N-(4-Phenoxyphenyl)-2-chlorobenzenesulfonamide

ID: ALA3982227

PubChem CID: 113098760

Max Phase: Preclinical

Molecular Formula: C18H14ClNO3S

Molecular Weight: 359.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(Oc2ccccc2)cc1)c1ccccc1Cl

Standard InChI:  InChI=1S/C18H14ClNO3S/c19-17-8-4-5-9-18(17)24(21,22)20-14-10-12-16(13-11-14)23-15-6-2-1-3-7-15/h1-13,20H

Standard InChI Key:  FFVACEIAQBXYDF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.9998  -12.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4125  -11.8410    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949  -11.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4070  -11.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6983  -10.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6955   -9.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4014   -9.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1101   -9.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1129  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1275  -12.2404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9925  -11.0328    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8346  -11.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5456  -12.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486  -11.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2406  -10.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5296  -10.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8266  -11.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9436  -10.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545  -10.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6625  -11.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3735  -12.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0765  -11.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0685  -10.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3575  -10.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  2 10  1  0
  4  2  1  0
  5 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  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
 18 19  1  0
 15 18  1  0
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3982227

   2-chloro-N-(4-phenoxyphenyl)benzenesulfonamide

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: 359.83

Molecular Weight (Monoisotopic): 359.0383

AlogP: 4.93

#Rotatable Bonds: 5

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.31

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.58

References

1. Yamada A, Kazui Y, Yoshioka H, Tanatani A, Mori S, Kagechika H, Fujii S..  (2016)  Development of N-(4-Phenoxyphenyl)benzenesulfonamide Derivatives as Novel Nonsteroidal Progesterone Receptor Antagonists.,  7  (12): [PMID:27994732] [10.1021/acsmedchemlett.6b00184]

Source

Source(1):

• Scientific Literature