ID: ALA388778

Max Phase: Preclinical

Molecular Formula: C16H7ClN3NaO3S2

Molecular Weight: 389.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C([O-])C1=CS[C@@H]2/C(=C\c3cn4c(n3)sc3cc(Cl)ccc34)C(=O)N12.[Na+]

Standard InChI:  InChI=1S/C16H8ClN3O3S2.Na/c17-7-1-2-10-12(3-7)25-16-18-8(5-19(10)16)4-9-13(21)20-11(15(22)23)6-24-14(9)20;/h1-6,14H,(H,22,23);/q;+1/p-1/b9-4-;/t14-;/m1./s1

Standard InChI Key:  SVACAECNLJKLOK-DEJRPRKJSA-M

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

Properties

Molecular Weight: 389.85

Molecular Weight (Monoisotopic): 388.9696

AlogP: 3.43

#Rotatable Bonds: 2

Polar Surface Area: 74.91

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.03

CX Basic pKa: 4.08

CX LogP: 1.41

CX LogD: -1.15

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.24

References

1. Venkatesan AM, Gu Y, Dos Santos O, Abe T, Agarwal A, Yang Y, Petersen PJ, Weiss WJ, Mansour TS, Nukaga M, Hujer AM, Bonomo RA, Knox JR..  (2004)  Structure-activity relationship of 6-methylidene penems bearing tricyclic heterocycles as broad-spectrum beta-lactamase inhibitors: crystallographic structures show unexpected binding of 1,4-thiazepine intermediates.,  47  (26): [PMID:15588091] [10.1021/jm049680x]

Source

Source(1):

• Scientific Literature