(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-(4-((R)-hydroxy((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)quinolin-2-yl)butan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

ID: ALA2413159

Chembl Id: CHEMBL2413159

PubChem CID: 72203950

Max Phase: Preclinical

Molecular Formula: C42H60N2O3

Molecular Weight: 640.95

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1cc(CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4[C@H](O)C[C@@H]5C[C@H](O)CC[C@]5(C)[C@H]4CC[C@]23C)nc2ccccc12

Standard InChI:  InChI=1S/C42H60N2O3/c1-5-26-24-44-19-16-27(26)20-37(44)40(47)32-23-29(43-36-9-7-6-8-31(32)36)11-10-25(2)33-12-13-34-39-35(15-18-42(33,34)4)41(3)17-14-30(45)21-28(41)22-38(39)46/h5-9,23,25-28,30,33-35,37-40,45-47H,1,10-22,24H2,2-4H3/t25-,26+,27+,28+,30-,33-,34+,35+,37+,38-,39+,40-,41+,42-/m1/s1

Standard InChI Key:  HMPJFFKYJFHOCA-HYEOFPCMSA-N

Associated Targets(Human)

WI-38 (2654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania mexicana mexicana (27 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: 640.95Molecular Weight (Monoisotopic): 640.4604AlogP: 7.72#Rotatable Bonds: 7
Polar Surface Area: 76.82Molecular Species: BASEHBA: 5HBD: 3
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.89CX Basic pKa: 9.08CX LogP: 6.74CX LogD: 5.05
Aromatic Rings: 2Heavy Atoms: 47QED Weighted: 0.27Np Likeness Score: 1.63

References

1. Leverrier A, Bero J, Frédérich M, Quetin-Leclercq J, Palermo J..  (2013)  Antiparasitic hybrids of Cinchona alkaloids and bile acids.,  66  [PMID:23816880] [10.1016/j.ejmech.2013.06.004]

Source