5-chloro-N-(3-hydroxyphenyl)-2-methoxybenzenesulfonamide

ID: ALA4847861

PubChem CID: 3678766

Max Phase: Preclinical

Molecular Formula: C13H12ClNO4S

Molecular Weight: 313.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1S(=O)(=O)Nc1cccc(O)c1

Standard InChI:  InChI=1S/C13H12ClNO4S/c1-19-12-6-5-9(14)7-13(12)20(17,18)15-10-3-2-4-11(16)8-10/h2-8,15-16H,1H3

Standard InChI Key:  HANZKKJFFHVTLY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   17.2436  -18.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6563  -19.6993    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0647  -18.9869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2475  -21.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6640  -22.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6612  -21.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9526  -20.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9502  -20.1117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3656  -20.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3658  -20.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0739  -21.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7814  -20.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7763  -20.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0677  -19.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0613  -18.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3503  -18.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0760  -22.1456    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9544  -22.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2466  -22.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5393  -22.5696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4 19  2  0
 18  5  2  0
  5  6  1  0
  6  7  2  0
  7  4  1  0
  7  8  1  0
  8  2  1  0
  2  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  1  0
 14 15  1  0
 11 17  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847861

   5-chloro-N-(3-hydroxyphenyl)-2-methoxybenzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 313.76

Molecular Weight (Monoisotopic): 313.0176

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.83

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.49

References

1. Lee S, Lee S, Cil O, Diez-Cecilia E, Anderson MO, Verkman AS..  (2018)  Nanomolar-Potency 1,2,4-Triazoloquinoxaline Inhibitors of the Kidney Urea Transporter UT-A1.,  61  (7.0): [PMID:29589443] [10.1021/acs.jmedchem.8b00343]

Source

Source(1):

• Scientific Literature