3-(6-(3,3-dimethyl-6-(2-methylpyrimidin-5-yl)-2-oxoindolin-1-yl)pyrazin-2-yl)oxazolidin-2-one

ID: ALA4212967

PubChem CID: 129126903

Max Phase: Preclinical

Molecular Formula: C22H20N6O3

Molecular Weight: 416.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2ccc3c(c2)N(c2cncc(N4CCOC4=O)n2)C(=O)C3(C)C)cn1

Standard InChI:  InChI=1S/C22H20N6O3/c1-13-24-9-15(10-25-13)14-4-5-16-17(8-14)28(20(29)22(16,2)3)19-12-23-11-18(26-19)27-6-7-31-21(27)30/h4-5,8-12H,6-7H2,1-3H3

Standard InChI Key:  LWVHHVOPXGLKST-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7082   -9.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4139   -9.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5153  -10.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141  -10.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2222  -11.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2204   -9.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8080  -11.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1003  -10.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3928  -11.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3917  -12.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9290  -10.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9338  -10.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7182  -11.1934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1982  -10.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0154  -10.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9710  -13.2220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6716  -13.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3891  -13.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4010  -12.4294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0872  -13.6629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6842  -12.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1609  -14.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9541  -14.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3726  -13.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8379  -13.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0209  -12.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  5  2  0
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  5  8  1  0
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  2 14  1  0
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 20 21  1  0
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 11 26  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212967

   ---

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: 416.44

Molecular Weight (Monoisotopic): 416.1597

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 101.41

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -0.93

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