2-(3-Hydroxy-propyl)-7-methyl-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid 4-chloro-benzylamide

ID: ALA195453

Chembl Id: CHEMBL195453

PubChem CID: 6482394

Max Phase: Preclinical

Molecular Formula: C19H19ClN2O3S

Molecular Weight: 390.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CCCO)sc21

Standard InChI:  InChI=1S/C19H19ClN2O3S/c1-22-11-16(18(25)21-10-12-4-6-13(20)7-5-12)17(24)15-9-14(3-2-8-23)26-19(15)22/h4-7,9,11,23H,2-3,8,10H2,1H3,(H,21,25)

Standard InChI Key:  ADFGJCKLRVQNKX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA195453

   N-(4-Chlorobenzyl)-2-(3-hydroxypropyl)-7-methyl-4-oxo-4,7-dihydrothieno[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: 390.89

Molecular Weight (Monoisotopic): 390.0805

AlogP: 3.11

#Rotatable Bonds: 6

Polar Surface Area: 71.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -1.29

References

1. Schnute ME, Cudahy MM, Brideau RJ, Homa FL, Hopkins TA, Knechtel ML, Oien NL, Pitts TW, Poorman RA, Wathen MW, Wieber JL..  (2005)  4-Oxo-4,7-dihydrothieno[2,3-b]pyridines as non-nucleoside inhibitors of human cytomegalovirus and related herpesvirus polymerases.,  48  (18): [PMID:16134946] [10.1021/jm050162b]

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