N6-benzyl-N2-(4-chlorophenyl)-9-methyl-9H-purine-2,6-diamine

ID: ALA4867921

PubChem CID: 164620986

Max Phase: Preclinical

Molecular Formula: C19H17ClN6

Molecular Weight: 364.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cnc2c(NCc3ccccc3)nc(Nc3ccc(Cl)cc3)nc21

Standard InChI:  InChI=1S/C19H17ClN6/c1-26-12-22-16-17(21-11-13-5-3-2-4-6-13)24-19(25-18(16)26)23-15-9-7-14(20)8-10-15/h2-10,12H,11H2,1H3,(H2,21,23,24,25)

Standard InChI Key:  ZMHNRODIMKUXQC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   32.4939  -23.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2021  -23.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1974  -22.3302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4883  -21.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4840  -21.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7741  -20.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7698  -19.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4766  -19.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4726  -18.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7622  -18.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0544  -18.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0618  -19.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9114  -23.5582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6175  -23.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3240  -23.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0297  -23.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0269  -22.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3127  -21.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6100  -22.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7325  -21.9161    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.7853  -23.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7841  -22.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0056  -22.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5257  -22.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0077  -23.4100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7564  -24.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 21  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 22  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867921

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.84

Molecular Weight (Monoisotopic): 364.1203

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 67.66

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: 3.52

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.35

References

1. Barbosa da Silva E, Rocha DA, Fortes IS, Yang W, Monti L, Siqueira-Neto JL, Caffrey CR, McKerrow J, Andrade SF, Ferreira RS..  (2021)  Structure-Based Optimization of Quinazolines as Cruzain and TbrCATL Inhibitors.,  64  (17.0): [PMID:34461718] [10.1021/acs.jmedchem.1c01151]

Source

Source(1):

• Scientific Literature