N-((3R,5S)-5-(4-(7-(methylsulfonyl)-1H-indol-3-yl)-5-(trifluoromethyl)pyrimidin-2-ylamino)piperidin-3-yl)propionamide

ID: ALA4780631

PubChem CID: 145444269

Max Phase: Preclinical

Molecular Formula: C22H25F3N6O3S

Molecular Weight: 510.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)N[C@H]1CNC[C@@H](Nc2ncc(C(F)(F)F)c(-c3c[nH]c4c(S(C)(=O)=O)cccc34)n2)C1

Standard InChI:  InChI=1S/C22H25F3N6O3S/c1-3-18(32)29-12-7-13(9-26-8-12)30-21-28-11-16(22(23,24)25)19(31-21)15-10-27-20-14(15)5-4-6-17(20)35(2,33)34/h4-6,10-13,26-27H,3,7-9H2,1-2H3,(H,29,32)(H,28,30,31)/t12-,13+/m1/s1

Standard InChI Key:  OFVNWSJOGCICRX-OLZOCXBDSA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   38.1036   -1.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9286   -1.7083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.5161   -0.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2230   -2.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2218   -3.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9366   -4.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9348   -2.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6502   -2.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6550   -3.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4425   -4.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9244   -3.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4347   -2.6864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7007   -4.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1505   -5.4182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4093   -6.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2181   -6.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7674   -5.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5056   -4.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8607   -6.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1197   -7.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5659   -8.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8220   -8.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6293   -9.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1802   -8.5491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9238   -7.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0524   -4.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8607   -4.5137    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.4619   -3.7583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.2619   -3.5458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.2697   -9.6107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6455   -1.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4621   -9.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9122  -10.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2045   -8.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1047   -9.8881    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  2  0
 11 12  1  0
 12  8  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
 10 13  1  0
 15 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
 18 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 22 30  1  6
  7  2  1  0
  2 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  2  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780631

   ---

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: 510.54

Molecular Weight (Monoisotopic): 510.1661

AlogP: 2.72

#Rotatable Bonds: 6

Polar Surface Area: 128.87

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.73

CX Basic pKa: 8.59

CX LogP: 1.42

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -1.07

References

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

Source

Source(1):

• Patent Bioactivity Data