(4aR,4bS,6aS,6bS,9aR,10aS,10bR)-8-((S)-5-bromo-furan-2-yl)-6b-(2-hydroxy-acetyl)-6a-methyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA209096

Chembl Id: CHEMBL209096

PubChem CID: 10071116

Max Phase: Preclinical

Molecular Formula: C25H30O6

Molecular Weight: 426.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1C[C@H]1O[C@@H](c3ccco3)O[C@]12C(=O)CO

Standard InChI:  InChI=1S/C25H30O6/c1-24-9-8-17-16-7-5-15(27)11-14(16)4-6-18(17)19(24)12-22-25(24,21(28)13-26)31-23(30-22)20-3-2-10-29-20/h2-3,10-11,16-19,22-23,26H,4-9,12-13H2,1H3/t16-,17+,18+,19-,22+,23+,24-,25+/m0/s1

Standard InChI Key:  PMXJDMUVTFCSPF-BUPULCDWSA-N

Alternative Forms

1. Parent:

   

   ALA209096

   (1R,2S,4R,6R,8S,9S,12S,13R)-6-(furan-2-yl)-8-(2-hydroxyacetyl)-9-methyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.51

Molecular Weight (Monoisotopic): 426.2042

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 85.97

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.78

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.79

Np Likeness Score: 1.79

References

1. Zhou D, Carlson KE, Katzenellenbogen JA, Welch MJ..  (2006)  Bromine- and iodine-substituted 16alpha,17alpha-dioxolane progestins for breast tumor imaging and radiotherapy: synthesis and receptor binding affinity.,  49  (15): [PMID:16854080] [10.1021/jm060348q]

Source

Source(1):

• Scientific Literature