islandicin 4-methyl ether

ID: ALA478711

PubChem CID: 11119613

Max Phase: Preclinical

Molecular Formula: C16H12O5

Molecular Weight: 284.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Islandicin 4-Methyl Ether | islandicin 4-methyl ether|CHEMBL478711

Canonical SMILES:  COc1c(C)cc(O)c2c1C(=O)c1cccc(O)c1C2=O

Standard InChI:  InChI=1S/C16H12O5/c1-7-6-10(18)12-13(16(7)21-2)14(19)8-4-3-5-9(17)11(8)15(12)20/h3-6,17-18H,1-2H3

Standard InChI Key:  NNCFIAAUBKRACV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.2061   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2061    1.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923    0.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4939    0.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811   -0.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663    0.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0687    0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    1.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    0.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    1.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3449    0.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3435    0.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6306   -0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075    2.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840    2.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280    2.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7818   -1.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -1.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
  9  1  1  0
 10 11  1  0
  4  5  1  0
 11 12  2  0
  1  4  1  0
 12 13  1  0
  5  6  2  0
 13 14  2  0
 14  9  1  0
  3  2  1  0
  2 15  2  0
  6  7  1  0
  1 16  2  0
  8 17  1  0
  7  8  2  0
 11 18  1  0
  8  3  1  0
  6 19  1  0
 10  2  1  0
  5 20  1  0
  3  4  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478711

   Islandicin 4-methyl ether

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: 284.27

Molecular Weight (Monoisotopic): 284.0685

AlogP: 2.19

#Rotatable Bonds: 1

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.09

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: 1.26

References

1. Lin LC, Chou CJ, Kuo YC..  (2001)  Cytotoxic principles from Ventilago leiocarpa.,  64  (5): [PMID:11374975] [10.1021/np000569d]

Source

Source(1):

• Scientific Literature