Trifluoro-methanesulfonate1-[(E)-3-((2S,3S,5R)-2-carboxy-3-methyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]hept-3-yl)-allyl]-pyridinium

ID: ALA123481

Chembl Id: CHEMBL123481

PubChem CID: 10838633

Max Phase: Preclinical

Molecular Formula: C16H17F3N2O8S2

Molecular Weight: 337.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(/C=C/C[n+]2ccccc2)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C15H16N2O5S.CHF3O3S/c1-15(6-5-9-16-7-3-2-4-8-16)13(14(19)20)17-11(18)10-12(17)23(15,21)22;2-1(3,4)8(5,6)7/h2-8,12-13H,9-10H2,1H3;(H,5,6,7)/b6-5+;/t12-,13+,15+;/m1./s1

Standard InChI Key:  GNFLSCHXXGDGTG-GHTMCSQZSA-N

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: 337.38

Molecular Weight (Monoisotopic): 337.0853

AlogP: -0.27

#Rotatable Bonds: 4

Polar Surface Area: 95.63

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.79

CX Basic pKa: ┄

CX LogP: -4.08

CX LogD: -4.31

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.46

Np Likeness Score: 0.59

References

1. 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