5-(prop-2-yn-1-yloxy)-2H-chromen-2-one

ID: ALA5289073

Max Phase: Preclinical

Molecular Formula: C12H8O3

Molecular Weight: 200.19

Names and Identifiers

Canonical SMILES:  C#CCOc1cccc2oc(=O)ccc12

Standard InChI:  InChI=1S/C12H8O3/c1-2-8-14-10-4-3-5-11-9(10)6-7-12(13)15-11/h1,3-7H,8H2

Standard InChI Key:  XWFITGVIMAVRMA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -1.7851   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688   -2.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -1.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    2.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289073

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 200.19

Molecular Weight (Monoisotopic): 200.0473

AlogP: 1.80

#Rotatable Bonds: 2

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: -0.42

References

1. Yamaguchi Y, Nishizono N, Kobayashi D, Yoshimura T, Wada K, Kobayashi K, Oda K..  (2023)  Synthesis and biological evaluation of coumarin derivatives as selective CYP2A6 inhibitors.,  86  [PMID:36889653] [10.1016/j.bmcl.2023.129206]

Source

Source(1):

• Scientific Literature