5-(3-fluorophenyl)-3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole

ID: ALA519966

PubChem CID: 12002517

Max Phase: Preclinical

Molecular Formula: C13H11FN6

Molecular Weight: 270.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(C2Cc3[nH]nc(-c4nnn[nH]4)c3C2)c1

Standard InChI:  InChI=1S/C13H11FN6/c14-9-3-1-2-7(4-9)8-5-10-11(6-8)15-16-12(10)13-17-19-20-18-13/h1-4,8H,5-6H2,(H,15,16)(H,17,18,19,20)

Standard InChI Key:  KHKNCBRCIAXEGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -2.9401  -21.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4700  -21.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403  -20.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6615  -20.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807  -21.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047  -21.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4059  -21.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8737  -20.4081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682  -22.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1687  -23.1832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993  -23.8619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0911  -23.6253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102  -22.8005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649  -21.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1562  -20.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803  -20.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4096  -20.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0087  -21.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858  -21.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4346  -22.4040    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  1  2  1  0
  2  5  1  0
  4  3  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  3  1  1  0
  1 14  1  0
  5  6  1  0
 14 15  2  0
  6  7  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
  8  4  1  0
 17 18  1  0
  4  5  2  0
 18 19  2  0
 19 14  1  0
  6  9  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA519966

   5-(3-fluorophenyl)-3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole

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: 270.27

Molecular Weight (Monoisotopic): 270.1029

AlogP: 1.61

#Rotatable Bonds: 2

Polar Surface Area: 83.14

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.38

CX Basic pKa: 1.27

CX LogP: 2.28

CX LogD: 0.67

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -1.68

References

1. Imbriglio JE, Chang S, Liang R, Raghavan S, Schmidt D, Smenton A, Tria S, Schrader TO, Jung JK, Esser C, Taggart AK, Cheng K, Carballo-Jane E, Gerard Waters M, Tata JR, Colletti SL..  (2009)  GPR109a agonists. Part 1: 5-Alkyl and 5-aryl-pyrazole-tetrazoles as agonists of the human orphan G-protein coupled receptor GPR109a.,  19  (8): [PMID:19307116] [10.1016/j.bmcl.2009.03.014]

Source

Source(1):

• Scientific Literature