6-(Benzo[d][1,3]dioxol-5-yl)-4,5-dihydro-4-(4-methoxyphenyl)-2H-indazol-3-ol

ID: ALA2272764

PubChem CID: 71570654

Max Phase: Preclinical

Molecular Formula: C21H18N2O4

Molecular Weight: 362.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CC(c3ccc4c(c3)OCO4)=Cc3n[nH]c(O)c32)cc1

Standard InChI:  InChI=1S/C21H18N2O4/c1-25-15-5-2-12(3-6-15)16-8-14(9-17-20(16)21(24)23-22-17)13-4-7-18-19(10-13)27-11-26-18/h2-7,9-10,16H,8,11H2,1H3,(H2,22,23,24)

Standard InChI Key:  HCRSZCMEVZQTNW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   19.4333  -16.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2478  -16.8219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5781  -17.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9716  -18.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9716  -18.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2625  -19.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5535  -18.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5535  -18.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2625  -17.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3765  -17.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6807  -19.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3857  -18.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0948  -19.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0948  -20.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3857  -20.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6807  -20.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7997  -20.5686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4873  -20.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8238  -20.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1582  -21.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9686  -21.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1394  -20.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4344  -20.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4344  -19.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1394  -18.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8485  -19.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8485  -20.1600    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
 17 18  1  0
 14 17  1  0
  5 11  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 23  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 23 24  2  0
  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272764

   6-(1,3-Benzodioxol-5-yl)-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: 362.39

Molecular Weight (Monoisotopic): 362.1267

AlogP: 3.93

#Rotatable Bonds: 3

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: 3.22

CX Basic pKa: 2.80

CX LogP: 3.53

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: 0.19

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