4,5-Dihydro-4-(4-methoxyphenyl)-6-phenyl-2H-indazol-3-ol

ID: ALA2272757

PubChem CID: 76312605

Max Phase: Preclinical

Molecular Formula: C20H18N2O2

Molecular Weight: 318.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CC(c3ccccc3)=Cc3n[nH]c(O)c32)cc1

Standard InChI:  InChI=1S/C20H18N2O2/c1-24-16-9-7-14(8-10-16)17-11-15(13-5-3-2-4-6-13)12-18-19(17)20(23)22-21-18/h2-10,12,17H,11H2,1H3,(H2,21,22,23)

Standard InChI Key:  IDNVZNHZAXLLDP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    1.6596  -11.6124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234  -11.3173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9385  -11.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911  -12.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7043  -13.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259  -14.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344  -13.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254  -13.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7038  -12.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7540  -11.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561  -14.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692  -15.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909  -15.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042  -15.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120  -14.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347  -14.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917  -13.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0700  -13.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615  -13.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706  -14.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922  -14.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048  -14.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580  -14.2728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4058  -13.6663    0.0000 C   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
  7 11  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 23 24  1  0
 20 23  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272757

   4-(4-Methoxyphenyl)-6-phenyl-4,5-dihydro-2h-indazol-3-ol

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: 318.38

Molecular Weight (Monoisotopic): 318.1368

AlogP: 4.20

#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: 3.91

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 0.02

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