5-(3'-Methyl-4'-hydroxy-2'-butenoxy)-6,7-methylendioxy coumarin

ID: ALA3116093

PubChem CID: 76321601

Max Phase: Preclinical

Molecular Formula: C15H14O6

Molecular Weight: 290.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\COc1c2c(cc3oc(=O)ccc13)OCO2)CO

Standard InChI:  InChI=1S/C15H14O6/c1-9(7-16)4-5-18-14-10-2-3-13(17)21-11(10)6-12-15(14)20-8-19-12/h2-4,6,16H,5,7-8H2,1H3/b9-4+

Standard InChI Key:  TXSDPJCNNHYCOH-RUDMXATFSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.4311  -23.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1465  -24.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1472  -25.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8626  -25.4879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5775  -25.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5728  -24.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8569  -23.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2936  -25.4829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4286  -23.0160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1418  -22.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4328  -25.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7144  -25.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7148  -24.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9301  -24.0014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4448  -24.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9295  -25.3364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8575  -23.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5707  -22.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864  -23.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5683  -21.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9996  -22.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  3  2  0
  2  1  2  0
  1 13  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  2  0
  1  9  1  0
  9 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3116093

   9-[(E)-4-hydroxy-3-methyl-but-2-enoxy]-[1,3]dioxolo[4,5-g]chromen-6-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: 290.27

Molecular Weight (Monoisotopic): 290.0790

AlogP: 1.84

#Rotatable Bonds: 4

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 1.77

References

1. Garro Hugo A, Manzur Jimena M, Ciuffo Gladys M, Tonn Carlos E, Pungitore Carlos R..  (2014)  Inhibition of reverse transcriptase and Taq DNA polymerase by compounds possessing the coumarin framework.,  24  (3): [PMID:24418776] [10.1016/j.bmcl.2013.12.104]

Source

Source(1):

• Scientific Literature