Diaporthin

ID: ALA525766

PubChem CID: 12312957

Max Phase: Preclinical

Molecular Formula: C13H14O5

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diaporthin | CHEMBL525766

Canonical SMILES:  COc1cc(O)c2c(=O)oc(CC(C)O)cc2c1

Standard InChI:  InChI=1S/C13H14O5/c1-7(14)3-10-5-8-4-9(17-2)6-11(15)12(8)13(16)18-10/h4-7,14-15H,3H2,1-2H3

Standard InChI Key:  ORLHWDAVUBPRKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.9777  -12.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766  -12.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914  -13.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4050  -12.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4038  -12.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1168  -13.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354  -12.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8366  -12.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1191  -11.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1144  -14.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521  -11.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2655  -12.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9810  -11.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635  -12.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6931  -14.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2632  -11.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630  -10.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  5  6  1  0
  7 11  2  0
  9 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 13 15  1  0
  5  4  2  0
  3 16  1  0
  4  1  1  0
  1 17  1  0
  5 10  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA525766

   DIAPORTHIN

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: 250.25

Molecular Weight (Monoisotopic): 250.0841

AlogP: 1.43

#Rotatable Bonds: 3

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.48

CX Basic pKa: ┄

CX LogP: 1.87

CX LogD: 1.87

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: 1.54

References

1. Arnone A, Assante G, Nasini G, Strada S, Vercesi A..  (2002)  Cryphonectric acid and other minor metabolites from a hypovirulent strain of Cryphonectria parasitica.,  65  (1): [PMID:11809063] [10.1021/np0103012]

Source

Source(1):

• Scientific Literature