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

ID: ALA385271

PubChem CID: 16090528

Max Phase: Preclinical

Molecular Formula: C25H21N3O6

Molecular Weight: 459.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c3c(n(CCCn4cccn4)c(=O)c2cc1OC)-c1cc2c(cc1C3=O)OCO2

Standard InChI:  InChI=1S/C25H21N3O6/c1-31-18-9-14-17(12-19(18)32-2)25(30)28(8-4-7-27-6-3-5-26-27)23-15-10-20-21(34-13-33-20)11-16(15)24(29)22(14)23/h3,5-6,9-12H,4,7-8,13H2,1-2H3

Standard InChI Key:  DMPDXMNLPKWCHZ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA385271

   6-[3-Pyrazolyl-1-propyl]5,3-dimethoxy-8,9-methyl enedioxy-5,11-dioxo-11H-indeno[1,2-c]isoquinoline

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: 459.46

Molecular Weight (Monoisotopic): 459.1430

AlogP: 3.25

#Rotatable Bonds: 6

Polar Surface Area: 93.81

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.50

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -0.43

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