(3S,5S)-8-(4-fluorophenyl)-3-(hydroxymethyl)-N,5-dimethyl-1-(methylsulfonyl)-1,2,3,5-tetrahydrobenzofuro[6,5-e][1,4]oxazepine-7-carboxamide

ID: ALA4204025

Chembl Id: CHEMBL4204025

PubChem CID: 57331053

Max Phase: Preclinical

Molecular Formula: C22H23FN2O6S

Molecular Weight: 462.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1c(-c2ccc(F)cc2)oc2cc3c(cc12)[C@H](C)O[C@H](CO)CN3S(C)(=O)=O

Standard InChI:  InChI=1S/C22H23FN2O6S/c1-12-16-8-17-19(9-18(16)25(32(3,28)29)10-15(11-26)30-12)31-21(20(17)22(27)24-2)13-4-6-14(23)7-5-13/h4-9,12,15,26H,10-11H2,1-3H3,(H,24,27)/t12-,15-/m0/s1

Standard InChI Key:  LEGFVEQZPWXYTI-WFASDCNBSA-N

Alternative Forms

1. Parent:

   

   ALA4204025

   (3S,5S)-8-(4-fluorophenyl)-3-(hydroxymethyl)-N,5-dimethyl-1-methylsulfonyl-3,5-dihydro-2H-furo[3,2-h][4,1]benzoxazepine-7-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 462.50

Molecular Weight (Monoisotopic): 462.1261

AlogP: 2.82

#Rotatable Bonds: 4

Polar Surface Area: 109.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.00

CX LogD: 1.00

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -0.37

References

1. Zhong M, Peng E, Huang N, Huang Q, Huq A, Lau M, Colonno R, Li L..  (2018)  Discovery of novel potent HCV NS5B polymerase non-nucleoside inhibitors bearing a fused benzofuran scaffold.,  28  (5): [PMID:29422387] [10.1016/j.bmcl.2018.01.029]

Source

Source(1):

• Scientific Literature