bis-1,4-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-propylamino}butane

ID: ALA402878

Chembl Id: CHEMBL402878

PubChem CID: 11849738

Max Phase: Preclinical

Molecular Formula: C42H38N4O4

Molecular Weight: 662.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2-c2c1c1ccccc1c(=O)n2CCCNCCCCNCCCn1c2c(c3ccccc3c1=O)C(=O)c1ccccc1-2

Standard InChI:  InChI=1S/C42H38N4O4/c47-39-31-17-5-3-15-29(31)37-35(39)27-13-1-7-19-33(27)41(49)45(37)25-11-23-43-21-9-10-22-44-24-12-26-46-38-30-16-4-6-18-32(30)40(48)36(38)28-14-2-8-20-34(28)42(46)50/h1-8,13-20,43-44H,9-12,21-26H2

Standard InChI Key:  JALSKZKYKAGIPA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA402878

   6-[3-[4-[3-(5,11-Dioxoindeno[1,2-c]isoquinolin-6-yl)propylamino]butylamino]propyl]indeno[1,2-c]isoquinoline-5,11-dione

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: 662.79

Molecular Weight (Monoisotopic): 662.2893

AlogP: 6.18

#Rotatable Bonds: 13

Polar Surface Area: 102.20

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.68

CX LogP: 4.03

CX LogD: -1.54

Aromatic Rings: 6

Heavy Atoms: 50

QED Weighted: 0.14

Np Likeness Score: -0.05

References

1. Nagarajan M, Morrell A, Antony S, Kohlhagen G, Agama K, Pommier Y, Ragazzon PA, Garbett NC, Chaires JB, Hollingshead M, Cushman M..  (2006)  Synthesis and biological evaluation of bisindenoisoquinolines as topoisomerase I inhibitors.,  49  (17): [PMID:16913702] [10.1021/jm060046o]

Source

Source(1):

• Scientific Literature