2,3-Dichloro-N-(5-methoxy-1-methyl-1H-indazol-4-yl)benzenesulfonamide

ID: ALA4088688

PubChem CID: 137642528

Max Phase: Preclinical

Molecular Formula: C15H13Cl2N3O3S

Molecular Weight: 386.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(cnn2C)c1NS(=O)(=O)c1cccc(Cl)c1Cl

Standard InChI:  InChI=1S/C15H13Cl2N3O3S/c1-20-11-6-7-12(23-2)15(9(11)8-18-20)19-24(21,22)13-5-3-4-10(16)14(13)17/h3-8,19H,1-2H3

Standard InChI Key:  DTQSJIWYWKVBLC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   28.7559  -13.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1710  -12.7304    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.3439  -12.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8897  -13.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1724  -11.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8886  -11.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8875  -10.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1700  -10.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4520  -10.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4566  -11.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3761  -14.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3723  -15.4641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8608  -14.7968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5866  -15.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5928  -14.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8841  -13.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1687  -14.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1663  -15.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8756  -15.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6250  -16.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6042  -11.9082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.6033  -10.2526    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.4543  -13.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7361  -14.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 13 11  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  1  0
 16  4  1  0
  6 21  1  0
  7 22  1  0
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088688

   ---

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: 386.26

Molecular Weight (Monoisotopic): 385.0055

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 73.22

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.09

CX Basic pKa: 1.90

CX LogP: 2.96

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.87

References

1. Miah AH, Champigny AC, Graves RH, Hodgson ST, Percy JM, Procopiou PA..  (2017)  Identification of pyrazolopyrimidine arylsulfonamides as CC-chemokine receptor 4 (CCR4) antagonists.,  25  (20): [PMID:28801066] [10.1016/j.bmc.2017.07.052]

Source

Source(1):

• Scientific Literature