norrisolide

ID: ALA514367

Chembl Id: CHEMBL514367

PubChem CID: 11349389

Max Phase: Preclinical

Molecular Formula: C22H32O5

Molecular Weight: 376.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Norrisolide | norrisolide|CHEMBL514367|SCHEMBL5513805|[(2R,3R,3aR,6aR)-3-[1-[(1R,3aS,7aS)-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]ethenyl]-5-oxo-3,3a,4,6a-tetrahydro-2H-furo[2,3-b]furan-2-yl] acetate

Canonical SMILES:  C=C([C@@H]1[C@@H](OC(C)=O)O[C@@H]2OC(=O)C[C@@H]21)[C@H]1CC[C@H]2C(C)(C)CCC[C@]12C

Standard InChI:  InChI=1S/C22H32O5/c1-12(15-7-8-16-21(3,4)9-6-10-22(15,16)5)18-14-11-17(24)26-19(14)27-20(18)25-13(2)23/h14-16,18-20H,1,6-11H2,2-5H3/t14-,15-,16+,18+,19+,20+,22-/m1/s1

Standard InChI Key:  RNRGYNNIISFTDF-IFEZDQECSA-N

Alternative Forms

  1. Parent:

    ALA514367

    NORRISOLIDE

Associated Targets(non-human)

pla2 Phospholipase A2 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 376.49Molecular Weight (Monoisotopic): 376.2250AlogP: 4.21#Rotatable Bonds: 3
Polar Surface Area: 61.83Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.96CX LogD: 3.96
Aromatic Rings: Heavy Atoms: 27QED Weighted: 0.55Np Likeness Score: 3.03

References

1. Potts BC, Faulkner DJ, Jacobs RS..  (1992)  Phospholipase A2 inhibitors from marine organisms.,  55  (12): [PMID:1294693] [10.1021/np50090a001]
2. Guizzunti G, Brady TP, Fischer D, Malhotra V, Theodorakis EA..  (2010)  Chemical biology studies on norrisolide.,  18  (6): [PMID:20189813] [10.1016/j.bmc.2010.02.007]

Source