6-(4-Chlorophenyl)-4,5-dihydro-4-(4-methoxyphenyl)-2Hindazol-3-ol

ID: ALA2272765

PubChem CID: 71570656

Max Phase: Preclinical

Molecular Formula: C20H17ClN2O2

Molecular Weight: 352.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CC(c3ccc(Cl)cc3)=Cc3n[nH]c(O)c32)cc1

Standard InChI:  InChI=1S/C20H17ClN2O2/c1-25-16-8-4-13(5-9-16)17-10-14(12-2-6-15(21)7-3-12)11-18-19(17)20(24)23-22-18/h2-9,11,17H,10H2,1H3,(H2,22,23,24)

Standard InChI Key:  RPKDFBKUMHXXST-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   26.7349  -20.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9288  -20.5637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8012  -19.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5288  -19.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7420  -18.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5294  -18.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1077  -18.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8987  -19.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1072  -19.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0735  -19.3853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1636  -18.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3721  -18.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7979  -17.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0069  -16.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7984  -16.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3768  -17.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4286  -16.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6513  -16.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8992  -18.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1083  -17.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8998  -17.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4781  -18.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2650  -19.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4735  -19.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2655  -18.1147    0.0000 Cl  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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  1  0
 14 17  1  0
  5 11  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 22 25  1  0
  7 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272765

   6-(4-Chlorophenyl)-4-(4-methoxyphenyl)-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: 352.82

Molecular Weight (Monoisotopic): 352.0979

AlogP: 4.85

#Rotatable Bonds: 3

Polar Surface Area: 58.14

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.22

CX Basic pKa: 2.80

CX LogP: 4.51

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -0.18

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