5-ethyl-4-(6-(methylsulfonyl)-1H-indol-3-yl)-N-((S)-piperidin-3-yl)pyrimidin-2-amine

ID: ALA4776277

PubChem CID: 162642984

Max Phase: Preclinical

Molecular Formula: C20H25N5O2S

Molecular Weight: 399.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cnc(N[C@H]2CCCNC2)nc1-c1c[nH]c2cc(S(C)(=O)=O)ccc12

Standard InChI:  InChI=1S/C20H25N5O2S/c1-3-13-10-23-20(24-14-5-4-8-21-11-14)25-19(13)17-12-22-18-9-15(28(2,26)27)6-7-16(17)18/h6-7,9-10,12,14,21-22H,3-5,8,11H2,1-2H3,(H,23,24,25)/t14-/m0/s1

Standard InChI Key:  INTISBZMCLYGDB-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   16.0643   -6.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6563   -6.1459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2437   -6.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3752   -4.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3740   -5.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0884   -6.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0866   -4.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8015   -4.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8064   -5.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5933   -5.9821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0749   -5.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5855   -4.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9461   -5.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8361   -3.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6429   -3.6889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8931   -2.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3376   -2.2938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5286   -2.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2821   -3.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4773   -3.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9202   -2.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6986   -2.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2536   -3.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9994   -4.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5504   -4.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3572   -4.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6099   -3.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0559   -3.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  5  2  1  0
  2 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 14  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 23 22  1  1
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776277

   ---

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: 399.52

Molecular Weight (Monoisotopic): 399.1729

AlogP: 2.75

#Rotatable Bonds: 5

Polar Surface Area: 99.77

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.51

CX Basic pKa: 9.42

CX LogP: 2.23

CX LogD: 0.23

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -0.94

References

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

Source

Source(1):

• Patent Bioactivity Data