5-(2-Amino-1-ethyl)thio-3-isopropyl-7-[4-(2-pyridyl)-benzyl]amino-1H-pyrazolo[4,3-d]pyrimidine

ID: ALA4540226

PubChem CID: 138105941

Product Number: C608436, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H25N7S

Molecular Weight: 419.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1n[nH]c2c(NCc3ccc(-c4ccccn4)cc3)nc(SCCN)nc12

Standard InChI:  InChI=1S/C22H25N7S/c1-14(2)18-19-20(29-28-18)21(27-22(26-19)30-12-10-23)25-13-15-6-8-16(9-7-15)17-5-3-4-11-24-17/h3-9,11,14H,10,12-13,23H2,1-2H3,(H,28,29)(H,25,26,27)

Standard InChI Key:  PCQPAKMJSYGXRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.6091  -24.2607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0202  -23.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6086  -22.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7815  -22.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3741  -23.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8421  -23.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2541  -24.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0791  -24.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4929  -23.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.7322  -24.2621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5580  -24.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9671  -24.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7921  -24.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2049  -24.2593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   38.7824  -23.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0344  -22.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3709  -22.2853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7091  -22.7679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8193  -22.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4337  -23.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9897  -21.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2053  -25.6903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.7929  -26.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9672  -26.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5548  -27.1214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  9 10  2  0
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 11 12  2  0
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  3  7  1  0
 10 13  1  0
 13 14  1  0
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 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 20  1  0
 19 15  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 17 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540226

   CDK inhibitor 4.35

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: 419.56

Molecular Weight (Monoisotopic): 419.1892

AlogP: 4.20

#Rotatable Bonds: 8

Polar Surface Area: 105.40

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.59

CX Basic pKa: 9.38

CX LogP: 3.79

CX LogD: 2.02

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: -1.46

References

1. Jorda R, Havlíček L, Šturc A, Tušková D, Daumová L, Alam M, Škerlová J, Nekardová M, Peřina M, Pospíšil T, Široká J, Urbánek L, Pachl P, Řezáčová P, Strnad M, Klener P, Kryštof V..  (2019)  3,5,7-Substituted Pyrazolo[4,3- d]pyrimidine Inhibitors of Cyclin-Dependent Kinases and Their Evaluation in Lymphoma Models.,  62  (9): [PMID:30943029] [10.1021/acs.jmedchem.9b00189]

Source

Source(1):

• Scientific Literature