ID: ALA151795

Max Phase: Preclinical

Molecular Formula: C24H24N2O6

Molecular Weight: 436.46

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C24H24N2O6/c1-25(2)6-5-7-26-22-14-9-19-20(32-12-31-19)10-15(14)23(27)21(22)13-8-17(29-3)18(30-4)11-16(13)24(26)28/h8-11H,5-7,12H2,1-4H3

Standard InChI Key:  UYIMRGCQWUTROS-UHFFFAOYSA-N

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

Properties

Molecular Weight: 436.46

Molecular Weight (Monoisotopic): 436.1634

AlogP: 2.91

#Rotatable Bonds: 6

Polar Surface Area: 79.23

Molecular Species: BASE

HBA: 8

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.60

CX LogP: 1.50

CX LogD: 0.28

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: 0.11

References

1. Nagarajan M, Xiao X, Antony S, Kohlhagen G, Pommier Y, Cushman M..  (2003)  Design, synthesis, and biological evaluation of indenoisoquinoline topoisomerase I inhibitors featuring polyamine side chains on the lactam nitrogen.,  46  (26): [PMID:14667224] [10.1021/jm030313f]

2. Nagarajan M, Morrell A, Fort BC, Meckley MR, Antony S, Kohlhagen G, Pommier Y, Cushman M..  (2004)  Synthesis and anticancer activity of simplified indenoisoquinoline topoisomerase I inhibitors lacking substituents on the aromatic rings.,  47  (23): [PMID:15509164] [10.1021/jm040025z]

Source

Source(1):

• Scientific Literature