ID: ALA3291211

Max Phase: Preclinical

Molecular Formula: C27H36FNO4

Molecular Weight: 457.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(O)[C@H]1C[C@@]23CC[C@@]1(OCC[18F])[C@@H]1Oc4c(O)ccc5c4[C@@]12CCN(CC1CC1)[C@@H]3C5

Standard InChI:  InChI=1S/C27H36FNO4/c1-24(2,31)19-14-25-7-8-27(19,32-12-10-28)23-26(25)9-11-29(15-16-3-4-16)20(25)13-17-5-6-18(30)22(33-23)21(17)26/h5-6,16,19-20,23,30-31H,3-4,7-15H2,1-2H3/t19-,20-,23-,25-,26+,27+/m1/s1/i28-1

Standard InChI Key:  VKHMXTVEQIZBFB-FJTZRJLKSA-N

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

Properties

Molecular Weight: 457.59

Molecular Weight (Monoisotopic): 457.2628

AlogP: 3.73

#Rotatable Bonds: 6

Polar Surface Area: 62.16

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.42

CX Basic pKa: 9.63

CX LogP: 2.49

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.68

Np Likeness Score: 1.52

References

1. Schoultz BW, Hjørnevik T, Reed BJ, Marton J, Coello CS, Willoch F, Henriksen G..  (2014)  Synthesis and evaluation of three structurally related ¹⁸F-labeled orvinols of different intrinsic activities: 6-O-[¹⁸F]fluoroethyl-diprenorphine ([¹⁸F]FDPN), 6-O-[¹⁸F]fluoroethyl-buprenorphine ([¹⁸F]FBPN), and 6-O-[¹⁸F]fluoroethyl-phenethyl-orvinol ([¹⁸F]FPEO).,  57  (12): [PMID:24933507] [10.1021/jm500503k]

Source

Source(1):

• Scientific Literature