3,3-dimethyl-6-(2-methylpyrimidin-5-yl)-1-(2-morpholinopyrimidin-4-yl)indolin-2-one

ID: ALA4213616

PubChem CID: 129104288

Max Phase: Preclinical

Molecular Formula: C23H24N6O2

Molecular Weight: 416.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2ccc3c(c2)N(c2ccnc(N4CCOCC4)n2)C(=O)C3(C)C)cn1

Standard InChI:  InChI=1S/C23H24N6O2/c1-15-25-13-17(14-26-15)16-4-5-18-19(12-16)29(21(30)23(18,2)3)20-6-7-24-22(27-20)28-8-10-31-11-9-28/h4-7,12-14H,8-11H2,1-3H3

Standard InChI Key:  PTBUXRUQTQKMPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   26.3400   -2.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0456   -2.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1470   -2.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1459   -3.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8539   -3.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8521   -2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4397   -3.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7320   -3.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0245   -3.9854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7358   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4404   -4.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3499   -3.8305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8299   -3.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6471   -3.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3034   -6.2813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0209   -5.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0327   -5.0665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7190   -6.2999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7048   -7.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4023   -7.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1184   -7.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1325   -6.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4306   -5.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3159   -5.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  5  8  1  0
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 20 21  1  0
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 23 25  1  0
 11 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4213616

   ---

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: 416.49

Molecular Weight (Monoisotopic): 416.1961

AlogP: 3.03

#Rotatable Bonds: 3

Polar Surface Area: 84.34

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.03

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -1.11

References

1. Rosse G..  (2017)  Indolinone Inhibitors of ENT1 for the Treatment of Schizophrenia.,  8  (10): [PMID:29057039] [10.1021/acsmedchemlett.7b00378]

Source

Source(1):

• Scientific Literature