2-(9-isopropyl-6-(3-(pyridin-2-yl)phenylamino)-9H-purin-2-ylamino)butan-1-ol

ID: ALA1080583

Cas Number: 1056016-06-8

PubChem CID: 46882055

Max Phase: Preclinical

Molecular Formula: C23H27N7O

Molecular Weight: 417.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CO)Nc1nc(Nc2cccc(-c3ccccn3)c2)c2ncn(C(C)C)c2n1

Standard InChI:  InChI=1S/C23H27N7O/c1-4-17(13-31)27-23-28-21(20-22(29-23)30(14-25-20)15(2)3)26-18-9-7-8-16(12-18)19-10-5-6-11-24-19/h5-12,14-15,17,31H,4,13H2,1-3H3,(H2,26,27,28,29)

Standard InChI Key:  LWANFAFTTOKZAX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.8556  -12.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568  -13.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419  -14.0235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437  -12.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4284  -12.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235  -13.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684  -13.8629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530  -13.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605  -12.5183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279  -14.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794  -15.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359  -14.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716  -14.0226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857  -13.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0005  -14.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850  -12.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146  -13.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992  -12.3715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462  -11.5455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4330  -11.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806  -11.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933  -11.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9913  -10.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2706   -9.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4392  -10.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7088  -11.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076  -12.3636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223  -12.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367  -12.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1320  -11.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167  -11.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  5  4  2  0
 14 16  1  0
  6  7  1  0
 15 17  1  0
  7  8  1  0
 16 18  1  0
  8  9  2  0
  4 19  1  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
  7 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 10 11  1  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 10 12  1  0
 22 26  1  0
  2  3  1  0
 26 27  2  0
  2 13  1  0
 27 28  1  0
  3  6  2  0
 28 29  2  0
 13 14  1  0
 29 30  1  0
  1  2  2  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080583

   2-[[9-(1-Methylethyl)-6-[[3-(2-pyridinyl)phenyl]amino]-9H-purin-2-yl]amino]-1-butanoldihydrochloride

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: 417.52

Molecular Weight (Monoisotopic): 417.2277

AlogP: 4.40

#Rotatable Bonds: 8

Polar Surface Area: 100.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 4.51

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -1.10

References

1. Morphy R..  (2010)  Selectively nonselective kinase inhibition: striking the right balance.,  53  (4): [PMID:20166671] [10.1021/jm901132v]

Source

Source(1):

• Scientific Literature