ID: ALA2409623

Max Phase: Preclinical

Molecular Formula: C20H28F3N3O4

Molecular Weight: 317.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C(F)(F)F.c1ncc([C@@H]2C[C@H]2CCN2CCOCC2)cc1OC[C@@H]1CCN1

Standard InChI:  InChI=1S/C18H27N3O2.C2HF3O2/c1-3-20-16(1)13-23-17-9-15(11-19-12-17)18-10-14(18)2-4-21-5-7-22-8-6-21;3-2(4,5)1(6)7/h9,11-12,14,16,18,20H,1-8,10,13H2;(H,6,7)/t14-,16+,18-;/m1./s1

Standard InChI Key:  VFCGCLHYFQQSIR-RLOSDUHESA-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: 317.43

Molecular Weight (Monoisotopic): 317.2103

AlogP: 1.65

#Rotatable Bonds: 7

Polar Surface Area: 46.62

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.79

CX LogP: 0.75

CX LogD: -2.03

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.83

Np Likeness Score: -0.43

References

1. Zhang HK, Yu LF, Eaton JB, Whiteaker P, Onajole OK, Hanania T, Brunner D, Lukas RJ, Kozikowski AP..  (2013)  Chemistry, pharmacology, and behavioral studies identify chiral cyclopropanes as selective α4β2-nicotinic acetylcholine receptor partial agonists exhibiting an antidepressant profile. Part II.,  56  (13): [PMID:23734673] [10.1021/jm400510u]

Source

Source(1):

• Scientific Literature