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

ID: ALA4780887

PubChem CID: 162662363

Max Phase: Preclinical

Molecular Formula: C19H22ClN5

Molecular Weight: 355.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1(Nc2ncc(Cl)c(-c3c[nH]c4ccccc34)n2)CCCNC1

Standard InChI:  InChI=1S/C19H22ClN5/c1-2-19(8-5-9-21-12-19)25-18-23-11-15(20)17(24-18)14-10-22-16-7-4-3-6-13(14)16/h3-4,6-7,10-11,21-22H,2,5,8-9,12H2,1H3,(H,23,24,25)

Standard InChI Key:  ICAYWDBIWWQYCA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.7163  -11.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7152  -12.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4296  -12.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4278  -11.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1428  -11.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1476  -12.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9348  -12.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4164  -12.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9269  -11.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1776  -10.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9845  -10.4154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2348   -9.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6793   -9.0200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8701   -9.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6235   -9.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8185  -10.1627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.0405   -9.4547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5956  -10.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3426  -10.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8937  -11.4556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7007  -11.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9534  -10.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3993   -9.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7949  -10.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5768  -11.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  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
  9 10  1  0
 15 16  1  0
 12 17  1  0
 18 17  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780887

   ---

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: 355.87

Molecular Weight (Monoisotopic): 355.1564

AlogP: 4.22

#Rotatable Bonds: 4

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: 13.94

CX Basic pKa: 9.56

CX LogP: 3.84

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.38

References

1.  (2019)  Inhibitors of cyclin-dependent kinase 7 (cdk7), 

Source

Source(1):

• Patent Bioactivity Data