2-(2-(4-methylpiperazin-1-yl)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

ID: ALA4067979

PubChem CID: 134111172

Max Phase: Preclinical

Molecular Formula: C19H21N3O2

Molecular Weight: 323.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCN2C(=O)c3cccc4cccc(c34)C2=O)CC1

Standard InChI:  InChI=1S/C19H21N3O2/c1-20-8-10-21(11-9-20)12-13-22-18(23)15-6-2-4-14-5-3-7-16(17(14)15)19(22)24/h2-7H,8-13H2,1H3

Standard InChI Key:  JYYRQNMXRSXQPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   18.9678   -6.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9678   -5.7740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584   -4.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5518   -5.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8478   -5.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1369   -5.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1369   -6.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8513   -6.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5518   -6.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584   -6.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2584   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5591   -8.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8513   -7.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6808   -5.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3915   -5.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1045   -5.3675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8119   -5.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5253   -5.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5253   -4.5563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8189   -4.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1045   -4.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2398   -4.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6790   -7.0049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
 10  9  1  0
 10  5  2  0
 11 10  1  0
 11  1  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 20 23  1  0
  1 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067979

   ---

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: 323.40

Molecular Weight (Monoisotopic): 323.1634

AlogP: 1.68

#Rotatable Bonds: 3

Polar Surface Area: 43.86

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.82

CX LogP: 1.77

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -1.00

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