N-{4-[4-(Acridin-9-ylamino)-phenylsulfamoyl]-phenyl}-acetamide

ID: ALA110630

Chembl Id: CHEMBL110630

PubChem CID: 12254653

Max Phase: Preclinical

Molecular Formula: C27H22N4O3S

Molecular Weight: 482.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(S(=O)(=O)Nc2ccc(Nc3c4ccccc4nc4ccccc34)cc2)cc1

Standard InChI:  InChI=1S/C27H22N4O3S/c1-18(32)28-19-14-16-22(17-15-19)35(33,34)31-21-12-10-20(11-13-21)29-27-23-6-2-4-8-25(23)30-26-9-5-3-7-24(26)27/h2-17,31H,1H3,(H,28,32)(H,29,30)

Standard InChI Key:  CLHVZPHFBNWAIA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA110630

   N-[4-[[4-(acridin-9-ylamino)phenyl]sulfamoyl]phenyl]acetamide

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: 482.57

Molecular Weight (Monoisotopic): 482.1413

AlogP: 5.89

#Rotatable Bonds: 6

Polar Surface Area: 100.19

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.14

CX Basic pKa: 8.74

CX LogP: 3.95

CX LogD: 3.60

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -1.13

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