4,5-Dihydro-4-(3,4-dimethoxyphenyl)-6-p-tolyl-2H-indazol-3-ol

ID: ALA2272759

PubChem CID: 71570357

Max Phase: Preclinical

Molecular Formula: C22H22N2O3

Molecular Weight: 362.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CC(c3ccc(C)cc3)=Cc3n[nH]c(O)c32)cc1OC

Standard InChI:  InChI=1S/C22H22N2O3/c1-13-4-6-14(7-5-13)16-10-17(21-18(11-16)23-24-22(21)25)15-8-9-19(26-2)20(12-15)27-3/h4-9,11-12,17H,10H2,1-3H3,(H2,23,24,25)

Standard InChI Key:  CNXYMVPTSUUEAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.1679  -12.0077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9317  -11.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4427  -12.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9994  -13.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2085  -13.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6342  -14.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8427  -14.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6296  -13.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2079  -12.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2582  -12.3087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2644  -14.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4775  -15.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1077  -15.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4770  -14.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8992  -16.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8986  -15.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5293  -16.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0000  -14.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5783  -13.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3657  -13.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5789  -14.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0005  -15.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2090  -14.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3663  -14.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5794  -15.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9441  -13.0933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7356  -13.3065    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
 11 14  2  0
 12 15  2  0
 13 15  1  0
 13 16  2  0
 14 16  1  0
 13 17  1  0
  7 11  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 21 24  1  0
 26 27  1  0
 20 26  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272759

   4-(3,4-Dimethoxyphenyl)-6-(4-methylphenyl)-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: 362.43

Molecular Weight (Monoisotopic): 362.1630

AlogP: 4.52

#Rotatable Bonds: 4

Polar Surface Area: 67.37

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: 2.80

CX LogP: 4.26

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

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