N-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2-(4-methylpiperidin-1-yl)acetamide

ID: ALA4087137

PubChem CID: 39070423

Max Phase: Preclinical

Molecular Formula: C20H21N3O3

Molecular Weight: 351.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(CC(=O)NN2C(=O)c3cccc4cccc(c34)C2=O)CC1

Standard InChI:  InChI=1S/C20H21N3O3/c1-13-8-10-22(11-9-13)12-17(24)21-23-19(25)15-6-2-4-14-5-3-7-16(18(14)15)20(23)26/h2-7,13H,8-12H2,1H3,(H,21,24)

Standard InChI Key:  MEXGQNLBAWNRDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   39.8470   -1.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8458   -2.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5562   -0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2648   -1.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6906   -2.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6859   -1.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9727   -0.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2656   -2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5584   -2.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5582   -3.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2634   -3.8486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9747   -3.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9766   -2.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8456   -3.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6860   -3.8501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2620   -4.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9732   -5.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9718   -5.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6857   -4.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6829   -6.3149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6760   -7.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3831   -7.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0980   -7.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1014   -6.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3898   -5.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8076   -7.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  9  1  0
  4  3  2  0
  3  1  1  0
  4  8  1  0
 13  5  2  0
  5  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  2  0
 12 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4087137

   N-(1,3-dioxobenzo[de]isoquinolin-2-yl)-2-(4-methylpiperidin-1-yl)acetamide

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: 351.41

Molecular Weight (Monoisotopic): 351.1583

AlogP: 2.20

#Rotatable Bonds: 3

Polar Surface Area: 69.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.78

CX Basic pKa: 6.89

CX LogP: 2.12

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -1.22

References

1. Klimenko K, Lyakhov S, Shibinskaya M, Karpenko A, Marcou G, Horvath D, Zenkova M, Goncharova E, Amirkhanov R, Krysko A, Andronati S, Levandovskiy I, Polishchuk P, Kuz'min V, Varnek A..  (2017)  Virtual screening, synthesis and biological evaluation of DNA intercalating antiviral agents.,  27  (16): [PMID:28666733] [10.1016/j.bmcl.2017.06.035]

Source

Source(1):

• Scientific Literature