N7-benzyl-3-isopropyl-N5-(piperidin-4-ylmethyl)pyrazolo[1,5-a]pyrimidine-5,7-diamine

ID: ALA4519886

PubChem CID: 118329761

Max Phase: Preclinical

Molecular Formula: C22H30N6

Molecular Weight: 378.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cnn2c(NCc3ccccc3)cc(NCC3CCNCC3)nc12

Standard InChI:  InChI=1S/C22H30N6/c1-16(2)19-15-26-28-21(25-14-17-6-4-3-5-7-17)12-20(27-22(19)28)24-13-18-8-10-23-11-9-18/h3-7,12,15-16,18,23,25H,8-11,13-14H2,1-2H3,(H,24,27)

Standard InChI Key:  JKCBZAYPKOXUKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   30.8387   -7.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8387   -7.8995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5481   -8.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2575   -7.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2575   -7.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5481   -6.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9705   -6.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6770   -7.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3900   -6.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0974   -7.0894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1045   -5.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3874   -5.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8150   -5.8647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8085   -6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5876   -6.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0772   -6.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5980   -5.6184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1097   -4.6264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4004   -4.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4056   -3.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1197   -2.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1252   -2.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4155   -1.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6987   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6967   -2.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5796   -7.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8638   -8.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2874   -8.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 12  1  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 15 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519886

   7-N-benzyl-5-N-(piperidin-4-ylmethyl)-3-propan-2-ylpyrazolo[1,5-a]pyrimidine-5,7-diamine

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: 378.52

Molecular Weight (Monoisotopic): 378.2532

AlogP: 3.88

#Rotatable Bonds: 7

Polar Surface Area: 66.28

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 3.36

CX LogD: 0.58

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.05

References

1. Teng Y, Lu K, Zhang Q, Zhao L, Huang Y, Ingarra AM, Galons H, Li T, Cui S, Yu P, Oumata N..  (2019)  Recent advances in the development of cyclin-dependent kinase 7 inhibitors.,  183  [PMID:31514062] [10.1016/j.ejmech.2019.111641]

2. Diab S, Yu M, Wang S..  (2020)  CDK7 Inhibitors in Cancer Therapy: The Sweet Smell of Success?,  63  (14): [PMID:32150405] [10.1021/acs.jmedchem.9b01985]

Source

Source(1):

• Scientific Literature