ID: ALA443034

Max Phase: Preclinical

Molecular Formula: C25H33N3O3

Molecular Weight: 423.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1ccccc1N1CCN(CCCCOc2ccc3c(c2)NC(=O)CC3)CC1

Standard InChI:  InChI=1S/C25H33N3O3/c1-2-30-24-8-4-3-7-23(24)28-16-14-27(15-17-28)13-5-6-18-31-21-11-9-20-10-12-25(29)26-22(20)19-21/h3-4,7-9,11,19H,2,5-6,10,12-18H2,1H3,(H,26,29)

Standard InChI Key:  LAUHOTTZDXINOP-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: 423.56

Molecular Weight (Monoisotopic): 423.2522

AlogP: 3.95

#Rotatable Bonds: 9

Polar Surface Area: 54.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.51

CX Basic pKa: 8.05

CX LogP: 3.89

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.62

Np Likeness Score: -1.09

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