4-(4-Methoxy-benzenesulfonyl)-phenylamine

ID: ALA143754

Chembl Id: CHEMBL143754

Cas Number: 17078-72-7

PubChem CID: 516667

Max Phase: Preclinical

Molecular Formula: C13H13NO3S

Molecular Weight: 263.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)c2ccc(N)cc2)cc1

Standard InChI:  InChI=1S/C13H13NO3S/c1-17-11-4-8-13(9-5-11)18(15,16)12-6-2-10(14)3-7-12/h2-9H,14H2,1H3

Standard InChI Key:  YYLYFXLKPZKSKS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA143754

   4-(4-Methoxyphenyl)sulfonylaniline

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: 263.32

Molecular Weight (Monoisotopic): 263.0616

AlogP: 2.11

#Rotatable Bonds: 3

Polar Surface Area: 69.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.00

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -0.78

References

1. De Benedetti PG, Iarossi D, Menziani C, Caiolfa V, Frassineti C, Cennamo C..  (1987)  Quantitative structure-activity analysis in dihydropteroate synthase inhibition by sulfones. Comparison with sulfanilamides.,  30  (3): [PMID:3546688] [10.1021/jm00386a004]

2. Lopez de Compadre RL, Pearlstein RA, Hopfinger AJ, Seydel JK..  (1987)  A quantitative structure-activity relationship analysis of some 4-aminodiphenyl sulfone antibacterial agents using linear free energy and molecular modeling methods.,  30  (5): [PMID:3572979] [10.1021/jm00388a026]

3. Otzen T, Wempe EG, Kunz B, Bartels R, Lehwark-Yvetot G, Hänsel W, Schaper KJ, Seydel JK..  (2004)  Folate-synthesizing enzyme system as target for development of inhibitors and inhibitor combinations against Candida albicans-synthesis and biological activity of new 2,4-diaminopyrimidines and 4'-substituted 4-aminodiphenyl sulfones.,  47  (1): [PMID:14695838] [10.1021/jm030931w]

4. Bera S, Mondal D..  (2019)  Insights of synthetic analogues of anti-leprosy agents.,  27  (13): [PMID:31103404] [10.1016/j.bmc.2019.04.032]

Source

Source(1):

• Scientific Literature