((6R)-6-((1S)-1-((4R,8S,10R,13S,17R)-4-acetoxy-10,13-dimethyl-1-oxo-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl)-4-methyl-2-oxo-5,6-dihydro-2H-pyran-3-yl)methyl acetate

ID: ALA3234479

Chembl Id: CHEMBL3234479

PubChem CID: 90670447

Max Phase: Preclinical

Molecular Formula: C32H42O7

Molecular Weight: 538.68

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)OCC1=C(C)C[C@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC=C5[C@@H](OC(C)=O)C=CC(=O)[C@]5(C)[C@H]4CC[C@]23C)OC1=O

Standard InChI:  InChI=1S/C32H42O7/c1-17-15-28(39-30(36)22(17)16-37-19(3)33)18(2)23-9-10-24-21-7-8-26-27(38-20(4)34)11-12-29(35)32(26,6)25(21)13-14-31(23,24)5/h8,11-12,18,21,23-25,27-28H,7,9-10,13-16H2,1-6H3/t18-,21-,23+,24-,25-,27-,28+,31+,32+/m0/s1

Standard InChI Key:  ICWIQFOOSKBSPB-RYFXHTSQSA-N

Associated Targets(Human)

HSPA6 Tbio Heat shock 70 kDa protein 6 (44 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: 538.68Molecular Weight (Monoisotopic): 538.2931AlogP: 5.28#Rotatable Bonds: 5
Polar Surface Area: 95.97Molecular Species: NEUTRALHBA: 7HBD:
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: CX LogP: 4.98CX LogD: 4.98
Aromatic Rings: Heavy Atoms: 39QED Weighted: 0.27Np Likeness Score: 3.13

References

1. Wijeratne EM, Xu YM, Scherz-Shouval R, Marron MT, Rocha DD, Liu MX, Costa-Lotufo LV, Santagata S, Lindquist S, Whitesell L, Gunatilaka AA..  (2014)  Structure-activity relationships for withanolides as inducers of the cellular heat-shock response.,  57  (7): [PMID:24625088] [10.1021/jm401279n]

Source