1-(4,6,8-trichloro-1,9-dihydroxy-3,7-trimethoxy-2-dibenzofuranyl)butanone

ID: ALA2409647

PubChem CID: 71727893

Max Phase: Preclinical

Molecular Formula: C18H15Cl3O6

Molecular Weight: 433.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)c1c(OC)c(Cl)c2oc3c(Cl)c(OC)c(Cl)c(O)c3c2c1O

Standard InChI:  InChI=1S/C18H15Cl3O6/c1-4-5-6(22)7-13(23)8-9-14(24)10(19)18(26-3)12(21)17(9)27-16(8)11(20)15(7)25-2/h23-24H,4-5H2,1-3H3

Standard InChI Key:  IAMHJDFJSZVQPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.5629  -10.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2795  -10.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765   -9.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611   -9.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5587   -8.1755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5627  -11.4789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9946  -10.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9895   -8.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7057   -9.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9864   -8.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4186   -8.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1348   -9.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481  -10.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -9.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650  -10.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777   -9.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0593   -9.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242   -8.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9064   -8.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -9.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609   -9.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2081   -7.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789  -10.4240    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5696   -7.5810    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6040   -8.9169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669   -8.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7085  -10.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 14  1  0
  4  5  1  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 13 14  2  0
 14 17  1  0
 16 15  1  0
 15 13  1  0
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 18 22  1  0
 21 23  1  0
 19 24  1  0
 20 25  1  0
 25 26  1  0
  7 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409647

   1-(4,6,8-Trichloro-1,9-dihydroxy-3,7-dimethoxydibenzofuran-2-yl)butan-1-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: 433.67

Molecular Weight (Monoisotopic): 431.9934

AlogP: 5.96

#Rotatable Bonds: 5

Polar Surface Area: 89.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.67

CX Basic pKa: ┄

CX LogP: 5.39

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: 1.15

References

1. Kikuchi H, Kubohara Y, Nguyen VH, Katou Y, Oshima Y..  (2013)  Novel chlorinated dibenzofurans isolated from the cellular slime mold, Polysphondylium filamentosum, and their biological activities.,  21  (15): [PMID:23746784] [10.1016/j.bmc.2013.05.022]

Source

Source(1):

• Scientific Literature