(R)-N-(4-chlorobenzyl)-2-(((2-(furan-2-yl)-2-hydroxyethyl)(methyl)amino)methyl)-7-methyl-4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-carboxamide

ID: ALA481172

Chembl Id: CHEMBL481172

PubChem CID: 10174031

Max Phase: Preclinical

Molecular Formula: C24H24ClN3O5

Molecular Weight: 469.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1cc2c(=O)c(C(=O)NCc3ccc(Cl)cc3)cn(C)c2o1)C[C@@H](O)c1ccco1

Standard InChI:  InChI=1S/C24H24ClN3O5/c1-27(14-20(29)21-4-3-9-32-21)12-17-10-18-22(30)19(13-28(2)24(18)33-17)23(31)26-11-15-5-7-16(25)8-6-15/h3-10,13,20,29H,11-12,14H2,1-2H3,(H,26,31)/t20-/m1/s1

Standard InChI Key:  MLTPOKBLQPEELP-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA481172

   (R)-N-(4-chlorobenzyl)-2-(((2-(furan-2-yl)-2-hydroxyethyl)(methyl)amino)methyl)-7-methyl-4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-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: 469.93

Molecular Weight (Monoisotopic): 469.1404

AlogP: 3.47

#Rotatable Bonds: 8

Polar Surface Area: 100.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.04

CX Basic pKa: 6.82

CX LogP: 2.36

CX LogD: 2.26

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.39

References

1. Schnute ME, Brideau RJ, Collier SA, Cudahy MM, Hopkins TA, Knechtel ML, Oien NL, Sackett RS, Scott A, Stephan ML, Wathen MW, Wieber JL..  (2008)  Synthesis of 4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-carboxamides with broad-spectrum human herpesvirus polymerase inhibition.,  18  (14): [PMID:18595689] [10.1016/j.bmcl.2008.06.060]

2. Tanis SP, Strohbach JW, Parker TT, Moon MW, Thaisrivongs S, Perrault WR, Hopkins TA, Knechtel ML, Oien NL, Wieber JL, Stephanski KJ, Wathen MW..  (2010)  The design and development of 2-aryl-2-hydroxy ethylamine substituted 1H,7H-pyrido[1,2,3-de]quinoxaline-6-carboxamides as inhibitors of human cytomegalovirus polymerase.,  20  (6): [PMID:20167488] [10.1016/j.bmcl.2010.01.094]

Source

Source(1):

• Scientific Literature