Petrosaspongiolide Q

ID: ALA474674

Chembl Id: CHEMBL474674

PubChem CID: 44575503

Max Phase: Preclinical

Molecular Formula: C27H40O7

Molecular Weight: 476.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Petrosaspongiolide Q | Petrosaspongiolide Q|CHEMBL474674

Canonical SMILES:  CC(=O)OC[C@@]1(C)CCC[C@]2(C)[C@H]3CC[C@@H]4[C@H](O)O[C@@H](C5=CC(=O)OC5O)C[C@H]4[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C27H40O7/c1-15(28)32-14-25(2)9-5-10-27(4)20(25)8-11-26(3)18-13-19(17-12-22(29)34-24(17)31)33-23(30)16(18)6-7-21(26)27/h12,16,18-21,23-24,30-31H,5-11,13-14H2,1-4H3/t16-,18+,19+,20-,21-,23+,24?,25+,26-,27-/m0/s1

Standard InChI Key:  YKDMAPXQYQSVFF-RVWZRQGNSA-N

Alternative Forms

1. Parent:

   

   ALA474674

   PETROSASPONGIOLIDE Q

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: 476.61

Molecular Weight (Monoisotopic): 476.2774

AlogP: 3.71

#Rotatable Bonds: 3

Polar Surface Area: 102.29

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.50

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 1.74

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.60

Np Likeness Score: 3.22

References

1. Randazzo A, Debitus C, Minale L, García Pastor P, Alcaraz MJ, Payá M, Gomez-Paloma L..  (1998)  Petrosaspongiolides M-R: new potent and selective phospholipase A2 inhibitors from the New Caledonian marine sponge Petrosaspongia nigra.,  61  (5): [PMID:9599251] [10.1021/np9704922]

Source

Source(1):

• Scientific Literature