3,5-Dimethyl-furo[3,2-g]chromen-7-one

ID: ALA140034

Cas Number: 15183-96-7

PubChem CID: 146251

Max Phase: Preclinical

Molecular Formula: C13H10O3

Molecular Weight: 214.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1coc2cc3oc(=O)cc(C)c3cc12

Standard InChI:  InChI=1S/C13H10O3/c1-7-3-13(14)16-12-5-11-10(4-9(7)12)8(2)6-15-11/h3-6H,1-2H3

Standard InChI Key:  AGHQLFRJTDLUFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    2.6667   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -2.6750    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
    1.6375   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -3.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -3.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -3.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  1  0
  5 10  2  0
  6  1  1  0
  7  6  1  0
  8  7  1  0
  9  2  1  0
 10  1  1  0
 11  5  1  0
 12  4  1  0
 13 11  1  0
 14  7  2  0
 15  3  1  0
 16 12  1  0
  4  9  2  0
  3  8  2  0
 13 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA140034

   7H-Furo(3,2-g)(1)benzopyran-7-one, 3,5-dimethyl-

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: 214.22

Molecular Weight (Monoisotopic): 214.0630

AlogP: 3.16

#Rotatable Bonds: ┄

Polar Surface Area: 43.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.54

Np Likeness Score: 0.22

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]

2. PubChem BioAssay data set, 

3. Niu C, Pang GX, Li G, Dou J, Nie LF, Himit H, Kabas M, Aisa HA..  (2016)  Synthesis and biological evaluation of furocoumarin derivatives on melanin synthesis in murine B16 cells for the treatment of vitiligo.,  24  (22): [PMID:27713014] [10.1016/j.bmc.2016.09.056]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays