ID: ALA331708

Max Phase: Preclinical

Molecular Formula: C21H21ClN2O4

Molecular Weight: 364.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(cc1OC)-c1c(c3ccccc3c(=O)n1CCCN)C2=O.Cl

Standard InChI:  InChI=1S/C21H20N2O4.ClH/c1-26-16-10-14-15(11-17(16)27-2)20(24)18-12-6-3-4-7-13(12)21(25)23(19(14)18)9-5-8-22;/h3-4,6-7,10-11H,5,8-9,22H2,1-2H3;1H

Standard InChI Key:  DYQWUJFUWGFQDO-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: 364.40

Molecular Weight (Monoisotopic): 364.1423

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 83.55

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.57

CX LogP: 1.07

CX LogD: -1.05

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: 0.15

References

1. Cushman M, Jayaraman M, Vroman JA, Fukunaga AK, Fox BM, Kohlhagen G, Strumberg D, Pommier Y..  (2000)  Synthesis of new indeno[1,2-c]isoquinolines: cytotoxic non-camptothecin topoisomerase I inhibitors.,  43  (20): [PMID:11020283] [10.1021/jm000029d]

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