6-(4-Fluorophenyl)-4,5-dihydro-4-(3-nitrophenyl)-2Hindazol-3-ol

ID: ALA2272768

PubChem CID: 71570798

Max Phase: Preclinical

Molecular Formula: C19H14FN3O3

Molecular Weight: 351.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(C2CC(c3ccc(F)cc3)=Cc3n[nH]c(O)c32)c1

Standard InChI:  InChI=1S/C19H14FN3O3/c20-14-6-4-11(5-7-14)13-9-16(18-17(10-13)21-22-19(18)24)12-2-1-3-15(8-12)23(25)26/h1-8,10,16H,9H2,(H2,21,22,24)

Standard InChI Key:  IJNFVVCHJFYBRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9982    3.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894    3.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9680    6.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    5.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3086    3.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    6.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6113    5.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5514    7.2426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6203   -2.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2184   -2.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9143   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -3.5870    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  2  0
  4  9  1  0
  3 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 11 16  1  0
 17 18  1  0
 17 19  2  0
 13 17  1  0
  5 11  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 20 25  1  0
 23 26  1  0
  7 20  1  0
M  CHG  2  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272768

   6-(4-Fluorophenyl)-4-(3-nitrophenyl)-1,2,4,5-tetrahydroindazol-3-one

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: 351.34

Molecular Weight (Monoisotopic): 351.1019

AlogP: 4.24

#Rotatable Bonds: 3

Polar Surface Area: 92.05

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.80

CX Basic pKa: 2.45

CX LogP: 3.80

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.75

References

1. Shakil NA, Singh MK, Sathiyendiran M, Kumar J, Padaria JC..  (2013)  Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives.,  59  [PMID:23229055] [10.1016/j.ejmech.2012.10.038]

Source

Source(1):

• Scientific Literature