6-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-pyrido[3,2-e]pyrrolo[1,2-a]pyrazine

ID: ALA49932

Chembl Id: CHEMBL49932

PubChem CID: 10548259

Max Phase: Preclinical

Molecular Formula: C22H21N5O2

Molecular Weight: 387.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cnc2c(c1)nc(N1CCN(Cc3ccc4c(c3)OCO4)CC1)c1cccn12

Standard InChI:  InChI=1S/C22H21N5O2/c1-3-17-21(23-7-1)27-8-2-4-18(27)22(24-17)26-11-9-25(10-12-26)14-16-5-6-19-20(13-16)29-15-28-19/h1-8,13H,9-12,14-15H2

Standard InChI Key:  AZJGEHAZLNOBGW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA49932

   7-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]-2,8,13-triazatricyclo[7.4.0.02,6]trideca-1(9),3,5,7,10,12-hexaene

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

Calculated Properties

Molecular Weight: 387.44

Molecular Weight (Monoisotopic): 387.1695

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.05

CX LogP: 2.84

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.47

References

1. Prunier H, Rault S, Lancelot JC, Robba M, Renard P, Delagrange P, Pfeiffer B, Caignard DH, Misslin R, Guardiola-Lemaitre B, Hamon M..  (1997)  Novel and selective partial agonists of 5-HT3 receptors. 2. Synthesis and biological evaluation of piperazinopyridopyrrolopyrazines, piperazinopyrroloquinoxalines, and piperazinopyridopyrroloquinoxalines.,  40  (12): [PMID:9191957] [10.1021/jm960501o]

Source

Source(1):

• Scientific Literature