Perenniporide A

ID: ALA2253041

PubChem CID: 60199563

Max Phase: Preclinical

Molecular Formula: C17H18O7

Molecular Weight: 334.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(OC)cc2c(c1O)C(=O)C=C(OC)[C@@]21C[C@@H](O)C(=O)O1

Standard InChI:  InChI=1S/C17H18O7/c1-4-8-12(22-2)5-9-14(15(8)20)10(18)6-13(23-3)17(9)7-11(19)16(21)24-17/h5-6,11,19-20H,4,7H2,1-3H3/t11-,17-/m1/s1

Standard InChI Key:  UKDUEMGCYIGYBD-PIGZYNQJSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.7837   -3.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738   -4.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2390   -5.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0512   -5.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876   -4.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6636   -3.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -3.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -2.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0785   -2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0773   -3.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033   -3.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5044   -2.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898   -2.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3674   -1.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898   -1.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -3.8880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9187   -3.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888   -5.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4557   -5.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -2.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9556   -3.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2482   -3.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 10 14  1  0
 11  1  1  0
  1 12  1  0
 12 13  2  0
 13 14  1  0
  9 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
  3 19  1  6
  4 20  2  0
  6 21  1  0
 21 22  1  0
  7 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2253041

   PERENNIPORIDE A

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: 334.32

Molecular Weight (Monoisotopic): 334.1053

AlogP: 1.19

#Rotatable Bonds: 3

Polar Surface Area: 102.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: ┄

CX LogP: 1.44

CX LogD: 1.43

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 2.39

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