sodium (6R,7R)-3-(acetoxymethyl)-7-(N-hydroxy-2-phenylacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

ID: ALA495198

Chembl Id: CHEMBL495198

PubChem CID: 44573461

Max Phase: Preclinical

Molecular Formula: C18H17N2NaO7S

Molecular Weight: 406.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](N(O)C(=O)Cc3ccccc3)[C@H]2SC1.[Na+]

Standard InChI:  InChI=1S/C18H18N2O7S.Na/c1-10(21)27-8-12-9-28-17-15(16(23)19(17)14(12)18(24)25)20(26)13(22)7-11-5-3-2-4-6-11;/h2-6,15,17,26H,7-9H2,1H3,(H,24,25);/q;+1/p-1/t15-,17-;/m1./s1

Standard InChI Key:  AVFGZIUTQRTBEJ-SSPJITILSA-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: 406.42

Molecular Weight (Monoisotopic): 406.0835

AlogP: 0.63

#Rotatable Bonds: 6

Polar Surface Area: 124.45

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.37

CX Basic pKa: ┄

CX LogP: 0.10

CX LogD: -3.53

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.31

Np Likeness Score: 0.14

References

1. Ganta SR, Perumal S, Pagadala SR, Samuelsen O, Spencer J, Pratt RF, Buynak JD..  (2009)  Approaches to the simultaneous inactivation of metallo- and serine-beta-lactamases.,  19  (6): [PMID:19243936] [10.1016/j.bmcl.2009.02.018]

Source

Source(1):

• Scientific Literature