ID: ALA4445032

Max Phase: Preclinical

Molecular Formula: C19H20N2O6S

Molecular Weight: 404.44

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cc3ccc(C)cc3)[C@H]2SC1

Standard InChI:  InChI=1S/C19H20N2O6S/c1-10-3-5-12(6-4-10)7-14(23)20-15-17(24)21-16(19(25)26)13(8-27-11(2)22)9-28-18(15)21/h3-6,15,18H,7-9H2,1-2H3,(H,20,23)(H,25,26)/t15-,18-/m1/s1

Standard InChI Key:  DWCOPRFAFBXRHN-CRAIPNDOSA-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: 404.44

Molecular Weight (Monoisotopic): 404.1042

AlogP: 0.84

#Rotatable Bonds: 6

Polar Surface Area: 113.01

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.45

CX Basic pKa:

CX LogP: 0.62

CX LogD: -2.77

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: 0.06

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