(2R,3R,5R,10S,13R,14R,17R)-2-Fluoro-17-((R)-6-hydroxy-6-methylheptan-2-yl)-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta-[a]phenanthren-3-ol

ID: ALA4204376

Chembl Id: CHEMBL4204376

PubChem CID: 145975576

Max Phase: Preclinical

Molecular Formula: C30H51FO2

Molecular Weight: 462.73

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)C[C@@H](F)[C@H](O)C(C)(C)[C@@H]1CC3

Standard InChI:  InChI=1S/C30H51FO2/c1-19(10-9-15-26(2,3)33)20-13-16-30(8)22-11-12-24-27(4,5)25(32)23(31)18-28(24,6)21(22)14-17-29(20,30)7/h19-20,23-25,32-33H,9-18H2,1-8H3/t19-,20-,23-,24+,25+,28-,29-,30+/m1/s1

Standard InChI Key:  UMSZQYXOBMKPGY-GEFITEMGSA-N

Alternative Forms

  1. Parent:

    ALA4204376

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Associated Targets(Human)

CRYAB Tchem Alpha-crystallin B chain (132 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRYBB2 Tbio Beta-crystallin B2 (41 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRYGC Tbio Gamma-crystallin C (41 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRYGD Tbio Gamma-crystallin D (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRYAA Tchem Alpha-crystallin A chain (85 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 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: 462.73Molecular Weight (Monoisotopic): 462.3873AlogP: 7.62#Rotatable Bonds: 5
Polar Surface Area: 40.46Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: 1HBA (Lipinski): 2HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.49CX Basic pKa: CX LogP: 6.46CX LogD: 6.46
Aromatic Rings: Heavy Atoms: 33QED Weighted: 0.41Np Likeness Score: 2.74

References

1. Yang X, Chen XJ, Yang Z, Xi YB, Wang L, Wu Y, Yan YB, Rao Y..  (2018)  Synthesis, Evaluation, and Structure-Activity Relationship Study of Lanosterol Derivatives To Reverse Mutant-Crystallin-Induced Protein Aggregation.,  61  (19): [PMID:30153006] [10.1021/acs.jmedchem.8b00705]

Source