(4R)-4-[(1S,2S,5S,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-5-[3-(4-{[(2R,10S,11S,14S,15S)-14-hydroxy-15-methyl-5-oxo-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),6-dien-2-yl]methyl}phenyl)propoxy]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

ID: ALA413181

Chembl Id: CHEMBL413181

PubChem CID: 11274456

Max Phase: Preclinical

Molecular Formula: C55H76O7

Molecular Weight: 849.21

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(Cc4ccc(CCCO[C@H]5CC[C@@]6(C)[C@@H](C5)C[C@@H](O)[C@@H]5[C@@H]6C[C@H](O)[C@]6(C)[C@@H]([C@H](C)CCC(=O)O)CC[C@@H]56)cc4)C3=CC[C@@]21C

Standard InChI:  InChI=1S/C55H76O7/c1-6-23-55(61)27-22-43-41-15-14-37-29-39(56)19-26-54(37,44(41)21-25-52(43,55)4)33-36-12-10-35(11-13-36)8-7-28-62-40-20-24-51(3)38(30-40)31-47(57)50-45-17-16-42(34(2)9-18-49(59)60)53(45,5)48(58)32-46(50)51/h10-13,21,29,34,38,40-43,45-48,50,57-58,61H,7-9,14-20,22,24-28,30-33H2,1-5H3,(H,59,60)/t34-,38+,40+,41+,42-,43+,45+,46+,47-,48+,50+,51+,52+,53-,54-,55+/m1/s1

Standard InChI Key:  HGUYOBPKSOJPCH-LVBDDIGWSA-N

Associated Targets(Human)

TAT Tbio Tyrosine aminotransferase (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Nr3c1 Glucocorticoid receptor (1330 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: 849.21Molecular Weight (Monoisotopic): 848.5591AlogP: 9.83#Rotatable Bonds: 11
Polar Surface Area: 124.29Molecular Species: ACIDHBA: 6HBD: 4
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.48CX Basic pKa: CX LogP: 9.14CX LogD: 6.31
Aromatic Rings: 1Heavy Atoms: 62QED Weighted: 0.10Np Likeness Score: 2.04

References

1. von Geldern TW, Tu N, Kym PR, Link JT, Jae HS, Lai C, Apelqvist T, Rhonnstad P, Hagberg L, Koehler K, Grynfarb M, Goos-Nilsson A, Sandberg J, Osterlund M, Barkhem T, Höglund M, Wang J, Fung S, Wilcox D, Nguyen P, Jakob C, Hutchins C, Färnegårdh M, Kauppi B, Ohman L, Jacobson PB..  (2004)  Liver-selective glucocorticoid antagonists: a novel treatment for type 2 diabetes.,  47  (17): [PMID:15293993] [10.1021/jm0400045]

Source