Perenniporide D

ID: ALA2253038

PubChem CID: 60199566

Max Phase: Preclinical

Molecular Formula: C17H20O8

Molecular Weight: 352.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(OC)cc2c(c1O)C(=O)C[C@]1(OC)OC(=O)[C@H](O)C[C@@]21O

Standard InChI:  InChI=1S/C17H20O8/c1-4-8-12(23-2)5-9-13(14(8)20)10(18)7-17(24-3)16(9,22)6-11(19)15(21)25-17/h5,11,19-20,22H,4,6-7H2,1-3H3/t11-,16-,17+/m1/s1

Standard InChI Key:  SEXRKUXABLFHSA-LQAWEQHXSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   26.6621   -4.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2531   -3.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2520   -4.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9600   -4.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9582   -2.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6668   -3.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6656   -4.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0928   -3.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3781   -2.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9558   -1.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3781   -1.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5453   -2.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5451   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5439   -4.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8365   -4.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7957   -3.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7885   -2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0887   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3711   -4.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3655   -5.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0757   -5.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7933   -5.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8006   -4.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4977   -5.6833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0690   -6.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  1  6
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6  9  1  0
  7 19  1  0
 18  8  1  0
  8  9  1  0
  5 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
  3 14  1  0
 14 15  1  0
 18 16  1  1
 16 17  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2253038

   PERENNIPORIDE D

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: 352.34

Molecular Weight (Monoisotopic): 352.1158

AlogP: 0.39

#Rotatable Bonds: 3

Polar Surface Area: 122.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.84

CX Basic pKa: ┄

CX LogP: 1.38

CX LogD: 1.36

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: 2.32

References

1. Feng Y, Wang L, Niu S, Li L, Si Y, Liu X, Che Y..  (2012)  Naphthalenones from a Perenniporia sp. inhabiting the larva of a phytophagous weevil, Euops chinesis.,  75  (7): [PMID:22731892] [10.1021/np300263u]

Source

Source(1):

• Scientific Literature