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

ID: ALA4572164

Chembl Id: CHEMBL4572164

PubChem CID: 14168095

Max Phase: Preclinical

Molecular Formula: C16H22N2O6S

Molecular Weight: 370.43

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22N2O6S/c1-3-4-5-6-11(20)17-12-14(21)18-13(16(22)23)10(7-24-9(2)19)8-25-15(12)18/h12,15H,3-8H2,1-2H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1

Standard InChI Key:  PBUJTKQPOYBUOH-IUODEOHRSA-N

Alternative Forms

1. Parent:

   

   ALA4572164

   (6R,7R)-3-(acetyloxymethyl)-7-(hexanoylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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: 370.43

Molecular Weight (Monoisotopic): 370.1199

AlogP: 0.87

#Rotatable Bonds: 8

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: 3.49

CX Basic pKa: ┄

CX LogP: 0.30

CX LogD: -3.08

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.37

Np Likeness Score: 0.42

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