N-[2-(2-Dimethylamino-ethyl)-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-5-yl]-acetamide

ID: ALA174108

Chembl Id: CHEMBL174108

PubChem CID: 10248886

Max Phase: Preclinical

Molecular Formula: C22H21N3O3

Molecular Weight: 375.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc2c3c(c4ccccc4cc3c1)C(=O)N(CCN(C)C)C2=O

Standard InChI:  InChI=1S/C22H21N3O3/c1-13(26)23-16-11-15-10-14-6-4-5-7-17(14)20-19(15)18(12-16)21(27)25(22(20)28)9-8-24(2)3/h4-7,10-12H,8-9H2,1-3H3,(H,23,26)

Standard InChI Key:  VTTLRYVOLZHRNB-UHFFFAOYSA-N

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: 375.43Molecular Weight (Monoisotopic): 375.1583AlogP: 3.11#Rotatable Bonds: 4
Polar Surface Area: 69.72Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.85CX Basic pKa: 8.52CX LogP: 2.15CX LogD: 1.00
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.56Np Likeness Score: -0.85

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