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

ID: ALA4212714

PubChem CID: 130271143

Max Phase: Preclinical

Molecular Formula: C25H22N6O2

Molecular Weight: 438.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(CO)CNc2c(C#N)cc(-c3ccnc(Nc4cc(C#N)ccc4OC4CC4)n3)cc21

Standard InChI:  InChI=1S/C25H22N6O2/c1-25(14-32)13-29-23-17(12-27)9-16(10-19(23)25)20-6-7-28-24(30-20)31-21-8-15(11-26)2-5-22(21)33-18-3-4-18/h2,5-10,18,29,32H,3-4,13-14H2,1H3,(H,28,30,31)/t25-/m1/s1

Standard InChI Key:  FUZOISPBFQGDJS-RUZDIDTESA-N

Molfile:  

     RDKit          2D

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   13.2690   -4.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9793   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2444   -7.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0776   -8.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7834   -8.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4893   -8.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4870   -7.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7730   -7.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0700   -7.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7674   -6.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7631   -5.5635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7847   -9.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4931  -10.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9016  -10.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3091  -10.0537    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
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 14  4  1  0
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  9 10  1  0
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  6  8  1  0
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 15  2  1  0
  2 16  1  0
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  4 18  1  0
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  1 20  1  0
 12 21  1  0
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 27 22  1  0
 26 28  1  0
 28 29  3  0
 23 30  1  0
 30 31  1  0
 32 31  1  0
 33 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212714

   ---

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: 438.49

Molecular Weight (Monoisotopic): 438.1804

AlogP: 3.85

#Rotatable Bonds: 6

Polar Surface Area: 126.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: 2.09

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -0.45

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