4,5-Dihydro-4-(3,4,5-trimethoxyphenyl)-6-phenyl-2Hindazol-3-ol

ID: ALA2272758

PubChem CID: 71570356

Max Phase: Preclinical

Molecular Formula: C22H22N2O4

Molecular Weight: 378.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2CC(c3ccccc3)=Cc3n[nH]c(O)c32)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H22N2O4/c1-26-18-11-15(12-19(27-2)21(18)28-3)16-9-14(13-7-5-4-6-8-13)10-17-20(16)22(25)24-23-17/h4-8,10-12,16H,9H2,1-3H3,(H2,23,24,25)

Standard InChI Key:  DHLAVAADLFCNCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    9.4683  -11.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2363  -11.4328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7555  -12.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3040  -12.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5171  -13.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9388  -14.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1431  -13.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9300  -13.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5125  -12.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5751  -12.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5607  -14.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7738  -15.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1955  -15.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039  -15.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1867  -14.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7691  -14.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086  -13.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8911  -13.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6868  -13.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8958  -14.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3174  -14.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5259  -14.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5306  -15.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3221  -15.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6873  -14.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2393  -13.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2651  -12.8177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0608  -13.0309    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
 21 23  1  0
 25 26  1  0
 20 25  1  0
 27 28  1  0
 19 27  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272758

   6-Phenyl-4-(3,4,5-trimethoxyphenyl)-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: 378.43

Molecular Weight (Monoisotopic): 378.1580

AlogP: 4.22

#Rotatable Bonds: 5

Polar Surface Area: 76.60

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.20

CX Basic pKa: 2.80

CX LogP: 3.59

CX LogD: 2.20

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: 0.21

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