6-(3,3-dimethyl-6-(2-methylpyrimidin-5-yl)-2-oxoindolin-1-yl)-1,3,3-trimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

ID: ALA4207561

PubChem CID: 129104212

Max Phase: Preclinical

Molecular Formula: C25H25N5O2

Molecular Weight: 427.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2ccc3c(c2)N(c2ccc4c(n2)N(C)C(=O)C4(C)C)C(=O)C3(C)C)cn1

Standard InChI:  InChI=1S/C25H25N5O2/c1-14-26-12-16(13-27-14)15-7-8-17-19(11-15)30(23(32)24(17,2)3)20-10-9-18-21(28-20)29(6)22(31)25(18,4)5/h7-13H,1-6H3

Standard InChI Key:  MXWCLVXVUNZMRJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.6381   -7.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8527   -7.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0627   -7.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7165   -1.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7206   -2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4263   -2.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5276   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5265   -3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2345   -4.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2327   -2.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8204   -4.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4051   -4.0927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4041   -4.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1164   -5.3198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8210   -4.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2106   -3.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0278   -3.2637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7155   -4.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9987   -5.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9834   -5.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6966   -5.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4134   -5.1738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3973   -5.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6866   -6.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6694   -7.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0046   -6.5341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8044   -6.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0761   -7.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
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  7  8  2  0
  8  9  1  0
  9 18  2  0
 17 10  2  0
 10  7  1  0
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 16 11  1  0
  8 11  1  0
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 18 19  1  0
 19 20  1  0
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  5 17  1  0
 20 21  2  0
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 23 24  1  0
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 26 22  1  0
 19 22  1  0
 14 25  1  0
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 27 28  1  0
 28  2  1  0
  2 29  1  0
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 30 27  1  0
 30 31  1  0
 29 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207561

   ---

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: 427.51

Molecular Weight (Monoisotopic): 427.2008

AlogP: 4.06

#Rotatable Bonds: 2

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -0.54

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