4-(4-Methyl-piperazin-1-yl)-pyrrolo[1,2-a]quinoline

ID: ALA327197

PubChem CID: 10378253

Max Phase: Preclinical

Molecular Formula: C16H18N4

Molecular Weight: 266.35

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc3ccccc3n3cccc23)CC1

Standard InChI:  InChI=1S/C16H18N4/c1-18-9-11-19(12-10-18)16-15-7-4-8-20(15)14-6-3-2-5-13(14)17-16/h2-8H,9-12H2,1H3

Standard InChI Key:  JNWFHCVDXXIENW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5542   -0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8417   -1.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292    0.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -1.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792   -1.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1625    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7250   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

Associated Targets(Human)

HTR3A Tclin Serotonin 3 (5-HT3) receptor (617 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Htr3a Serotonin 3 (5-HT3) receptor (1834 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NG108-15 (132 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr1a Serotonin 1a (5-HT1a) receptor (8655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr1b Serotonin 1b (5-HT1b) receptor (2343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr2a Serotonin 2a (5-HT2a) receptor (3540 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr2c Serotonin 2c (5-HT2c) receptor (1134 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr4 Serotonin 4 (5-HT4) receptor (653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr3a Serotonin 3a (5-HT3a) receptor (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 266.35Molecular Weight (Monoisotopic): 266.1531AlogP: 2.24#Rotatable Bonds: 1
Polar Surface Area: 23.78Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.61CX LogP: 2.35CX LogD: 1.93
Aromatic Rings: 3Heavy Atoms: 20QED Weighted: 0.67Np Likeness Score: -1.51

References

1. Parihar HS, Kirschbaum KS..  (2002)  Electrostatic potential surfaces of 5-HT(3)R agonists suggest accessory cation-pi site adjacent to agonist binding domain.,  12  (19): [PMID:12217367] [10.1016/s0960-894x(02)00514-0]
2. Campiani G, Cappelli A, Nacci V, Anzini M, Vomero S, Hamon M, Cagnotto A, Fracasso C, Uboldi C, Caccia S, Consolo S, Mennini T..  (1997)  Novel and highly potent 5-HT3 receptor agonists based on a pyrroloquinoxaline structure.,  40  (22): [PMID:9357534] [10.1021/jm970376w]
3. Zajdel P, Grychowska K, Mogilski S, Kurczab R, Satała G, Bugno R, Kos T, Gołębiowska J, Malikowska-Racia N, Nikiforuk A, Chaumont-Dubel S, Bantreil X, Pawłowski M, Martinez J, Subra G, Lamaty F, Marin P, Bojarski AJ, Popik P..  (2021)  Structure-Based Design and Optimization of FPPQ, a Dual-Acting 5-HT3 and 5-HT6 Receptor Antagonist with Antipsychotic and Procognitive Properties.,  64  (18.0): [PMID:34467765] [10.1021/acs.jmedchem.1c00224]

Source