3-Methoxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one

ID: ALA141099

Cas Number: 62442-60-8

PubChem CID: 100375

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1c(C)oc2c(C)c3oc(=O)cc(C)c3cc12

Standard InChI:  InChI=1S/C16H16O4/c1-8-5-14(17)20-15-9(2)16-12(6-11(8)15)13(7-18-4)10(3)19-16/h5-6H,7H2,1-4H3

Standard InChI Key:  UPAKHQWBZFCLMG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.6292   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -3.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -3.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -2.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -3.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000   -3.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625   -1.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  1  0
  5  1  1  0
  6  1  2  0
  7  3  2  0
  8  5  1  0
  9  7  1  0
 10  3  1  0
 11  2  2  0
 12 10  1  0
 13 12  1  0
 14 12  2  0
 15  4  1  0
 16  6  1  0
 17  8  1  0
 18  9  1  0
 19 15  1  0
 20 19  1  0
  4  8  2  0
 11  7  1  0
 13  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA141099

   7H-Furo(3,2-g)(1)benzopyran-7-one, 3-(methoxymethyl)-2,5,9-trimethyl-

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: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 3.61

#Rotatable Bonds: 2

Polar Surface Area: 52.58

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: 0.13

References

1. Wulff H, Rauer H, Düring T, Hanselmann C, Ruff K, Wrisch A, Grissmer S, Hänsel W..  (1998)  Alkoxypsoralens, novel nonpeptide blockers of Shaker-type K+ channels: synthesis and photoreactivity.,  41  (23): [PMID:9804693] [10.1021/jm981032o]

Source

Source(1):

• Scientific Literature