ID: ALA3291213

Max Phase: Preclinical

Molecular Formula: C31H36FNO4

Molecular Weight: 505.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@]2(OCC[18F])C=C[C@@]3(C[C@@H]2[C@@](C)(O)CCc2ccccc2)[C@H]1C5

Standard InChI:  InChI=1S/C31H36FNO4/c1-28(35,11-10-20-6-4-3-5-7-20)23-19-29-12-13-31(23,36-17-15-32)27-30(29)14-16-33(2)24(29)18-21-8-9-22(34)26(37-27)25(21)30/h3-9,12-13,23-24,27,34-35H,10-11,14-19H2,1-2H3/t23-,24-,27-,28+,29-,30+,31+/m1/s1/i32-1

Standard InChI Key:  ROMGPBJZBHIHQL-YWAACKIKSA-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: 505.63

Molecular Weight (Monoisotopic): 505.2628

AlogP: 4.34

#Rotatable Bonds: 7

Polar Surface Area: 62.16

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.21

CX Basic pKa: 8.99

CX LogP: 3.81

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.55

Np Likeness Score: 1.38

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