6-(sec-Butylthio)-1-(2-chloro-2-phenylethyl)-N-(2-phenylethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA3578207

PubChem CID: 121316001

Max Phase: Preclinical

Molecular Formula: C25H28ClN5S

Molecular Weight: 466.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)Sc1nc(NCCc2ccccc2)c2cnn(CC(Cl)c3ccccc3)c2n1

Standard InChI:  InChI=1S/C25H28ClN5S/c1-3-18(2)32-25-29-23(27-15-14-19-10-6-4-7-11-19)21-16-28-31(24(21)30-25)17-22(26)20-12-8-5-9-13-20/h4-13,16,18,22H,3,14-15,17H2,1-2H3,(H,27,29,30)

Standard InChI Key:  FPBWRCAEWSNSDZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971    3.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -1.4919    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267   -2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -2.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -2.0330    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1277   -4.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5962   -4.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0655   -6.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663   -7.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978   -6.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -5.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905   -3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -3.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9364   -4.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878    5.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    6.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807    7.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8779    8.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1824    6.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8851    5.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  2 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578207

   ---

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: 466.05

Molecular Weight (Monoisotopic): 465.1754

AlogP: 6.35

#Rotatable Bonds: 10

Polar Surface Area: 55.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.84

CX LogP: 6.79

CX LogD: 6.79

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.17

Np Likeness Score: -1.42

References

1. Tintori C, La Sala G, Vignaroli G, Botta L, Fallacara AL, Falchi F, Radi M, Zamperini C, Dreassi E, Dello Iacono L, Orioli D, Biamonti G, Garbelli M, Lossani A, Gasparrini F, Tuccinardi T, Laurenzana I, Angelucci A, Maga G, Schenone S, Brullo C, Musumeci F, Desogus A, Crespan E, Botta M..  (2015)  Studies on the ATP Binding Site of Fyn Kinase for the Identification of New Inhibitors and Their Evaluation as Potential Agents against Tauopathies and Tumors.,  58  (11): [PMID:25923950] [10.1021/acs.jmedchem.5b00140]

Source

Source(1):

• Scientific Literature