bis-1,3-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-propylamino}propane

ID: ALA379721

Chembl Id: CHEMBL379721

Max Phase: Preclinical

Molecular Formula: C41H36N4O4

Molecular Weight: 648.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2-c2c1c1ccccc1c(=O)n2CCCNCCCNCCCn1c2c(c3ccccc3c1=O)C(=O)c1ccccc1-2

Standard InChI:  InChI=1S/C41H36N4O4/c46-38-30-16-5-3-14-28(30)36-34(38)26-12-1-7-18-32(26)40(48)44(36)24-10-22-42-20-9-21-43-23-11-25-45-37-29-15-4-6-17-31(29)39(47)35(37)27-13-2-8-19-33(27)41(45)49/h1-8,12-19,42-43H,9-11,20-25H2

Standard InChI Key:  LNUSUIGEDBJTHT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA379721

   ---

2. Alternative Forms:

   

   ALA379721

   Bis-{(5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-propylamino}propane Bis(trifluoroacetate)

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: 648.76

Molecular Weight (Monoisotopic): 648.2737

AlogP: 5.79

#Rotatable Bonds: 12

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: 10.32

CX LogP: 3.52

CX LogD: -0.03

Aromatic Rings: 6

Heavy Atoms: 49

QED Weighted: 0.16

Np Likeness Score: -0.06

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]

2. Yu LM, Hu Z, Chen Y, Ravji A, Lopez S, Plescia CB, Yu Q, Yang H, Abdelmalak M, Saha S, Agama K, Kiselev E, Marchand C, Pommier Y, An LK..  (2018)  Synthesis and structure-activity relationship of furoquinolinediones as inhibitors of Tyrosyl-DNA phosphodiesterase 2 (TDP2).,  151  [PMID:29677635] [10.1016/j.ejmech.2018.04.024]

Source

Source(1):

• Scientific Literature