Benzyl (2S,3S,4S)-1-(isopropylcarbamoyl)-6-methoxy-3-methyl-2-phenyl-1,2,3,4-tetrahydroquinolin-4-ylcarbamate

ID: ALA5185650

Chembl Id: CHEMBL5185650

PubChem CID: 70789602

Max Phase: Preclinical

Molecular Formula: C29H33N3O4

Molecular Weight: 487.60

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)[C@@H](NC(=O)OCc1ccccc1)[C@H](C)[C@@H](c1ccccc1)N2C(=O)NC(C)C

Standard InChI:  InChI=1S/C29H33N3O4/c1-19(2)30-28(33)32-25-16-15-23(35-4)17-24(25)26(20(3)27(32)22-13-9-6-10-14-22)31-29(34)36-18-21-11-7-5-8-12-21/h5-17,19-20,26-27H,18H2,1-4H3,(H,30,33)(H,31,34)/t20-,26-,27-/m0/s1

Standard InChI Key:  RXCJIHABHLUPJA-RZDWPUGNSA-N

Associated Targets(Human)

KCNQ2 Tclin Voltage-gated potassium channel subunit Kv7.2 (337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 487.60Molecular Weight (Monoisotopic): 487.2471AlogP: 5.98#Rotatable Bonds: 6
Polar Surface Area: 79.90Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 1HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.89CX Basic pKa: CX LogP: 5.08CX LogD: 5.08
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.45Np Likeness Score: -0.44

References

1. Hernandez CC, Tarfa RA, Miguel I Limcaoco J, Liu R, Mondal P, Hill C, Keith Duncan R, Tzounopoulos T, Stephenson CRJ, O'Meara MJ, Wipf P..  (2022)  Development of an automated screen for Kv7.2 potassium channels and discovery of a new agonist chemotype.,  71  [PMID:35671848] [10.1016/j.bmcl.2022.128841]

Source