(S)-4-Benzylsulfanyl-2-[(biphenyl-4-sulfonyl)-isobutyl-amino]-N-hydroxy-butyramide

ID: ALA47414

Chembl Id: CHEMBL47414

PubChem CID: 44291531

Max Phase: Preclinical

Molecular Formula: C27H32N2O4S2

Molecular Weight: 512.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CN([C@@H](CCSCc1ccccc1)C(=O)NO)S(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H32N2O4S2/c1-21(2)19-29(26(27(30)28-31)17-18-34-20-22-9-5-3-6-10-22)35(32,33)25-15-13-24(14-16-25)23-11-7-4-8-12-23/h3-16,21,26,31H,17-20H2,1-2H3,(H,28,30)/t26-/m0/s1

Standard InChI Key:  MVTUAPMXVXQWFM-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA47414

   (S)-4-Benzylsulfanyl-2-[(biphenyl-4-sulfonyl)-isobutyl-amino]-N-hydroxy-butyramide

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: 512.70

Molecular Weight (Monoisotopic): 512.1803

AlogP: 5.20

#Rotatable Bonds: 12

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.71

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 5.41

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.20

Np Likeness Score: -0.92

References

1. Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D..  (1999)  Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.,  9  (12): [PMID:10397503] [10.1016/s0960-894x(99)00259-0]

Source

Source(1):

• Scientific Literature