Sodium salt (2S,3R,5R)-3-((Z)-2-cyano-vinyl)-3-methyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

ID: ALA6461

Chembl Id: CHEMBL6461

PubChem CID: 44264235

Max Phase: Preclinical

Molecular Formula: C10H9N2NaO5S

Molecular Weight: 270.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ro-481220 | CHEMBL6461|Ro-481220

Canonical SMILES:  C[C@]1(/C=C/C#N)[C@H](C(=O)[O-])N2C(=O)C[C@H]2S1(=O)=O.[Na+]

Standard InChI:  InChI=1S/C10H10N2O5S.Na/c1-10(3-2-4-11)8(9(14)15)12-6(13)5-7(12)18(10,16)17;/h2-3,7-8H,5H2,1H3,(H,14,15);/q;+1/p-1/b3-2+;/t7-,8+,10+;/m1./s1

Standard InChI Key:  DRNHQKOSAXWVCX-LSTOSFGNSA-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

Calculated Properties

Molecular Weight: 270.27

Molecular Weight (Monoisotopic): 270.0310

AlogP: -0.74

#Rotatable Bonds: 2

Polar Surface Area: 115.54

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.66

CX Basic pKa: ┄

CX LogP: -0.87

CX LogD: -4.39

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: 0.67

References

1. Bitha P, Li Z, Francisco GD, Yang Y, Petersen PJ, Lenoy E, Lin YI..  (1999)  6-(1-Hydroxyalkyl))penam sulfone derivatives as inhibitors of class A and class C beta-lactamases II.,  9  (7): [PMID:10230627] [10.1016/s0960-894x(99)00107-9]

2. Richter HG, Angehrn P, Hubschwerlen C, Kania M, Page MG, Specklin JL, Winkler FK..  (1996)  Design, synthesis, and evaluation of 2 beta-alkenyl penam sulfone acids as inhibitors of beta-lactamases.,  39  (19): [PMID:8809160] [10.1021/jm9601967]

Source

Source(1):

• Scientific Literature