N6-benzyl-9-methyl-N2-phenyl-9H-purine-2,6-diamine

ID: ALA4879145

PubChem CID: 164626928

Max Phase: Preclinical

Molecular Formula: C19H18N6

Molecular Weight: 330.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cnc2c(NCc3ccccc3)nc(Nc3ccccc3)nc21

Standard InChI:  InChI=1S/C19H18N6/c1-25-13-21-16-17(20-12-14-8-4-2-5-9-14)23-19(24-18(16)25)22-15-10-6-3-7-11-15/h2-11,13H,12H2,1H3,(H2,20,22,23,24)

Standard InChI Key:  WHNFGMHAFOUVGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   25.2630  -23.6168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9712  -23.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9665  -22.3838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2574  -21.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2531  -21.1633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5432  -20.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5389  -19.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2457  -19.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2417  -18.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5313  -18.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8234  -18.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8309  -19.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6805  -23.6118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3866  -23.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0931  -23.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7988  -23.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7960  -22.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0818  -21.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3790  -22.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5544  -23.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5532  -22.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7747  -22.1400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2948  -22.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7768  -23.4637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5254  -24.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 21  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
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879145

   ---

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: 330.40

Molecular Weight (Monoisotopic): 330.1593

AlogP: 3.72

#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: 13.55

CX Basic pKa: 3.58

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -1.13

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