076-13-7

PubChem CID: 648852

Product Number: T589633, Order Now?

Max Phase: Preclinical

Molecular Formula: C8H10N2O2

Molecular Weight: 166.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1n[nH]c2c1CCCC2

Standard InChI:  InChI=1S/C8H10N2O2/c11-8(12)7-5-3-1-2-4-6(5)9-10-7/h1-4H2,(H,9,10)(H,11,12)

Standard InChI Key:  LWXNHFZBFJMHGU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    8.1652   -9.1948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7048   -8.5748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2819   -7.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6053   -7.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4212   -7.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1125   -6.4566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4060   -8.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4775   -8.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -7.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0534   -7.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818   -8.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601   -9.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  6  1  0
  7  8  2  0
  2  3  2  0
  3  8  1  0
  7  1  1  0
  3  4  1  0
  4  5  2  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA338405

   4,5,6,7-Tetrahydro-1H-indazole-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: 166.18

Molecular Weight (Monoisotopic): 166.0742

AlogP: 0.99

#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: 3.17

CX Basic pKa: 0.33

CX LogP: 1.54

CX LogD: -1.92

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.65

Np Likeness Score: -1.34

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]

3. Boatman PD, Richman JG, Semple G..  (2008)  Nicotinic acid receptor agonists.,  51  (24): [PMID:18983141] [10.1021/jm800896z]

4. Schmidt D, Smenton A, Raghavan S, Carballo-Jane E, Lubell S, Ciecko T, Holt TG, Wolff M, Taggart A, Wilsie L, Krsmanovic M, Ren N, Blom D, Cheng K, McCann PE, Gerard Waters M, Tata J, Colletti S..  (2009)  Pyrazole acids as niacin receptor agonists for the treatment of dyslipidemia.,  19  (16): [PMID:19592242] [10.1016/j.bmcl.2009.06.054]

5. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays