[2-(6-Acetylamino-1,3-dioxo-1H,3H-dibenzo[de,h]isoquinolin-2-yl)-ethyl]-trimethyl-ammonium

ID: ALA178220

Chembl Id: CHEMBL178220

PubChem CID: 44386426

Max Phase: Preclinical

Molecular Formula: C23H24N3O3+

Molecular Weight: 390.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2c3c(c4ccccc4cc13)C(=O)N(CC[N+](C)(C)C)C2=O

Standard InChI:  InChI=1S/C23H23N3O3/c1-14(27)24-19-10-9-17-20-18(19)13-15-7-5-6-8-16(15)21(20)23(29)25(22(17)28)11-12-26(2,3)4/h5-10,13H,11-12H2,1-4H3/p+1

Standard InChI Key:  SYMWDDVTGSUAJH-UHFFFAOYSA-O

Associated Targets(Human)

UACC-375 (113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L1210 (27553 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: 390.46Molecular Weight (Monoisotopic): 390.1812AlogP: 3.25#Rotatable Bonds: 4
Polar Surface Area: 66.48Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.12CX Basic pKa: CX LogP: -2.01CX LogD: -2.01
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.42Np Likeness Score: -0.46

References

1. Sami SM, Dorr RT, Sólyom AM, Alberts DS, Remers WA..  (1995)  Amino-substituted 2-[2'-(dimethylamino)ethyl]-1,2-dihydro-3H- dibenz[de,h]isoquinoline-1,3-diones. Synthesis, antitumor activity, and quantitative structure--activity relationship.,  38  (6): [PMID:7699715] [10.1021/jm00006a018]

Source