N-(4-(2-amino-6-(benzyloxy)-9H-purin-9-yl)butyl)-6-chloro-2-methoxyacridin-9-amine

ID: ALA5185198

Chembl Id: CHEMBL5185198

PubChem CID: 168279181

Max Phase: Preclinical

Molecular Formula: C30H28ClN7O2

Molecular Weight: 554.05

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(NCCCCn3cnc4c(OCc5ccccc5)nc(N)nc43)c2c1

Standard InChI:  InChI=1S/C30H28ClN7O2/c1-39-21-10-12-24-23(16-21)26(22-11-9-20(31)15-25(22)35-24)33-13-5-6-14-38-18-34-27-28(38)36-30(32)37-29(27)40-17-19-7-3-2-4-8-19/h2-4,7-12,15-16,18H,5-6,13-14,17H2,1H3,(H,33,35)(H2,32,36,37)

Standard InChI Key:  ICYJWBLGLGCISW-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5185198

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Associated Targets(Human)

MGMT Tchem 6-O-methylguanine-DNA methyltransferase (451 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T98G (1524 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Calf thymus DNA (4845 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 554.05Molecular Weight (Monoisotopic): 553.1993AlogP: 6.24#Rotatable Bonds: 10
Polar Surface Area: 113.00Molecular Species: NEUTRALHBA: 9HBD: 2
#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 8.39CX LogP: 5.77CX LogD: 4.81
Aromatic Rings: 6Heavy Atoms: 40QED Weighted: 0.15Np Likeness Score: -0.99

References

1. Franco Pinto J, Fillion A, Duchambon P, Bombard S, Granzhan A..  (2022)  Acridine-O6-benzylguanine hybrids: Synthesis, DNA binding, MGMT inhibition and antiproliferative activity.,  227  [PMID:34731767] [10.1016/j.ejmech.2021.113909]

Source