Petrosaspongiolide R

ID: ALA514134

Chembl Id: CHEMBL514134

PubChem CID: 44575504

Max Phase: Preclinical

Molecular Formula: C25H36O5

Molecular Weight: 416.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Petrosaspongiolide R | Petrosaspongiolide R|CHEMBL514134

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@H]3CC[C@H](C(=O)O)[C@@H](/C=C/C4=CC(=O)OC4O)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C25H36O5/c1-23(2)11-5-12-25(4)18(23)10-13-24(3)17(16(21(27)28)7-9-19(24)25)8-6-15-14-20(26)30-22(15)29/h6,8,14,16-19,22,29H,5,7,9-13H2,1-4H3,(H,27,28)/b8-6+/t16-,17+,18-,19-,22?,24-,25-/m0/s1

Standard InChI Key:  QBUNBRGDEZXPAU-AWZKHZQNSA-N

Alternative Forms

1. Parent:

   

   ALA514134

   PETROSASPONGIOLIDE R

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: 416.56

Molecular Weight (Monoisotopic): 416.2563

AlogP: 4.70

#Rotatable Bonds: 3

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 4.95

CX LogD: 2.22

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: 2.87

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