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2-(2-Dimethylamino-ethyl)-8-nitro-dibenzo[de,h]isoquinoline-1,3-dione

ID: ALA148141

Chembl Id: CHEMBL148141

PubChem CID: 10473890

Max Phase: Preclinical

Molecular Formula: C20H17N3O4

Molecular Weight: 363.37

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CN(C)CCN1C(=O)c2cccc3cc4c([N+](=O)[O-])cccc4c(c23)C1=O

Standard InChI: InChI=1S/C20H17N3O4/c1-21(2)9-10-22-19(24)14-7-3-5-12-11-15-13(18(17(12)14)20(22)25)6-4-8-16(15)23(26)27/h3-8,11H,9-10H2,1-2H3

Standard InChI Key: MTZHISSFBWKEQT-UHFFFAOYSA-N

Parent:

ALA148141
15-[2-(Dimethylamino)ethyl]-6-nitro-15-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,8,10,12-heptaene-14,16-dione

Melanoma cell (242 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ovarian carcinoma cell (138 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UACC-375 (113 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OVCAR-3 (48710 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

L1210 (27553 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 363.37	Molecular Weight (Monoisotopic): 363.1219	AlogP: 3.06	#Rotatable Bonds: 4
Polar Surface Area: 83.76	Molecular Species: BASE	HBA: 5	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 8.52	CX LogP: 2.85	CX LogD: 1.71
Aromatic Rings: 3	Heavy Atoms: 27	QED Weighted: 0.31	Np Likeness Score: -0.90

1. Sami SM, Dorr RT, Alberts DS, Sólyom AM, Remers WA.. (1996) 2-[2'-(Dimethylamino)ethyl]-1,2-dihydro- 3H-dibenz[de,h]isoquinoline-1,3-diones with substituents at positions 4, 8, 9, 10, and 11. Synthesis, antitumor activity, and quantitative structure-activity relationships., 39 (25): [PMID:8960558] [10.1021/jm960623g]
2. 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]
3. Sharma MC, Sharma S, Sharma P, Kumar A. (2013) Comparative QSAR and pharmacophore modeling of substituted 2-[2-(dimethylamino) ethyl]-1, 2-dihydro-3H-dibenz[de,h]isoquinoline-1,3-diones derivatives as anti-tumor activity, 22 (12): [10.1007/s00044-013-0554-z]

Source(1):