(R)-N-(4-(3-((5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidin-1-yl)phenyl)acrylamide

ID: ALA4744880

PubChem CID: 134543980

Max Phase: Preclinical

Molecular Formula: C26H25ClN6O

Molecular Weight: 472.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1ccc(N2CCC[C@@H](Nc3ncc(Cl)c(-c4c[nH]c5ccccc45)n3)C2)cc1

Standard InChI:  InChI=1S/C26H25ClN6O/c1-2-24(34)30-17-9-11-19(12-10-17)33-13-5-6-18(16-33)31-26-29-15-22(27)25(32-26)21-14-28-23-8-4-3-7-20(21)23/h2-4,7-12,14-15,18,28H,1,5-6,13,16H2,(H,30,34)(H,29,31,32)/t18-/m1/s1

Standard InChI Key:  AVAYAPINYJTPQZ-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    7.0174   -7.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7303   -6.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4434   -7.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4434   -7.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7328   -8.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0174   -8.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3045   -8.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3045   -9.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5011   -9.4862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284   -8.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5232   -8.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1879   -7.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643   -7.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -7.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086   -8.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1563   -8.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5863   -6.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2991   -7.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2992   -7.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5863   -8.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0120   -8.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7294   -7.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4424   -8.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4401   -9.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1531   -9.6436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8660   -9.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8660   -8.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5788   -9.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2959   -9.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7270   -9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0124   -9.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3045   -6.7572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  7  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
  7 11  1  0
 11 12  1  0
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 14 15  2  0
 10 15  1  0
  4 16  1  0
 17 16  1  6
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 17 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 26 32  2  0
 32 33  1  0
 33 23  2  0
  1 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744880

   ---

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: 472.98

Molecular Weight (Monoisotopic): 472.1778

AlogP: 5.48

#Rotatable Bonds: 6

Polar Surface Area: 85.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.95

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -1.23

References

1.  (2020)  Inhibitors of cyclin-dependent kinase 12 (cdk12) and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data