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

ID: ALA4208680

PubChem CID: 129104300

Max Phase: Preclinical

Molecular Formula: C23H22N6O3

Molecular Weight: 430.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2ccc3c(c2)N(c2cnc(C)c(N4CCOC4=O)n2)C(=O)C3(C)C)cn1

Standard InChI:  InChI=1S/C23H22N6O3/c1-13-20(28-7-8-32-22(28)31)27-19(12-24-13)29-18-9-15(16-10-25-14(2)26-11-16)5-6-17(18)23(3,4)21(29)30/h5-6,9-12H,7-8H2,1-4H3

Standard InChI Key:  JGRWRDXQIOUQFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.1528  -15.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1569  -16.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8625  -16.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6708  -18.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6690  -16.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2566  -18.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5490  -17.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8414  -18.0593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5527  -19.2863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2573  -18.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1668  -17.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4640  -17.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4197  -19.9328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1203  -20.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8378  -19.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8496  -19.1403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5359  -20.3738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1328  -19.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6095  -21.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4028  -21.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8213  -20.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2866  -20.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4696  -19.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1064  -21.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
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  6 15  2  0
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  7  4  1  0
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  9 10  1  0
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  5  8  1  0
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  2 14  1  0
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 19 20  2  0
 20 21  1  0
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 24 19  1  0
 16 19  1  0
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 11 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
 30 31  2  0
 22 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4208680

   ---

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: 430.47

Molecular Weight (Monoisotopic): 430.1753

AlogP: 3.46

#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: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: -0.88

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