9-(3,4,5-trimethoxybenzyl)-N-(4-methoxyphenyl)-N-methyl-9H-purin-6-amine

ID: ALA4166088

Chembl Id: CHEMBL4166088

PubChem CID: 145954499

Max Phase: Preclinical

Molecular Formula: C23H25N5O4

Molecular Weight: 435.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2ncnc3c2ncn3Cc2cc(OC)c(OC)c(OC)c2)cc1

Standard InChI:  InChI=1S/C23H25N5O4/c1-27(16-6-8-17(29-2)9-7-16)22-20-23(25-13-24-22)28(14-26-20)12-15-10-18(30-3)21(32-5)19(11-15)31-4/h6-11,13-14H,12H2,1-5H3

Standard InChI Key:  QVAZAMCXIDMSRV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4166088

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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: 435.48

Molecular Weight (Monoisotopic): 435.1907

AlogP: 3.68

#Rotatable Bonds: 8

Polar Surface Area: 83.76

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.14

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.71

References

1. Zhou ZZ, Shi XD, Feng HF, Cheng YF, Wang HT, Xu JP..  (2017)  Discovery of 9H-purins as potential tubulin polymerization inhibitors: Synthesis, biological evaluation and structure-activity relationships.,  138  [PMID:28763647] [10.1016/j.ejmech.2017.07.054]

2. Li X, Wu H, Feng KW, Xu J, Wu S, Zhou ZZ, Li XF..  (2022)  Discovery of polymethoxyphenyl-pyridines bearing amino side chains as tubulin colchicine-binding site inhibitors.,  73  [PMID:36150341] [10.1016/j.bmc.2022.117007]

Source

Source(1):

• Scientific Literature