Ethanesulfonic acid [3-methoxy-4-(3-nitro-acridin-9-ylamino)-phenyl]-amide

ID: ALA326230

Chembl Id: CHEMBL326230

PubChem CID: 5746239

Max Phase: Preclinical

Molecular Formula: C22H20N4O5S

Molecular Weight: 452.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1ccc(Nc2c3ccccc3nc3cc([N+](=O)[O-])ccc23)c(OC)c1

Standard InChI:  InChI=1S/C22H20N4O5S/c1-3-32(29,30)25-14-8-11-19(21(12-14)31-2)24-22-16-6-4-5-7-18(16)23-20-13-15(26(27)28)9-10-17(20)22/h4-13,25H,3H2,1-2H3,(H,23,24)

Standard InChI Key:  BCPPFWWVLOMAOB-UHFFFAOYSA-N

Associated Targets(Human)

LY6K Tbio Lymphocyte antigen 6K (10 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus sp. (1192 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 452.49Molecular Weight (Monoisotopic): 452.1154AlogP: 4.81#Rotatable Bonds: 7
Polar Surface Area: 123.46Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.10CX Basic pKa: 6.20CX LogP: 3.61CX LogD: 3.58
Aromatic Rings: 4Heavy Atoms: 32QED Weighted: 0.23Np Likeness Score: -1.58

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. Prakash R, Goodlett DW, Varghese S, Andrys J, Gbadamosi FA, Arriaza RH, Patel M, Tiwari PB, Borowski T, Chruszcz M, Shimizu LS, Upadhyay G..  (2023)  Development of fluorophore labeled or biotinylated anticancer small molecule NSC243928.,  79  [PMID:36680947] [10.1016/j.bmc.2023.117171]

Source