(4aR,4bS,6aS,6bS,9aR,10aS,10bR)-6b-(2-fluoro-acetyl)-8-(R)-furan-2-yl-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: ALA378031

Chembl Id: CHEMBL378031

Cas Number: 160388-33-0

PubChem CID: 11453125

Max Phase: Phase

Molecular Formula: C25H29FO5

Molecular Weight: 428.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Fluorofuranylnorprogesterone | Fluorofuranylnorprogesterone|FFNP|K56K9G4PPM|UNII-K56K9G4PPM|160388-33-0|19-Norpregn-4-ene-3,20-dione, 21-fluoro-16,17-(((R)-2-furanylmethylene)bis(oxy))-, (16alpha)-|CHEMBL378031|19-NORPREGN-4-ENE-3,20-DIONE, 21-FLUORO-16,17-(((R)-2-FURANYLMETHYLENE)BIS(OXY))-, (16.ALPHA.)-

Synonyms from Alternative Forms(5): (18f)ffnp | 18f-ffnp | F18-ffnp | Ffnp f-18 | Fluorofuranylnorprogesterone f-18

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)CF

Standard InChI:  InChI=1S/C25H29FO5/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/h2-3,10-11,16-19,22-23H,4-9,12-13H2,1H3/t16-,17+,18+,19-,22+,23+,24-,25+/m0/s1

Standard InChI Key:  VJKRBRUNEOHPBS-BUPULCDWSA-N

Alternative Forms

1. Parent:

   

   ALA378031

   FLUOROFURANYLNORPROGESTERONE

2. Alternative Forms:

   

   ALA378031

   FLUOROFURANYLNORPROGESTERONE F-18

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.50

Molecular Weight (Monoisotopic): 428.1999

AlogP: 4.72

#Rotatable Bonds: 3

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.70

Np Likeness Score: 1.52

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]

2. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• Clinical Candidates