(R)-5-(2-(5-cyano-4-fluoro-2-methylphenylamino)pyrimidin-4-yl)-3-(hydroxymethyl)-3-methylindoline-7-carbonitrile

ID: ALA4216017

PubChem CID: 130270736

Max Phase: Preclinical

Molecular Formula: C23H19FN6O

Molecular Weight: 414.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(F)c(C#N)cc1Nc1nccc(-c2cc(C#N)c3c(c2)[C@@](C)(CO)CN3)n1

Standard InChI:  InChI=1S/C23H19FN6O/c1-13-5-18(24)15(9-25)8-20(13)30-22-27-4-3-19(29-22)14-6-16(10-26)21-17(7-14)23(2,12-31)11-28-21/h3-8,28,31H,11-12H2,1-2H3,(H,27,29,30)/t23-/m1/s1

Standard InChI Key:  JCPCWYAQEJPIPJ-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

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   22.0353   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3295   -4.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0398   -5.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3058   -5.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3046   -6.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127   -6.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7223   -6.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0143   -7.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3049   -7.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3044   -8.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0125   -9.1376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7227   -8.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -7.9097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0109   -5.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7229   -5.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9927   -4.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1776   -4.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5980   -5.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8874   -4.6431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0307   -3.6732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4317   -9.1311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1381   -8.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8438   -9.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5497   -8.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5475   -7.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8335   -7.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1305   -7.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8279   -6.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8236   -5.8565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2533   -7.4872    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8452   -9.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 15  1  0
 14  4  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12 13  2  0
 13  8  1  0
  6  8  1  0
 14 15  2  0
 15  2  1  0
  2 16  1  0
 16 17  1  0
 17 14  1  0
  4 18  1  0
 18 19  3  0
  1 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
 28 29  3  0
 25 30  1  0
 23 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216017

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.44

Molecular Weight (Monoisotopic): 414.1604

AlogP: 3.75

#Rotatable Bonds: 4

Polar Surface Area: 117.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.19

CX Basic pKa: 2.38

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -0.73

References

1. Kargbo RB..  (2017)  New Substituted Cyanoindoline Derivatives as MAP3K14 Kinase Inhibitors for the Treatment of Cancer and Autoimmune Disorders.,  8  (9): [PMID:28947934] [10.1021/acsmedchemlett.7b00330]

Source

Source(1):

• Scientific Literature