6-(3,4-Dichlorophenyl)-4,5-dihydro-4-(4-methoxyphenyl)-2H-indazol-3-ol

ID: ALA2272766

PubChem CID: 71570658

Max Phase: Preclinical

Molecular Formula: C20H16Cl2N2O2

Molecular Weight: 387.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CC(c3ccc(Cl)c(Cl)c3)=Cc3n[nH]c(O)c32)cc1

Standard InChI:  InChI=1S/C20H16Cl2N2O2/c1-26-14-5-2-11(3-6-14)15-8-13(10-18-19(15)20(25)24-23-18)12-4-7-16(21)17(22)9-12/h2-7,9-10,15H,8H2,1H3,(H2,23,24,25)

Standard InChI Key:  BXQDYMQTLXKCAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   34.5354  -20.6728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7293  -20.5451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6016  -19.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3293  -19.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5424  -18.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3298  -18.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9082  -18.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6992  -19.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9076  -19.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8740  -19.3668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9641  -18.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1726  -18.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5983  -17.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8074  -16.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5989  -16.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1772  -17.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2290  -16.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4518  -16.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6997  -18.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9087  -17.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7002  -17.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2786  -18.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0654  -19.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2739  -19.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0660  -18.0961    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.9093  -16.9435    0.0000 Cl  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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 22 25  1  0
 21 26  1  0
  7 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272766

   6-(3,4-Dichlorophenyl)-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: 387.27

Molecular Weight (Monoisotopic): 386.0589

AlogP: 5.51

#Rotatable Bonds: 3

Polar Surface Area: 58.14

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.22

CX Basic pKa: 2.80

CX LogP: 5.11

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -0.25

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