2-(3-Dimethylamino-propyl)-6-nitro-benzo[de]isoquinoline-1,3-dione

ID: ALA42288

Chembl Id: CHEMBL42288

Cas Number: 92078-85-8

PubChem CID: 185146

Max Phase: Preclinical

Molecular Formula: C17H17N3O4

Molecular Weight: 327.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2cccc3c([N+](=O)[O-])ccc(c23)C1=O

Standard InChI:  InChI=1S/C17H17N3O4/c1-18(2)9-4-10-19-16(21)12-6-3-5-11-14(20(23)24)8-7-13(15(11)12)17(19)22/h3,5-8H,4,9-10H2,1-2H3

Standard InChI Key:  HXUICTWMWMKWSJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA42288

   1h-Benz(de)isoquinoline-1,3(2h)-dione, 2-(3-(dimethylamino)propyl)-6-nitro-

Molecule Features

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

Calculated Properties

Molecular Weight: 327.34

Molecular Weight (Monoisotopic): 327.1219

AlogP: 2.30

#Rotatable Bonds: 5

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: 9.30

CX LogP: 1.93

CX LogD: 0.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.48

Np Likeness Score: -1.26

References

1. Miller KE, Grace JM, Macdonald TL.  (1994)  The stabilization of DNA topoisomerase II cleavable complex by mitonafide analogs,  4  (13): [10.1016/S0960-894X(01)80582-5]

2. Stevenson KA, Yen SF, Yang NC, Boykin DW, Wilson WD..  (1984)  A substituent constant analysis of the interaction of substituted naphthalene monoimides with DNA.,  27  (12): [PMID:6502597] [10.1021/jm00378a026]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays