N-Hydroxy-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-acetamide

ID: ALA314596

Chembl Id: CHEMBL314596

Cas Number: 161314-48-3

PubChem CID: 10545870

Max Phase: Preclinical

Molecular Formula: C15H17N3O5S

Molecular Weight: 351.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(=O)NO)Cc2cccnc2)cc1

Standard InChI:  InChI=1S/C15H17N3O5S/c1-23-13-4-6-14(7-5-13)24(21,22)18(11-15(19)17-20)10-12-3-2-8-16-9-12/h2-9,20H,10-11H2,1H3,(H,17,19)

Standard InChI Key:  YYCNZECYSJUTIY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA314596

   Acetamide, N-hydroxy-2-[[(4-methoxyphenyl)sulfonyl](3-pyridinylmethyl)amino]-

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: 351.38

Molecular Weight (Monoisotopic): 351.0889

AlogP: 0.79

#Rotatable Bonds: 7

Polar Surface Area: 108.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.74

CX Basic pKa: 4.81

CX LogP: 0.04

CX LogD: 0.02

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -1.67

References

1. MacPherson LJ, Bayburt EK, Capparelli MP, Carroll BJ, Goldstein R, Justice MR, Zhu L, Hu S, Melton RA, Fryer L, Goldberg RL, Doughty JR, Spirito S, Blancuzzi V, Wilson D, O'Byrne EM, Ganu V, Parker DT..  (1997)  Discovery of CGS 27023A, a non-peptidic, potent, and orally active stromelysin inhibitor that blocks cartilage degradation in rabbits.,  40  (16): [PMID:9258358] [10.1021/jm960871c]

2. Jeng AY, Chou M, Parker DT..  (1998)  Sulfonamide-based hydroxamic acids as potent inhibitors of mouse macrophage metalloelastase.,  8  (8): [PMID:9871508] [10.1016/s0960-894x(98)00142-5]

Source

Source(1):

• Scientific Literature