7-Oxa-4,12-diaza-benzo[a]anthracen-5-one

ID: ALA151423

Chembl Id: CHEMBL151423

Cas Number: 1892-55-3

PubChem CID: 10106046

Max Phase: Preclinical

Molecular Formula: C15H8N2O2

Molecular Weight: 248.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc2oc3ccccc3nc-2c2cccnc12

Standard InChI:  InChI=1S/C15H8N2O2/c18-11-8-13-15(9-4-3-7-16-14(9)11)17-10-5-1-2-6-12(10)19-13/h1-8H

Standard InChI Key:  ZCWXAKLJKGJBRM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA151423

   5H-pyrido[3,2-a]phenoxazin-5-one

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: 248.24

Molecular Weight (Monoisotopic): 248.0586

AlogP: 2.84

#Rotatable Bonds: ┄

Polar Surface Area: 55.99

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.01

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.35

Np Likeness Score: -0.42

References

1. Bolognese A, Correale G, Manfra M, Lavecchia A, Mazzoni O, Novellino E, Barone V, Pani A, Tramontano E, La Colla P, Murgioni C, Serra I, Setzu G, Loddo R..  (2002)  Antitumor agents. 1. Synthesis, biological evaluation, and molecular modeling of 5H-pyrido[3,2-a]phenoxazin-5-one, a compound with potent antiproliferative activity.,  45  (24): [PMID:12431048] [10.1021/jm020913z]

2. Bolognese A, Correale G, Manfra M, Lavecchia A, Mazzoni O, Novellino E, Barone V, La Colla P, Loddo R..  (2002)  Antitumor agents. 2. Synthesis, structure-activity relationships, and biological evaluation of substituted 5H-pyridophenoxazin-5-ones with potent antiproliferative activity.,  45  (24): [PMID:12431049] [10.1021/jm020918w]

3. 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]

4. Bolognese A, Correale G, Manfra M, Lavecchia A, Novellino E, Pepe S..  (2006)  Antitumor agents. 5. synthesis, structure-activity relationships, and biological evaluation of dimethyl-5H-pyridophenoxazin-5-ones, tetrahydro-5h-benzopyridophenoxazin-5-ones, and 5h-benzopyridophenoxazin-5-ones with potent antiproliferative activity.,  49  (17): [PMID:16913700] [10.1021/jm050745l]

5. Pedatella,S.; Cerchia,C.; Manfra,M.; Cioce,A.; Bolognese,A.; Lavecchia,A..  (2020)  Antitumor agents 7. Synthesis, antiproliferative activity and molecular modeling of new l-lysine-conjugated pyridophenoxazinones as potent DNA-binding ligands and topoisomerase IIα inhibitors.,  187  [PMID:31869654] [10.1016/j.ejmech.2019.111960]

Source

Source(1):

• Scientific Literature