5-Methoxy-[1,3]dioxolo[4,5-h]chromen-8-one

ID: ALA300850

PubChem CID: 44297422

Max Phase: Preclinical

Molecular Formula: C11H8O5

Molecular Weight: 220.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(c3oc(=O)ccc13)OCO2

Standard InChI:  InChI=1S/C11H8O5/c1-13-7-4-8-11(15-5-14-8)10-6(7)2-3-9(12)16-10/h2-4H,5H2,1H3

Standard InChI Key:  QRKSJJWXUFPDKG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    2.9417   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -2.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042   -2.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -3.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042   -2.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -1.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9375   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  3  1  0
  6  2  1  0
  7  2  2  0
  8  5  2  0
  9  4  1  0
 10  9  1  0
 11  3  1  0
 12  5  1  0
 13 11  1  0
 14  9  2  0
 15  7  1  0
 16 15  1  0
 10  6  2  0
 12 13  1  0
  7  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA300850

   5-Methoxy-[1,3]dioxolo[4,5-h]chromen-8-one

Molecule Features

Natural Product: Yes

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: 220.18

Molecular Weight (Monoisotopic): 220.0372

AlogP: 1.53

#Rotatable Bonds: 1

Polar Surface Area: 57.90

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.68

Np Likeness Score: 1.29

References

1. Rodríguez AM, Enriz RD, Santagata LN, Jáuregui EA, Pestchanker MJ, Giordano OS..  (1997)  Structure-cytoprotective activity relationship of simple molecules containing an alpha,beta-unsaturated carbonyl system.,  40  (12): [PMID:9191959] [10.1021/jm960280m]

2. 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