cacospongionolide

ID: ALA480681

Chembl Id: CHEMBL480681

PubChem CID: 21774960

Max Phase: Preclinical

Molecular Formula: C25H36O4

Molecular Weight: 400.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cacospongionolide | cacospongionolide|CHEMBL480681|BDBM50259951

Canonical SMILES:  C[C@H]1CC[C@@]23C[C@]2(C)CCC[C@@H]3[C@@]1(C)CCC1=CC[C@H](C2=CC(=O)O[C@H]2O)OC1

Standard InChI:  InChI=1S/C25H36O4/c1-16-8-12-25-15-23(25,2)10-4-5-20(25)24(16,3)11-9-17-6-7-19(28-14-17)18-13-21(26)29-22(18)27/h6,13,16,19-20,22,27H,4-5,7-12,14-15H2,1-3H3/t16-,19+,20+,22+,23-,24-,25-/m0/s1

Standard InChI Key:  FPUWYDSKOKLTDH-FRMRWZTPSA-N

Alternative Forms

1. Parent:

   

   ALA480681

   CACOSPONGIONOLIDE

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: 400.56

Molecular Weight (Monoisotopic): 400.2614

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.49

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 2.88

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: 3.67

References

1. De Rosa S, Crispino A, De Giulio A, Iodice C, Benrezzouk R, Terencio MC, Ferrándiz ML, Alcaraz MJ, Payá M..  (1998)  A new cacospongionolide inhibitor of human secretory phospholipase A2 from the Tyrrhenian sponge Fasciospongia cavernosa and absolute configuration of cacospongionolides.,  61  (7): [PMID:9677277] [10.1021/np980122t]

Source

Source(1):

• Scientific Literature