N-(3-(((2-amino-9H-purin-6-yl)oxy)methyl)benzyl)-2-(2-(2-((6-chloro-2-methoxyacridin-9-yl)amino)ethoxy)ethoxy)acetamide

ID: ALA5189291

Chembl Id: CHEMBL5189291

PubChem CID: 168281992

Max Phase: Preclinical

Molecular Formula: C33H33ClN8O5

Molecular Weight: 657.13

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(NCCOCCOCC(=O)NCc3cccc(COc4nc(N)nc5[nH]cnc45)c3)c2c1

Standard InChI:  InChI=1S/C33H33ClN8O5/c1-44-23-6-8-26-25(15-23)29(24-7-5-22(34)14-27(24)40-26)36-9-10-45-11-12-46-18-28(43)37-16-20-3-2-4-21(13-20)17-47-32-30-31(39-19-38-30)41-33(35)42-32/h2-8,13-15,19H,9-12,16-18H2,1H3,(H,36,40)(H,37,43)(H3,35,38,39,41,42)

Standard InChI Key:  GMUGYDSCMCOIQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5189291

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 657.13

Molecular Weight (Monoisotopic): 656.2262

AlogP: 4.64

#Rotatable Bonds: 15

Polar Surface Area: 171.42

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.47

CX Basic pKa: 8.38

CX LogP: 3.33

CX LogD: 2.73

Aromatic Rings: 6

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: -1.08

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

Source(1):

• Scientific Literature