ID: ALA342813

Max Phase: Preclinical

Molecular Formula: C21H17NO6

Molecular Weight: 379.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCn1c2c(c3cc(OC)c(OC)cc3c1=O)C(=O)c1cc3c(cc1-2)OCO3

Standard InChI:  InChI=1S/C21H17NO6/c1-4-22-19-11-6-16-17(28-9-27-16)7-12(11)20(23)18(19)10-5-14(25-2)15(26-3)8-13(10)21(22)24/h5-8H,4,9H2,1-3H3

Standard InChI Key:  HNHFPJGAYCKXBP-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: 379.37

Molecular Weight (Monoisotopic): 379.1056

AlogP: 2.98

#Rotatable Bonds: 3

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 0.31

References

1. Strumberg D, Pommier Y, Paull K, Jayaraman M, Nagafuji P, Cushman M..  (1999)  Synthesis of cytotoxic indenoisoquinoline topoisomerase I poisons.,  42  (3): [PMID:9986716] [10.1021/jm9803323]

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