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

ID: ALA4449642

Chembl Id: CHEMBL4449642

PubChem CID: 155520828

Max Phase: Preclinical

Molecular Formula: C16H15BrN2O6S2

Molecular Weight: 475.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cc3cc(Br)cs3)[C@H]2SC1

Standard InChI:  InChI=1S/C16H15BrN2O6S2/c1-7(20)25-4-8-5-27-15-12(14(22)19(15)13(8)16(23)24)18-11(21)3-10-2-9(17)6-26-10/h2,6,12,15H,3-5H2,1H3,(H,18,21)(H,23,24)/t12-,15-/m1/s1

Standard InChI Key:  WHQIPIGUPJTJEZ-IUODEOHRSA-N

Alternative Forms

1. Parent:

   

   ALA4449642

   ---

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: 475.34

Molecular Weight (Monoisotopic): 473.9555

AlogP: 1.35

#Rotatable Bonds: 6

Polar Surface Area: 113.01

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.37

CX Basic pKa: ┄

CX LogP: 0.79

CX LogD: -2.63

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -0.19

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