(+/-)-syn-ethyl 1-(2-(2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)ethyl)-4-phenylpiperidine-3-carboxylate

ID: ALA4207658

Chembl Id: CHEMBL4207658

PubChem CID: 118857828

Max Phase: Preclinical

Molecular Formula: C24H27N3O4

Molecular Weight: 421.50

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@H]1CN(CCn2c(=O)[nH]c3ccccc3c2=O)CC[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C24H27N3O4/c1-2-31-23(29)20-16-26(13-12-18(20)17-8-4-3-5-9-17)14-15-27-22(28)19-10-6-7-11-21(19)25-24(27)30/h3-11,18,20H,2,12-16H2,1H3,(H,25,30)/t18-,20-/m1/s1

Standard InChI Key:  GDQOEEGYQOGYPN-UYAOXDASSA-N

Alternative Forms

  1. Parent:

    ALA4207658

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Associated Targets(Human)

SLC18A2 Tclin Synaptic vesicular amine transporter (118 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Slc18a2 Synaptic vesicular amine transporter (20 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: 421.50Molecular Weight (Monoisotopic): 421.2002AlogP: 2.36#Rotatable Bonds: 6
Polar Surface Area: 84.40Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.82CX Basic pKa: 7.91CX LogP: 3.79CX LogD: 3.16
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.62Np Likeness Score: -0.73

References

1. Provencher BA, Eshleman AJ, Johnson RA, Shi X, Kryatova O, Nelson J, Tian J, Gonzalez M, Meltzer PC, Janowsky A..  (2018)  Synthesis and Discovery of Arylpiperidinylquinazolines: New Inhibitors of the Vesicular Monoamine Transporter.,  61  (20): [PMID:30240563] [10.1021/acs.jmedchem.8b00542]

Source