(6R,7R)-7-Acetamido-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

ID: ALA4550922

Chembl Id: CHEMBL4550922

Cas Number: 32178-86-2

PubChem CID: 14168081

Max Phase: Preclinical

Molecular Formula: C12H14N2O6S

Molecular Weight: 314.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(C)=O)CS[C@H]12

Standard InChI:  InChI=1S/C12H14N2O6S/c1-5(15)13-8-10(17)14-9(12(18)19)7(3-20-6(2)16)4-21-11(8)14/h8,11H,3-4H2,1-2H3,(H,13,15)(H,18,19)/t8-,11-/m1/s1

Standard InChI Key:  XZWUXKVIZOHFTC-LDYMZIIASA-N

Alternative Forms

1. Parent:

   

   ALA4550922

   Des-3,5-dichloro-4-pyridinone des-5-methyl-1,3,4-thiadiazole-2-thiol acetate Cefazedone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.32

Molecular Weight (Monoisotopic): 314.0573

AlogP: -0.69

#Rotatable Bonds: 4

Polar Surface Area: 113.01

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.50

CX Basic pKa: ┄

CX LogP: -1.73

CX LogD: -5.11

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: 0.57

References

1. Evans LE, Krishna A, Ma Y, Webb TE, Marshall DC, Tooke CL, Spencer J, Clarke TB, Armstrong A, Edwards AM..  (2019)  Exploitation of Antibiotic Resistance as a Novel Drug Target: Development of a β-Lactamase-Activated Antibacterial Prodrug.,  62  (9): [PMID:31009558] [10.1021/acs.jmedchem.8b01923]

Source

Source(1):

• Scientific Literature