(2,2-Dimethyl-6-oxo-1,2-dihydro-6H-3,11-dioxa-cyclopenta[a]anthracen-10-yl)-acetic acid methyl ester

ID: ALA343631

PubChem CID: 11724677

Max Phase: Preclinical

Molecular Formula: C20H18O5

Molecular Weight: 338.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Cc1cccc2c(=O)c3ccc4c(c3oc12)CC(C)(C)O4

Standard InChI:  InChI=1S/C20H18O5/c1-20(2)10-14-15(25-20)8-7-13-17(22)12-6-4-5-11(9-16(21)23-3)18(12)24-19(13)14/h4-8H,9-10H2,1-3H3

Standard InChI Key:  JZAXKHJINAJILV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.8917   -1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8917   -0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6042   -1.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6042   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1875   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167   -0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4792   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -1.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0292   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2042   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1917   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7417   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0292   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6042    0.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4750   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4542   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0292   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7417   -3.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7417   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7417   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3792   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -3.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4542   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  6  2  0
  8  5  2  0
  9  8  1  0
 10  6  1  0
 11 13  1  0
 12  2  1  0
 13  5  1  0
 14 15  1  0
 15 10  1  0
 16  4  2  0
 17  8  1  0
 18 14  2  0
 19  7  1  0
 20 14  1  0
 21 10  2  0
 22 21  1  0
 23 11  1  0
 24 11  1  0
 25 20  1  0
 11  9  1  0
 17 12  2  0
  4  7  1  0
 19 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA343631

   methyl 2-(2,2-dimethyl-6-oxo-1H-furo[2,3-c]xanthen-10-yl)acetate

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: 338.36

Molecular Weight (Monoisotopic): 338.1154

AlogP: 3.38

#Rotatable Bonds: 2

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: 0.65

References

1. Gobbi S, Rampa A, Bisi A, Belluti F, Valenti P, Caputo A, Zampiron A, Carrara M..  (2002)  Synthesis and antitumor activity of new derivatives of xanthen-9-one-4-acetic acid.,  45  (22): [PMID:12383019] [10.1021/jm020929p]

Source

Source(1):

• Scientific Literature