Cornexistin

ID: ALA456290

PubChem CID: 10892197

Max Phase: Preclinical

Molecular Formula: C16H20O6

Molecular Weight: 308.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cornexistin | CHEMBL456290|SCHEMBL15722871|(4S,5S,8S,9Z)-9-ethylidene-5,8-dihydroxy-4-propyl-5,7,8,10-tetrahydro-4H-cyclonona[c]furan-1,3,6-trione

Canonical SMILES:  C/C=C1/CC2=C(C(=O)OC2=O)[C@H](CCC)[C@H](O)C(=O)C[C@@H]1O

Standard InChI:  InChI=1S/C16H20O6/c1-3-5-9-13-10(15(20)22-16(13)21)6-8(4-2)11(17)7-12(18)14(9)19/h4,9,11,14,17,19H,3,5-7H2,1-2H3/b8-4-/t9-,11-,14-/m0/s1

Standard InChI Key:  ILMHTGUGRLGMCR-GAOFOFDZSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -1.7165    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7165   -0.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951    0.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9737   -1.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    0.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4293    0.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182   -1.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0845    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981    2.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791    1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4293   -0.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -1.3485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2996   -0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -1.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -2.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  6  9  1  0
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 12 13  2  0
 10 14  2  0
  5 15  2  0
 15 16  1  0
  4 17  1  6
  2 18  2  0
  3 19  1  6
  6 20  1  1
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA456290

   CORNEXISTIN

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: 308.33

Molecular Weight (Monoisotopic): 308.1260

AlogP: 0.81

#Rotatable Bonds: 2

Polar Surface Area: 100.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.44

Np Likeness Score: 2.58

References

1. Fields SC, Mireles-Lo L, Gerwick BC.  (1996)  Hydroxycornexistin: A New Phytotoxin from Paecilomyces variotii ,  59  (7): [10.1021/np960205e]

Source

Source(1):

• Scientific Literature