(1R,3aS,3bS,9aR,9bS,11aR)-9a,11a-dimethyl-1-((S)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one

ID: ALA1762028

Chembl Id: CHEMBL1762028

Max Phase: Preclinical

Molecular Formula: C26H43NO

Molecular Weight: 385.64

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CNC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C26H43NO/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-27-24-15-19(28)11-13-26(24,5)23(20)12-14-25(21,22)4/h15,17-18,20-23,27H,6-14,16H2,1-5H3/t18-,20+,21-,22+,23+,25-,26-/m1/s1

Standard InChI Key:  IITOPJKNNUQEEW-OUDRHHMFSA-N

Alternative Forms

  1. Parent:

    ALA1762028

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Associated Targets(non-human)

3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase (25 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: 385.64Molecular Weight (Monoisotopic): 385.3345AlogP: 6.36#Rotatable Bonds: 5
Polar Surface Area: 29.10Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: 1HBA (Lipinski): 2HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 6.18CX LogD: 6.18
Aromatic Rings: Heavy Atoms: 28QED Weighted: 0.60Np Likeness Score: 1.98

References

1. Thomas ST, Yang X, Sampson NS..  (2011)  Inhibition of the M. tuberculosis 3β-hydroxysteroid dehydrogenase by azasteroids.,  21  (8): [PMID:21439822] [10.1016/j.bmcl.2011.03.004]

Source