3-Benzoyl-6-chloromethyl-chromen-2-one

ID: ALA273630

PubChem CID: 44268590

Max Phase: Preclinical

Molecular Formula: C17H11ClO3

Molecular Weight: 298.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)c1cc2cc(CCl)ccc2oc1=O

Standard InChI:  InChI=1S/C17H11ClO3/c18-10-11-6-7-15-13(8-11)9-14(17(20)21-15)16(19)12-4-2-1-3-5-12/h1-9H,10H2

Standard InChI Key:  MVXLCBONYSMACB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.7417   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -3.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -4.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -3.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125   -4.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000   -1.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -4.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -1.5042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -3.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0292   -2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0417   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  6  1  0
  8  2  2  0
  9  6  2  0
 10  5  2  0
 11  5  1  0
 12  7  2  0
 13  9  1  0
 14 13  2  0
 15 16  1  0
 16 13  1  0
 17 11  2  0
 18 11  1  0
 19 18  2  0
 20 17  1  0
 21 19  1  0
  7  4  1  0
 20 21  2  0
 14 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA273630

   3-Benzoyl-6-(chloromethyl)chromen-2-one

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: 298.73

Molecular Weight (Monoisotopic): 298.0397

AlogP: 3.76

#Rotatable Bonds: 3

Polar Surface Area: 47.28

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: -0.42

References

1. Wouters J, Huygens M, Pochet L, Pirotte B, Durant F, Masereel B..  (2002)  Structural approach of the mechanism of inhibition of alpha-chymotrypsin by coumarins.,  12  (7): [PMID:11909728] [10.1016/s0960-894x(02)00073-2]

Source

Source(1):

• Scientific Literature