(4bR,8aS)-4b-(5-(4-Bromophenyl)-1,3,4-oxadiazol-2-yl)-2-isopropyl-8,8-dimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol

ID: ALA4584025

Chembl Id: CHEMBL4584025

PubChem CID: 155565996

Max Phase: Preclinical

Molecular Formula: C27H31BrN2O3

Molecular Weight: 511.46

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@@]1(c3nnc(-c4ccc(Br)cc4)o3)CCCC(C)(C)[C@@H]1CC2

Standard InChI:  InChI=1S/C27H31BrN2O3/c1-15(2)19-14-17-8-11-20-26(3,4)12-5-13-27(20,21(17)23(32)22(19)31)25-30-29-24(33-25)16-6-9-18(28)10-7-16/h6-7,9-10,14-15,20,31-32H,5,8,11-13H2,1-4H3/t20-,27+/m0/s1

Standard InChI Key:  RCVWTVJPZKSNOF-CCLHPLFOSA-N

Alternative Forms

  1. Parent:

    ALA4584025

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Associated Targets(Human)

FDPS Tclin Farnesyl diphosphate synthase (1240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GGPS1 Tchem Geranylgeranyl pyrophosphate synthetase (715 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 511.46Molecular Weight (Monoisotopic): 510.1518AlogP: 7.09#Rotatable Bonds: 3
Polar Surface Area: 79.38Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 9.71CX Basic pKa: CX LogP: 7.24CX LogD: 7.23
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.37Np Likeness Score: 0.91

References

1. Han S, Li X, Xia Y, Yu Z, Cai N, Malwal SR, Han X, Oldfield E, Zhang Y..  (2019)  Farnesyl Pyrophosphate Synthase as a Target for Drug Development: Discovery of Natural-Product-Derived Inhibitors and Their Activity in Pancreatic Cancer Cells.,  62  (23): [PMID:31725297] [10.1021/acs.jmedchem.9b01405]

Source