7-hydroxy-3-[(2-oxo-2H-chromen-7-yl)methyl]-2H-chromen-2-one

ID: ALA5287344

Max Phase: Preclinical

Molecular Formula: C19H12O5

Molecular Weight: 320.30

Names and Identifiers

Canonical SMILES:  O=c1ccc2ccc(Cc3cc4ccc(O)cc4oc3=O)cc2o1

Standard InChI:  InChI=1S/C19H12O5/c20-15-5-3-13-9-14(19(22)24-17(13)10-15)7-11-1-2-12-4-6-18(21)23-16(12)8-11/h1-6,8-10,20H,7H2

Standard InChI Key:  WZZZPYPTPQKMAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
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   -4.2851    0.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734   -0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -0.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154   -0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308    0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    0.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598    0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734    0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -0.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851   -0.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561   -0.8313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272    0.8282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561    0.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
 10  9  1  0
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 13 12  1  0
 14 13  2  0
 15 14  1  0
 15 16  2  0
 17 15  1  0
 12 18  2  0
 18 17  1  0
 18 19  1  0
  9 19  2  0
  7 20  1  0
 20 21  2  0
 20 22  1  0
 23 22  1  0
  5 23  2  0
 23 24  1  0
 24  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287344

   ---

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: 320.30

Molecular Weight (Monoisotopic): 320.0685

AlogP: 3.20

#Rotatable Bonds: 2

Polar Surface Area: 80.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.81

CX Basic pKa: ┄

CX LogP: 3.26

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: 0.80

References

1. Faisal M, Saeed A, Shahzad D, Fattah TA, Lal B, Channar PA, Mahar J, Saeed S, Mahesar PA, Larik FA..  (2017)  Enzyme inhibitory activities an insight into the structure-Activity relationship of biscoumarin derivatives.,  141  [PMID:29032032] [10.1016/j.ejmech.2017.10.009]

Source

Source(1):

• Scientific Literature