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

ID: ALA4218937

PubChem CID: 130270952

Max Phase: Preclinical

Molecular Formula: C23H20N6O2

Molecular Weight: 412.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(CO)CNc2c(C#N)cc(-c3ccnc(Nc4cc(C#N)ccc4CO)n3)cc21

Standard InChI:  InChI=1S/C23H20N6O2/c1-23(13-31)12-27-21-17(10-25)7-16(8-18(21)23)19-4-5-26-22(28-19)29-20-6-14(9-24)2-3-15(20)11-30/h2-8,27,30-31H,11-13H2,1H3,(H,26,28,29)/t23-/m1/s1

Standard InChI Key:  XXKFXXSVLTXVJA-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

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    3.9531  -20.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700  -20.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9094  -21.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240  -22.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402  -21.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6258  -23.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097  -23.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092  -24.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238  -24.7350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3408  -21.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6131  -19.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4790  -20.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608  -19.2198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0562  -24.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7692  -24.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815  -24.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1940  -24.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917  -23.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4710  -23.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615  -23.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4828  -25.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4654  -22.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610  -21.4234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978  -25.9605    0.0000 O   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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  6  7  2  0
  7 15  1  0
 14  4  1  0
  8  9  2  0
  9 10  1  0
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 13  8  1  0
  6  8  1  0
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  2 16  1  0
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 17 14  1  0
  4 18  1  0
 18 19  3  0
  1 20  1  0
 12 21  1  0
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 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 23 28  1  0
 26 29  1  0
 29 30  3  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218937

   ---

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: 412.45

Molecular Weight (Monoisotopic): 412.1648

AlogP: 2.80

#Rotatable Bonds: 5

Polar Surface Area: 137.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.19

CX Basic pKa: 2.27

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -0.50

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