5-chloro-4-(1H-indol-3-yl)-N-((R)-piperidin-3-yl)pyrimidin-2-amine

ID: ALA4533453

PubChem CID: 134543905

Max Phase: Preclinical

Molecular Formula: C17H18ClN5

Molecular Weight: 327.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1cnc(N[C@@H]2CCCNC2)nc1-c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C17H18ClN5/c18-14-10-21-17(22-11-4-3-7-19-8-11)23-16(14)13-9-20-15-6-2-1-5-12(13)15/h1-2,5-6,9-11,19-20H,3-4,7-8H2,(H,21,22,23)/t11-/m1/s1

Standard InChI Key:  XWKQZYOSWGEGIH-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   11.7158   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7146   -4.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4268   -5.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1406   -4.9834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1378   -4.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4250   -3.7513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4316   -6.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8400   -7.4800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0967   -6.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0186   -7.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7688   -6.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9691   -6.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4185   -7.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6772   -7.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4762   -8.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0025   -5.3960    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.8481   -3.7454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5573   -4.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5578   -4.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2671   -5.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9798   -4.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9787   -4.1456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2649   -3.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7 11  1  0
 10  8  1  0
  8  9  1  0
  9  7  2  0
  3  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
  5 17  1  0
 18 17  1  1
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533453

   ---

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: 327.82

Molecular Weight (Monoisotopic): 327.1251

AlogP: 3.44

#Rotatable Bonds: 3

Polar Surface Area: 65.63

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 3.04

CX LogD: 1.06

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.77

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.  (2019)  Inhibitors of cyclin-dependent kinase 7 (cdk7), 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data