3-(2-((S)-piperidin-3-ylamino)-5-(trifluoromethyl)pyrimidin-4-yl)-1H-indole-6-carboxylic acid

ID: ALA4779846

PubChem CID: 142751803

Max Phase: Preclinical

Molecular Formula: C19H18F3N5O2

Molecular Weight: 405.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(-c3nc(N[C@H]4CCCNC4)ncc3C(F)(F)F)c[nH]c2c1

Standard InChI:  InChI=1S/C19H18F3N5O2/c20-19(21,22)14-9-25-18(26-11-2-1-5-23-7-11)27-16(14)13-8-24-15-6-10(17(28)29)3-4-12(13)15/h3-4,6,8-9,11,23-24H,1-2,5,7H2,(H,28,29)(H,25,26,27)/t11-/m0/s1

Standard InChI Key:  BIJOFIPILXKNKU-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.4732  -19.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4721  -20.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1865  -21.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1847  -19.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8997  -19.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9045  -20.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6917  -21.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1733  -20.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6838  -19.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7563  -21.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0425  -20.7756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7556  -22.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9344  -18.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7414  -18.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9917  -17.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4360  -17.3320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6270  -17.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3804  -18.2963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0695  -16.9041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2646  -17.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7106  -16.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9087  -16.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6571  -17.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2138  -18.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0220  -17.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2960  -19.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0451  -20.1229    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.8765  -18.7485    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.0889  -19.5480    0.0000 F   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  1  0
 10 12  2  0
  2 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  9 13  1  0
 17 19  1  0
 20 19  1  6
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 14 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779846

   ---

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: 405.38

Molecular Weight (Monoisotopic): 405.1413

AlogP: 3.51

#Rotatable Bonds: 4

Polar Surface Area: 102.93

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: 9.40

CX LogP: 0.50

CX LogD: 0.49

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -0.65

References

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

Source

Source(1):

• Patent Bioactivity Data