6-(2-Dimethylamino-ethylamino)-benzo[e]perimidin-7-one

ID: ALA334256

Chembl Id: CHEMBL334256

PubChem CID: 438787

Max Phase: Preclinical

Molecular Formula: C19H18N4O

Molecular Weight: 318.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNc1ccc2ncnc3c2c1C(=O)c1ccccc1-3

Standard InChI:  InChI=1S/C19H18N4O/c1-23(2)10-9-20-15-8-7-14-16-17(15)19(24)13-6-4-3-5-12(13)18(16)22-11-21-14/h3-8,11,20H,9-10H2,1-2H3

Standard InChI Key:  JAWUYNKUGTXXBO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA334256

   6-(2-Dimethylaminoethylamino)benzo[e]perimidin-7-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: 318.38

Molecular Weight (Monoisotopic): 318.1481

AlogP: 2.81

#Rotatable Bonds: 4

Polar Surface Area: 58.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.13

CX LogP: 3.09

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -0.58

References

1. Stefańska B, Dzieduszycka M, Bontemps-Gracz MM, Borowski E, Martelli S, Supino R, Pratesi G, De Cesare M, Zunino F, Kuśnierczyk H, Radzikowski C..  (1999)  8,11-dihydroxy-6-[(aminoalkyl)amino]-7H-benzo[e]perimidin-7-ones with activity in multidrug-resistant cell lines: synthesis and antitumor evaluation.,  42  (18): [PMID:10479282] [10.1021/jm980682p]

2. Stefańska B, Dzieduszycka M, Martelli S, Tarasiuk J, Bontemps-Gracz M, Borowski E..  (1993)  6-[(aminoalkyl)amino]-substituted 7H-benzo[e]perimidin-7-ones as novel antineoplastic agents. Synthesis and biological evaluation.,  36  (1): [PMID:8421288] [10.1021/jm00053a005]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays