4,5-Dihydro-4,6-di-p-tolyl-2H-indazol-3-ol

ID: ALA2272760

PubChem CID: 71570358

Max Phase: Preclinical

Molecular Formula: C21H20N2O

Molecular Weight: 316.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2=Cc3n[nH]c(O)c3C(c3ccc(C)cc3)C2)cc1

Standard InChI:  InChI=1S/C21H20N2O/c1-13-3-7-15(8-4-13)17-11-18(16-9-5-14(2)6-10-16)20-19(12-17)22-23-21(20)24/h3-10,12,18H,11H2,1-2H3,(H2,22,23,24)

Standard InChI Key:  RRDDWFQJMNWVQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   25.1283  -11.6920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8921  -11.3968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4030  -12.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9598  -12.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1730  -13.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5946  -14.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8031  -13.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5941  -13.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1683  -12.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2227  -11.9889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2247  -14.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4379  -15.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0722  -15.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4374  -14.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8595  -15.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8590  -14.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4938  -16.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9603  -13.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5387  -13.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5392  -14.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1735  -14.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3261  -13.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9609  -14.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3307  -14.3524    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
 18 21  2  0
 19 22  2  0
 20 22  1  0
 20 23  2  0
 21 23  1  0
 20 24  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272760

   4,6-Bis(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: 316.40

Molecular Weight (Monoisotopic): 316.1576

AlogP: 4.81

#Rotatable Bonds: 2

Polar Surface Area: 48.91

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.22

CX Basic pKa: 2.80

CX LogP: 5.09

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -0.01

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