1N-[4-amino(imino)methylamino(imino)methylaminoanilinocarbonyl]-4N-(3-nitro-9-acridinyl)-1,4-benzenediamine

ID: ALA318082

Chembl Id: CHEMBL318082

PubChem CID: 135468757

Max Phase: Preclinical

Molecular Formula: C28H24N10O3

Molecular Weight: 548.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NC(=N)Nc1ccc(NC(=O)Nc2ccc(Nc3c4ccccc4nc4cc([N+](=O)[O-])ccc34)cc2)cc1

Standard InChI:  InChI=1S/C28H24N10O3/c29-26(30)37-27(31)33-17-7-11-19(12-8-17)35-28(39)34-18-9-5-16(6-10-18)32-25-21-3-1-2-4-23(21)36-24-15-20(38(40)41)13-14-22(24)25/h1-15H,(H,32,36)(H2,34,35,39)(H6,29,30,31,33,37)

Standard InChI Key:  CYPLVKZHGSOYBG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA318082

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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: 548.57

Molecular Weight (Monoisotopic): 548.2033

AlogP: 5.51

#Rotatable Bonds: 6

Polar Surface Area: 206.97

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 12.31

CX Basic pKa: 8.60

CX LogP: 4.78

CX LogD: 3.49

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.04

Np Likeness Score: -0.86

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]

Source

Source(1):

• Scientific Literature