ID: ALA4517487

Max Phase: Preclinical

Molecular Formula: C24H22N2O7S

Molecular Weight: 482.51

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cc3cccc(Oc4ccccc4)c3)[C@H]2SC1

Standard InChI:  InChI=1S/C24H22N2O7S/c1-14(27)32-12-16-13-34-23-20(22(29)26(23)21(16)24(30)31)25-19(28)11-15-6-5-9-18(10-15)33-17-7-3-2-4-8-17/h2-10,20,23H,11-13H2,1H3,(H,25,28)(H,30,31)/t20-,23-/m1/s1

Standard InChI Key:  UHHYSTONZJYQIH-NFBKMPQASA-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: 482.51

Molecular Weight (Monoisotopic): 482.1148

AlogP: 2.32

#Rotatable Bonds: 8

Polar Surface Area: 122.24

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.39

CX Basic pKa:

CX LogP: 1.60

CX LogD: -1.80

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -0.02

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