1-(1-(methylsulfonyl)piperidin-4-yl)-3-(naphthalen-1-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA1784972

PubChem CID: 53345366

Max Phase: Preclinical

Molecular Formula: C22H24N6O2S

Molecular Weight: 436.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCC(n2nc(Cc3cccc4ccccc34)c3c(N)ncnc32)CC1

Standard InChI:  InChI=1S/C22H24N6O2S/c1-31(29,30)27-11-9-17(10-12-27)28-22-20(21(23)24-14-25-22)19(26-28)13-16-7-4-6-15-5-2-3-8-18(15)16/h2-8,14,17H,9-13H2,1H3,(H2,23,24,25)

Standard InChI Key:  CXUFYCPSBOYQMV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.6236   -4.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808   -3.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -5.7013    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693   -6.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1097   -5.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1784972

   1-(1-(methylsulfonyl)piperidin-4-yl)-3-(naphthalen-1-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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: 436.54

Molecular Weight (Monoisotopic): 436.1681

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 107.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.92

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.22

References

1. Murphy RC, Ojo KK, Larson ET, Castellanos-Gonzalez A, Perera BG, Keyloun KR, Kim JE, Bhandari JG, Muller NR, Verlinde CL, White AC, Merritt EA, Van Voorhis WC, Maly DJ..  (2010)  Discovery of Potent and Selective Inhibitors of Calcium-Dependent Protein Kinase 1 (CDPK1) from C. parvum and T. gondii.,  1  (7): [PMID:21116453] [10.1021/ml100096t]

Source

Source(1):

• Scientific Literature