ID: ALA4467301

Max Phase: Preclinical

Molecular Formula: C17H15N3O8S

Molecular Weight: 421.39

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)c3ccc([N+](=O)[O-])cc3)[C@H]2SC1

Standard InChI:  InChI=1S/C17H15N3O8S/c1-8(21)28-6-10-7-29-16-12(15(23)19(16)13(10)17(24)25)18-14(22)9-2-4-11(5-3-9)20(26)27/h2-5,12,16H,6-7H2,1H3,(H,18,22)(H,24,25)/t12-,16-/m1/s1

Standard InChI Key:  FVIAVFLADHJKPT-MLGOLLRUSA-N

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

Properties

Molecular Weight: 421.39

Molecular Weight (Monoisotopic): 421.0580

AlogP: 0.51

#Rotatable Bonds: 6

Polar Surface Area: 156.15

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.08

CX Basic pKa:

CX LogP: 0.06

CX LogD: -3.40

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.29

Np Likeness Score: -0.18

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