8-(4-Bromo-phenyl)-9,10-dioxo-8a,9,10,10a-tetrahydro-1,7-diaza-anthracene-6-carboxylic acid ethyl ester

ID: ALA170164

Chembl Id: CHEMBL170164

PubChem CID: 44381618

Max Phase: Preclinical

Molecular Formula: C21H15BrN2O4

Molecular Weight: 439.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=CC2C(=O)c3cccnc3C(=O)C2C(c2ccc(Br)cc2)=N1

Standard InChI:  InChI=1S/C21H15BrN2O4/c1-2-28-21(27)15-10-14-16(17(24-15)11-5-7-12(22)8-6-11)20(26)18-13(19(14)25)4-3-9-23-18/h3-10,14,16H,2H2,1H3

Standard InChI Key:  UHBDWRSSIBRRKS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA170164

   Ethyl 9-(4-bromophenyl)-5,10-dioxo-5a,9a-dihydropyrido[4,3-g]quinoline-7-carboxylate

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: 439.26

Molecular Weight (Monoisotopic): 438.0215

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 85.69

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.73

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.14

References

1. Bolognese A, Correale G, Manfra M, Lavecchia A, Mazzoni O, Novellino E, La Colla P, Sanna G, Loddo R..  (2004)  Antitumor agents. 3. Design, synthesis, and biological evaluation of new pyridoisoquinolindione and dihydrothienoquinolindione derivatives with potent cytotoxic activity.,  47  (4): [PMID:14761187] [10.1021/jm030918b]

Source

Source(1):

• Scientific Literature