N-[4-(3-Amino-acridin-9-ylamino)-phenyl]-benzamide

ID: ALA107343

Chembl Id: CHEMBL107343

Cas Number: 76015-28-6

PubChem CID: 149546

Max Phase: Preclinical

Molecular Formula: C26H20N4O

Molecular Weight: 404.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)c3ccccc3nc2c1

Standard InChI:  InChI=1S/C26H20N4O/c27-18-10-15-22-24(16-18)30-23-9-5-4-8-21(23)25(22)28-19-11-13-20(14-12-19)29-26(31)17-6-2-1-3-7-17/h1-16H,27H2,(H,28,30)(H,29,31)

Standard InChI Key:  JHAGXIYAKCAUFC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA107343

   Benzamide, N-(4-((3-amino-9-acridinyl)amino)phenyl)-

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: 404.47

Molecular Weight (Monoisotopic): 404.1637

AlogP: 5.97

#Rotatable Bonds: 4

Polar Surface Area: 80.04

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 5.21

CX LogD: 3.63

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: -0.92

References

1. Denny WA, Cain BF, Atwell GJ, Hansch C, Panthananickal A, Leo A..  (1982)  Potential antitumor agents. 36. Quantitative relationships between experimental antitumor activity, toxicity, and structure for the general class of 9-anilinoacridine antitumor agents.,  25  (3): [PMID:7069706] [10.1021/jm00345a015]

2. Henry DR, Jurs PC, Denny WA..  (1982)  Structure-antitumor activity relationships of 9-anilinoacridines using pattern recognition.,  25  (8): [PMID:7120279] [10.1021/jm00350a004]

Source

Source(1):

• Scientific Literature