ID: ALA157923

Max Phase: Preclinical

Molecular Formula: C23H28ClN3O2

Molecular Weight: 413.95

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1CCc2ccc(OCCCCN3CCN(c4ccccc4Cl)CC3)cc2N1

Standard InChI:  InChI=1S/C23H28ClN3O2/c24-20-5-1-2-6-22(20)27-14-12-26(13-15-27)11-3-4-16-29-19-9-7-18-8-10-23(28)25-21(18)17-19/h1-2,5-7,9,17H,3-4,8,10-16H2,(H,25,28)

Standard InChI Key:  YZWZYPOWFMWSAH-UHFFFAOYSA-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: 413.95

Molecular Weight (Monoisotopic): 413.1870

AlogP: 4.21

#Rotatable Bonds: 7

Polar Surface Area: 44.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.51

CX Basic pKa: 7.56

CX LogP: 4.30

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.21

References

1. Oshiro Y, Sato S, Kurahashi N, Tanaka T, Kikuchi T, Tottori K, Uwahodo Y, Nishi T..  (1998)  Novel antipsychotic agents with dopamine autoreceptor agonist properties: synthesis and pharmacology of 7-[4-(4-phenyl-1-piperazinyl)butoxy]-3,4-dihydro-2(1H)-quinolinone derivatives.,  41  (5): [PMID:9513593] [10.1021/jm940608g]

2. Chen X, Sassano MF, Zheng L, Setola V, Chen M, Bai X, Frye SV, Wetsel WC, Roth BL, Jin J..  (2012)  Structure-functional selectivity relationship studies of β-arrestin-biased dopamine D₂ receptor agonists.,  55  (16): [PMID:22845053] [10.1021/jm300603y]

Source

Source(1):

• Scientific Literature