4-Sulfamoyl-4'-methyl(4-aminophenyl)-1,1'-biphenyl

ID: ALA3632845

Chembl Id: CHEMBL3632845

PubChem CID: 122194786

Max Phase: Preclinical

Molecular Formula: C19H18N2O2S

Molecular Weight: 338.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(Cc2ccc(-c3ccc(S(N)(=O)=O)cc3)cc2)cc1

Standard InChI:  InChI=1S/C19H18N2O2S/c20-18-9-3-15(4-10-18)13-14-1-5-16(6-2-14)17-7-11-19(12-8-17)24(21,22)23/h1-12H,13,20H2,(H2,21,22,23)

Standard InChI Key:  OAKZJHWEHHAVPE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3632845

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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: 338.43

Molecular Weight (Monoisotopic): 338.1089

AlogP: 3.17

#Rotatable Bonds: 4

Polar Surface Area: 86.18

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 4.58

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.65

References

1. La Regina G, Coluccia A, Famiglini V, Pelliccia S, Monti L, Vullo D, Nuti E, Alterio V, De Simone G, Monti SM, Pan P, Parkkila S, Supuran CT, Rossello A, Silvestri R..  (2015)  Discovery of 1,1'-Biphenyl-4-sulfonamides as a New Class of Potent and Selective Carbonic Anhydrase XIV Inhibitors.,  58  (21): [PMID:26497049] [10.1021/acs.jmedchem.5b01144]

2. La Regina G, Puxeddu M, Nalli M, Vullo D, Gratteri P, Supuran CT, Nocentini A, Silvestri R..  (2020)  Discovery of New 1,1'-Biphenyl-4-sulfonamides as Selective Subnanomolar Human Carbonic Anhydrase II Inhibitors.,  11  (5): [PMID:32435363] [10.1021/acsmedchemlett.9b00437]

Source

Source(1):

• Scientific Literature