ID: ALA54720

Max Phase: Preclinical

Molecular Formula: C20H20N4S

Molecular Weight: 348.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1ccc(CN2CCN(c3nc4ccsc4n4cccc34)CC2)cc1

Standard InChI:  InChI=1S/C20H20N4S/c1-2-5-16(6-3-1)15-22-10-12-23(13-11-22)19-18-7-4-9-24(18)20-17(21-19)8-14-25-20/h1-9,14H,10-13,15H2

Standard InChI Key:  QYWDOJXSLBBWLE-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: 348.48

Molecular Weight (Monoisotopic): 348.1409

AlogP: 3.87

#Rotatable Bonds: 3

Polar Surface Area: 23.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.80

CX LogP: 4.21

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -1.80

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]

2. Rault S, Lancelot JC, Prunier H, Robba M, Renard P, Delagrange P, Pfeiffer B, Caignard DH, Guardiola-Lemaitre B, Hamon M..  (1996)  Novel selective and partial agonists of 5-HT3 receptors. Part 1. Synthesis and biological evaluation of piperazinopyrrolothienopyrazines.,  39  (10): [PMID:8642566] [10.1021/jm950543x]

3. Baglin I, Daveu C, Lancelot JC, Bureau R, Dauphin F, Pfeiffer B, Renard P, Delagrange P, Rault S..  (2001)  First tricyclic oximino derivatives as 5-HT3 ligands.,  11  (4): [PMID:11229746] [10.1016/s0960-894x(00)00691-0]

4. Lemaître S, Lepailleur A, Bureau R, Butt-Gueulle S, Lelong-Boulouard V, Duchatelle P, Boulouard M, Dumuis A, Daveu C, Lezoualc'h F, Pfeiffer B, Dauphin F, Rault S..  (2009)  Novel antagonists of serotonin-4 receptors: synthesis and biological evaluation of pyrrolothienopyrazines.,  17  (6): [PMID:19261477] [10.1016/j.bmc.2008.11.045]

5. Fu H, Rong J, Chen Z, Zhou J, Collier T, Liang SH..  (2022)  Positron Emission Tomography (PET) Imaging Tracers for Serotonin Receptors.,  65  (16.0): [PMID:35939391] [10.1021/acs.jmedchem.2c00633]

Source

Source(1):

• Scientific Literature