1-(3-(2-((S)-piperidin-3-ylamino)-5-(trifluoromethyl)pyrimidin-4-yl)-1H-indol-6-yl)-1H-imidazole-4-carbonitrile

ID: ALA4780093

PubChem CID: 162662515

Max Phase: Preclinical

Molecular Formula: C22H19F3N8

Molecular Weight: 452.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cn(-c2ccc3c(-c4nc(N[C@H]5CCCNC5)ncc4C(F)(F)F)c[nH]c3c2)cn1

Standard InChI:  InChI=1S/C22H19F3N8/c23-22(24,25)18-10-29-21(31-13-2-1-5-27-8-13)32-20(18)17-9-28-19-6-15(3-4-16(17)19)33-11-14(7-26)30-12-33/h3-4,6,9-13,27-28H,1-2,5,8H2,(H,29,31,32)/t13-/m0/s1

Standard InChI Key:  BSOWCBLZANLKRO-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    6.1112  -15.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1100  -16.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8244  -16.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8226  -15.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375  -15.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5423  -16.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3293  -16.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8109  -15.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3215  -15.1889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012  -15.0360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147  -14.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082  -14.0448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6480  -15.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5873  -17.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0374  -17.9189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1044  -18.8683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7479  -19.3166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0067  -20.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4533  -20.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7092  -21.4914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5160  -21.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0666  -21.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8102  -20.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380  -16.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7460  -17.0150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3479  -16.2600    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1475  -16.0477    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756  -14.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556  -14.9330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
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  5  6  1  0
  6  7  1  0
  7  8  2  0
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  9  5  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
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 14 10  1  0
  1 10  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
 17 21  1  0
 22 21  1  1
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 20 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 32 33  3  0
 13 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780093

   ---

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: 452.44

Molecular Weight (Monoisotopic): 452.1685

AlogP: 3.86

#Rotatable Bonds: 4

Polar Surface Area: 107.24

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 3.32

CX LogD: 1.34

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -1.12

References

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

Source

Source(1):

• Patent Bioactivity Data