4-(3-Azido-acridin-9-ylamino)-benzoic acid

ID: ALA322436

Chembl Id: CHEMBL322436

Cas Number: 64894-89-9

PubChem CID: 3036536

Max Phase: Preclinical

Molecular Formula: C20H13N5O2

Molecular Weight: 355.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=Nc1ccc2c(Nc3ccc(C(=O)O)cc3)c3ccccc3nc2c1

Standard InChI:  InChI=1S/C20H13N5O2/c21-25-24-14-9-10-16-18(11-14)23-17-4-2-1-3-15(17)19(16)22-13-7-5-12(6-8-13)20(26)27/h1-11H,(H,22,23)(H,26,27)

Standard InChI Key:  GULYLTIQNWOTCD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA322436

   4-((3-Azido-9-acridinyl)amino)benzoic acid

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: 355.36

Molecular Weight (Monoisotopic): 355.1069

AlogP: 5.77

#Rotatable Bonds: 4

Polar Surface Area: 110.98

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.63

CX Basic pKa: 7.70

CX LogP: 3.21

CX LogD: 2.84

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.21

Np Likeness Score: -0.66

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. Denny WA, Atwell GJ, Cain BF..  (1978)  Potential antitumor agents. 26. Anionic congeners of the 9-anilinoacridines.,  21  (1): [PMID:619148] [10.1021/jm00199a002]

Source

Source(1):

• Scientific Literature