ID: ALA2024093

Max Phase: Preclinical

Molecular Formula: C21H25N3O3

Molecular Weight: 367.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1ccccc1)OCC[C@H]1C[C@@H]1c1cncc(OC[C@@H]2CCN2)c1

Standard InChI:  InChI=1S/C21H25N3O3/c25-21(24-17-4-2-1-3-5-17)26-9-7-15-11-20(15)16-10-19(13-22-12-16)27-14-18-6-8-23-18/h1-5,10,12-13,15,18,20,23H,6-9,11,14H2,(H,24,25)/t15-,18-,20-/m0/s1

Standard InChI Key:  DQLLEORXWPVYGE-QSFXBCCZSA-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: 367.45

Molecular Weight (Monoisotopic): 367.1896

AlogP: 3.56

#Rotatable Bonds: 8

Polar Surface Area: 72.48

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.05

CX Basic pKa: 9.79

CX LogP: 2.61

CX LogD: 0.27

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.18

References

1. Zhang H, Tückmantel W, Eaton JB, Yuen PW, Yu LF, Bajjuri KM, Fedolak A, Wang D, Ghavami A, Caldarone B, Paterson NE, Lowe DA, Brunner D, Lukas RJ, Kozikowski AP..  (2012)  Chemistry and behavioral studies identify chiral cyclopropanes as selective α4β2-nicotinic acetylcholine receptor partial agonists exhibiting an antidepressant profile.,  55  (2): [PMID:22171543] [10.1021/jm201157c]

Source

Source(1):

• Scientific Literature