N-(2-hydroxyethyl)-2-oxo-6-phenyl-4-(piperidin-1-yl)-2H-pyran-3-carboxamide

ID: ALA2087321

Chembl Id: CHEMBL2087321

PubChem CID: 70686940

Max Phase: Preclinical

Molecular Formula: C19H22N2O4

Molecular Weight: 342.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1c(N2CCCCC2)cc(-c2ccccc2)oc1=O

Standard InChI:  InChI=1S/C19H22N2O4/c22-12-9-20-18(23)17-15(21-10-5-2-6-11-21)13-16(25-19(17)24)14-7-3-1-4-8-14/h1,3-4,7-8,13,22H,2,5-6,9-12H2,(H,20,23)

Standard InChI Key:  FSJALIXOTYOCMV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2087321

   N-(2-hydroxyethyl)-2-oxo-6-phenyl-4-(1-piperidyl)pyran-3-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: 342.40

Molecular Weight (Monoisotopic): 342.1580

AlogP: 2.02

#Rotatable Bonds: 5

Polar Surface Area: 82.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: ┄

CX LogP: 0.99

CX LogD: 0.99

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -0.49

References

1. Karampuri S, Bag P, Yasmin S, Chouhan DK, Bal C, Mitra D, Chattopadhyay D, Sharon A..  (2012)  Structure based molecular design, synthesis and biological evaluation of α-pyrone analogs as anti-HSV agent.,  22  (19): [PMID:22921079] [10.1016/j.bmcl.2012.07.098]

Source

Source(1):

• Scientific Literature