3-[2-(2-Morpholin-4-yl-4-oxo-4H-chromen-7-yl)phenyl]acrylic acid methyl ester

ID: ALA199424

Chembl Id: CHEMBL199424

PubChem CID: 11596273

Max Phase: Preclinical

Molecular Formula: C23H21NO5

Molecular Weight: 391.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/c1ccccc1-c1ccc2c(=O)cc(N3CCOCC3)oc2c1

Standard InChI:  InChI=1S/C23H21NO5/c1-27-23(26)9-7-16-4-2-3-5-18(16)17-6-8-19-20(25)15-22(29-21(19)14-17)24-10-12-28-13-11-24/h2-9,14-15H,10-13H2,1H3/b9-7+

Standard InChI Key:  KAQKYIFVDVXSMK-VQHVLOKHSA-N

Alternative Forms

1. Parent:

   

   ALA199424

   methyl (E)-3-[2-(2-morpholin-4-yl-4-oxochromen-7-yl)phenyl]prop-2-enoate

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: 391.42

Molecular Weight (Monoisotopic): 391.1420

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 68.98

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.07

References

1. Hardcastle IR, Cockcroft X, Curtin NJ, El-Murr MD, Leahy JJ, Stockley M, Golding BT, Rigoreau L, Richardson C, Smith GC, Griffin RJ..  (2005)  Discovery of potent chromen-4-one inhibitors of the DNA-dependent protein kinase (DNA-PK) using a small-molecule library approach.,  48  (24): [PMID:16302822] [10.1021/jm050444b]

Source

Source(1):

• Scientific Literature