4,7-dihydroxy-6-methoxy-3-[(2-oxo-2H-chromen-7-yl)methyl]-2H-chromen-2-one

ID: ALA5284427

Max Phase: Preclinical

Molecular Formula: C20H14O7

Molecular Weight: 366.33

Names and Identifiers

Canonical SMILES:  COc1cc2c(O)c(Cc3ccc4ccc(=O)oc4c3)c(=O)oc2cc1O

Standard InChI:  InChI=1S/C20H14O7/c1-25-17-8-12-16(9-14(17)21)27-20(24)13(19(12)23)6-10-2-3-11-4-5-18(22)26-15(11)7-10/h2-5,7-9,21,23H,6H2,1H3

Standard InChI Key:  HLWXAGMYSMDUKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.2837    1.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    0.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7168    0.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323    1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1458    0.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612    1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5749    0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730   -0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866   -0.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576   -0.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -0.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    1.2313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257    1.2345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866   -0.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866   -1.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293   -1.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 19  2  0
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  5 23  2  0
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  3 25  1  0
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  6 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284427

   ---

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: 366.33

Molecular Weight (Monoisotopic): 366.0740

AlogP: 2.91

#Rotatable Bonds: 3

Polar Surface Area: 110.11

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.05

CX Basic pKa: ┄

CX LogP: 2.35

CX LogD: 0.09

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: 0.89

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