Benzoic acid (1S,2S,5S,6S,7R,8S,9R,12R)-5-acetoxy-2-hydroxy-2,6,10,10-tetramethyl-8-[(E)-(3-phenyl-acryloyl)oxy]-12-propionyloxy-11-oxa-tricyclo[7.2.1.0(1,6)]dodec-7-yl ester

ID: ALA3774613

Chembl Id: CHEMBL3774613

PubChem CID: 127031141

Max Phase: Preclinical

Molecular Formula: C36H42O10

Molecular Weight: 634.72

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC(=O)O[C@@H]1[C@H]2[C@H](OC(=O)/C=C/c3ccccc3)[C@H](OC(=O)c3ccccc3)[C@]3(C)[C@@H](OC(C)=O)CC[C@](C)(O)[C@@]13OC2(C)C

Standard InChI:  InChI=1S/C36H42O10/c1-7-26(38)44-30-28-29(43-27(39)19-18-23-14-10-8-11-15-23)31(45-32(40)24-16-12-9-13-17-24)35(6)25(42-22(2)37)20-21-34(5,41)36(30,35)46-33(28,3)4/h8-19,25,28-31,41H,7,20-21H2,1-6H3/b19-18+/t25-,28+,29-,30+,31-,34-,35-,36-/m0/s1

Standard InChI Key:  UZAJTDNSSDOGDB-WDXZRLHGSA-N

Alternative Forms

  1. Parent:

    ALA3774613

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Associated Targets(Human)

ABCB1 Tchem P-glycoprotein 1 (14716 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: 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: 634.72Molecular Weight (Monoisotopic): 634.2778AlogP: 4.82#Rotatable Bonds: 8
Polar Surface Area: 134.66Molecular Species: NEUTRALHBA: 10HBD: 1
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.76CX Basic pKa: CX LogP: 5.60CX LogD: 5.60
Aromatic Rings: 2Heavy Atoms: 46QED Weighted: 0.24Np Likeness Score: 2.14

References

1. Callies O, Sánchez-Cañete MP, Gamarro F, Jiménez IA, Castanys S, Bazzocchi IL..  (2016)  Optimization by Molecular Fine Tuning of Dihydro-β-agarofuran Sesquiterpenoids as Reversers of P-Glycoprotein-Mediated Multidrug Resistance.,  59  (5): [PMID:26836364] [10.1021/acs.jmedchem.5b01429]

Source