3-[(1-hydroxyethyl-piperazine)-1-propyl]-5,6-dihydro-2,3-dimethoxy-8,9-methylenedioxy-5,11-dioxo-11H-indeno[1,2-c]isoquinoline

ID: ALA217241

PubChem CID: 16090543

Max Phase: Preclinical

Molecular Formula: C28H31N3O7

Molecular Weight: 521.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c3c(n(CCCN4CCN(CCO)CC4)c(=O)c2cc1OC)-c1cc2c(cc1C3=O)OCO2

Standard InChI:  InChI=1S/C28H31N3O7/c1-35-21-12-17-20(15-22(21)36-2)28(34)31(5-3-4-29-6-8-30(9-7-29)10-11-32)26-18-13-23-24(38-16-37-23)14-19(18)27(33)25(17)26/h12-15,32H,3-11,16H2,1-2H3

Standard InChI Key:  JYHRUUYQZXLFOH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA217241

   3-[(4-Hydroxyethylpiperidine)-1-propyl]-5,3-dime thoxy-8,9-methylenedioxy-5,11-dioxo-11H-indeno[1,2-c]isoquin oline

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: 521.57

Molecular Weight (Monoisotopic): 521.2162

AlogP: 1.96

#Rotatable Bonds: 8

Polar Surface Area: 102.70

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.68

CX LogP: 0.66

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: 0.04

References

1. Nagarajan M, Morrell A, Ioanoviciu A, Antony S, Kohlhagen G, Agama K, Hollingshead M, Pommier Y, Cushman M..  (2006)  Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.,  49  (21): [PMID:17034134] [10.1021/jm060564z]

Source

Source(1):

• Scientific Literature