3-(7-(aminomethyl)-2-methylnaphthalen-1-yl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

ID: ALA4078759

PubChem CID: 11538477

Max Phase: Preclinical

Molecular Formula: C25H21N3O2

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2ccc(CN)cc2c1C1=C(c2cn(C)c3ccccc23)C(=O)NC1=O

Standard InChI:  InChI=1S/C25H21N3O2/c1-14-7-9-16-10-8-15(12-26)11-18(16)21(14)23-22(24(29)27-25(23)30)19-13-28(2)20-6-4-3-5-17(19)20/h3-11,13H,12,26H2,1-2H3,(H,27,29,30)

Standard InChI Key:  LUTDJAQBHWESAA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.7920  -10.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0463   -9.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3834   -8.8570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7246   -9.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2689  -10.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0155  -11.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6760  -12.0338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0860  -10.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3360  -11.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5536  -10.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7842  -13.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4026  -12.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2469  -11.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1753  -12.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3315  -13.6961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8239   -9.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9473   -9.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -9.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6770  -12.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  5  1  0
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  6  7  2  0
  7  8  1  0
  8 10  1  0
  9  6  1  0
  2  6  1  0
  9 10  2  0
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 12 13  1  0
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  1 15  1  0
 15 16  2  0
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 17 18  2  0
 18 20  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 19  2  0
 23 25  1  0
 25 26  1  0
  3 27  2  0
  5 28  2  0
 16 29  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4078759

   3-[7-(Aminomethyl)-2-methylnaphthalen-1-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione

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: 395.46

Molecular Weight (Monoisotopic): 395.1634

AlogP: 3.67

#Rotatable Bonds: 3

Polar Surface Area: 77.12

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.84

CX Basic pKa: 9.10

CX LogP: 3.16

CX LogD: 1.86

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.14

References

1. van Eis MJ, Evenou J, Schuler W, Zenke G, Vangrevelinghe E, Wagner J, von Matt P..  (2017)  Indolyl-naphthyl-maleimides as potent and selective inhibitors of protein kinase C-α/β.,  27  (4): [PMID:28131714] [10.1016/j.bmcl.2017.01.038]

Source

Source(1):

• Scientific Literature