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

ID: ALA4083319

PubChem CID: 11561609

Max Phase: Preclinical

Molecular Formula: C27H24ClN3O2

Molecular Weight: 457.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NCc1ccc2ccc(Cl)c(C3=C(c4cn(C)c5ccccc45)C(=O)NC3=O)c2c1

Standard InChI:  InChI=1S/C27H24ClN3O2/c1-15(2)29-13-16-8-9-17-10-11-21(28)23(19(17)12-16)25-24(26(32)30-27(25)33)20-14-31(3)22-7-5-4-6-18(20)22/h4-12,14-15,29H,13H2,1-3H3,(H,30,32,33)

Standard InChI Key:  HOWICUYRWBCICG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.5717  -10.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -9.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -9.1872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1823  -12.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267  -12.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -9.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271   -9.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1846  -10.0142    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4568  -13.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551  -13.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1113  -14.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8840  -14.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402  -15.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006  -13.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
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  9  6  1  0
  2  6  1  0
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  1 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 20  1  0
 19 15  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 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
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083319

   3-[2-Chloro-7-[(propan-2-ylamino)methyl]naphthalen-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: 457.96

Molecular Weight (Monoisotopic): 457.1557

AlogP: 5.05

#Rotatable Bonds: 5

Polar Surface Area: 63.13

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.06

CX Basic pKa: 9.42

CX LogP: 4.43

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.56

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