ID: ALA3291212

Max Phase: Preclinical

Molecular Formula: C30H42FNO4

Molecular Weight: 499.67

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)[C@@](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/C30H42FNO4/c1-26(2,3)27(4,34)21-16-28-9-10-30(21,35-14-12-31)25-29(28)11-13-32(17-18-5-6-18)22(28)15-19-7-8-20(33)24(36-25)23(19)29/h7-8,18,21-22,25,33-34H,5-6,9-17H2,1-4H3/t21-,22-,25-,27+,28-,29+,30-/m1/s1/i31-1

Standard InChI Key:  ZDWOWDGPQWPTJO-QWQUSSCZSA-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: 499.67

Molecular Weight (Monoisotopic): 499.3098

AlogP: 4.75

#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: 3.75

CX LogD: 1.81

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.59

Np Likeness Score: 1.35

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