3-(2-chloro-7-((2-methoxyethylamino)methyl)naphthalen-1-yl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

ID: ALA4101316

PubChem CID: 137660315

Max Phase: Preclinical

Molecular Formula: C27H24ClN3O3

Molecular Weight: 473.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNCc1ccc2ccc(Cl)c(C3=C(c4cn(C)c5ccccc45)C(=O)NC3=O)c2c1

Standard InChI:  InChI=1S/C27H24ClN3O3/c1-31-15-20(18-5-3-4-6-22(18)31)24-25(27(33)30-26(24)32)23-19-13-16(14-29-11-12-34-2)7-8-17(19)9-10-21(23)28/h3-10,13,15,29H,11-12,14H2,1-2H3,(H,30,32,33)

Standard InChI Key:  LPIHDMXDUPXXEU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4851   -3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -2.3401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5170   -2.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0980   -3.1671    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3701   -6.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684   -6.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0246   -7.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7974   -7.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7263   -8.5130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8825   -9.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  1 15  1  0
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 20 21  2  0
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 22 23  2  0
 23 24  1  0
 24 19  2  0
  3 25  2  0
  5 26  2  0
 16 27  1  0
  8 28  1  0
 23 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101316

   ---

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: 473.96

Molecular Weight (Monoisotopic): 473.1506

AlogP: 4.29

#Rotatable Bonds: 7

Polar Surface Area: 72.36

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.90

CX Basic pKa: 8.81

CX LogP: 3.84

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.61

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