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

ID: ALA4207209

PubChem CID: 130270775

Max Phase: Preclinical

Molecular Formula: C23H22FN5O2

Molecular Weight: 419.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H22FN5O2/c1-13-5-18(24)16(10-30)8-20(13)29-22-26-4-3-19(28-22)14-6-15(9-25)21-17(7-14)23(2,12-31)11-27-21/h3-8,27,30-31H,10-12H2,1-2H3,(H,26,28,29)/t23-/m1/s1

Standard InChI Key:  ARQAEBRAXJPXEP-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

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   29.3446  -14.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5522  -12.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8464  -12.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5567  -13.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8227  -13.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8215  -14.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5296  -14.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2392  -14.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5312  -15.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8218  -15.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8212  -16.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5294  -17.2064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2395  -16.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2366  -15.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5278  -13.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2398  -13.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5095  -12.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6945  -12.3174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1148  -13.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4043  -12.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5476  -11.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9486  -17.1998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6550  -16.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3607  -17.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0666  -16.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0644  -15.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3504  -15.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6474  -15.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3621  -18.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0497  -14.3311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7702  -15.5559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  4  1  1
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 16  1  0
 15  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7  9  1  0
 15 16  2  0
 16  3  1  0
  3 17  1  0
 17 18  1  0
 18 15  1  0
  5 19  1  0
 19 20  3  0
  2 21  1  0
 13 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27  1  1  0
 24 29  1  0
  1 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207209

   ---

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: 419.46

Molecular Weight (Monoisotopic): 419.1758

AlogP: 3.37

#Rotatable Bonds: 5

Polar Surface Area: 114.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: 2.45

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -0.60

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