10-Phenyl-7-oxa-8,10-diaza-benzo[a]anthracene-9,11-dione

ID: ALA596657

Chembl Id: CHEMBL596657

PubChem CID: 46231289

Max Phase: Preclinical

Molecular Formula: C21H12N2O3

Molecular Weight: 340.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1nc2oc3ccc4ccccc4c3cc-2c(=O)n1-c1ccccc1

Standard InChI:  InChI=1S/C21H12N2O3/c24-20-17-12-16-15-9-5-4-6-13(15)10-11-18(16)26-19(17)22-21(25)23(20)14-7-2-1-3-8-14/h1-12H

Standard InChI Key:  KIPCUWCLMUBIQX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA596657

   10-Phenyl-7-oxa-8,10-diaza-benzo[a]anthracene-9,11-dione

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: 340.34

Molecular Weight (Monoisotopic): 340.0848

AlogP: 3.60

#Rotatable Bonds: 1

Polar Surface Area: 65.10

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -0.70

References

1. Pasco MY, Rotili D, Altucci L, Farina F, Rouleau GA, Mai A, Néri C..  (2010)  Characterization of sirtuin inhibitors in nematodes expressing a muscular dystrophy protein reveals muscle cell and behavioral protection by specific sirtinol analogues.,  53  (3): [PMID:20041717] [10.1021/jm9013345]

2. Rotili D, Carafa V, Tarantino D, Botta G, Nebbioso A, Altucci L, Mai A..  (2011)  Simplification of the tetracyclic SIRT1-selective inhibitor MC2141: coumarin- and pyrimidine-based SIRT1/2 inhibitors with different selectivity profile.,  19  (12): [PMID:21306905] [10.1016/j.bmc.2011.01.025]

3. Rotili D, Tarantino D, Carafa V, Paolini C, Schemies J, Jung M, Botta G, Di Maro S, Novellino E, Steinkühler C, De Maria R, Gallinari P, Altucci L, Mai A..  (2012)  Benzodeazaoxaflavins as sirtuin inhibitors with antiproliferative properties in cancer stem cells.,  55  (18): [PMID:22931526] [10.1021/jm301115r]

4. Di Pompo G, Salerno M, Rotili D, Valente S, Zwergel C, Avnet S, Lattanzi G, Baldini N, Mai A..  (2015)  Novel histone deacetylase inhibitors induce growth arrest, apoptosis, and differentiation in sarcoma cancer stem cells.,  58  (9): [PMID:25905694] [10.1021/acs.jmedchem.5b00126]

5. Bouchut A, Rotili D, Pierrot C, Valente S, Lafitte S, Schultz J, Hoglund U, Mazzone R, Lucidi A, Fabrizi G, Pechalrieu D, Arimondo PB, Skinner-Adams TS, Chua MJ, Andrews KT, Mai A, Khalife J..  (2019)  Identification of novel quinazoline derivatives as potent antiplasmodial agents.,  161  [PMID:30366254] [10.1016/j.ejmech.2018.10.041]

6. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature