(6R,7R)-3-(Acetoxymethyl)-7-(4-methoxybenzamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

ID: ALA4457960

Chembl Id: CHEMBL4457960

PubChem CID: 155525922

Max Phase: Preclinical

Molecular Formula: C18H18N2O7S

Molecular Weight: 406.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(COC(C)=O)CS[C@H]23)cc1

Standard InChI:  InChI=1S/C18H18N2O7S/c1-9(21)27-7-11-8-28-17-13(16(23)20(17)14(11)18(24)25)19-15(22)10-3-5-12(26-2)6-4-10/h3-6,13,17H,7-8H2,1-2H3,(H,19,22)(H,24,25)/t13-,17-/m1/s1

Standard InChI Key:  DJCQXGOUADKWGT-CXAGYDPISA-N

Alternative Forms

1. Parent:

   

   ALA4457960

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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: 406.42

Molecular Weight (Monoisotopic): 406.0835

AlogP: 0.61

#Rotatable Bonds: 6

Polar Surface Area: 122.24

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.27

CX Basic pKa: ┄

CX LogP: -0.03

CX LogD: -3.47

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 0.17

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