7-((3-methylbut-2-en-1-yl)oxy)-4-phenyl-2H-chromen-2-one

ID: ALA5280927

Max Phase: Preclinical

Molecular Formula: C20H18O3

Molecular Weight: 306.36

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1ccc2c(-c3ccccc3)cc(=O)oc2c1

Standard InChI:  InChI=1S/C20H18O3/c1-14(2)10-11-22-16-8-9-17-18(15-6-4-3-5-7-15)13-20(21)23-19(17)12-16/h3-10,12-13H,11H2,1-2H3

Standard InChI Key:  ABLWAGJMSKIPNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    0.0009   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0009   -0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214   -0.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214   -1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -2.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -2.0510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560   -2.0509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -0.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1300   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1300    0.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414    0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290    2.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203    1.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4156    0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -2.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446   -0.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  7  1  0
  8  9  2  0
 10  8  1  0
 11 10  2  0
  4 11  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280927

   ---

Molecule Features

Natural Product: Yes

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: 306.36

Molecular Weight (Monoisotopic): 306.1256

AlogP: 4.81

#Rotatable Bonds: 4

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: 4.42

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: 0.44

References

1. Gonçalves GA, Spillere AR, das Neves GM, Kagami LP, von Poser GL, Canto RFS, Eifler-Lima V..  (2020)  Natural and synthetic coumarins as antileishmanial agents: A review.,  203  [PMID:32668302] [10.1016/j.ejmech.2020.112514]

Source

Source(1):

• Scientific Literature