2-2-[Ethyl-(2-hydroxy-ethyl)-amino]-ethyl-benzo[de]isoquinoline-1,3-dione

ID: ALA4084987

PubChem CID: 137647782

Max Phase: Preclinical

Molecular Formula: C18H20N2O3

Molecular Weight: 312.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CCO)CCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C18H20N2O3/c1-2-19(11-12-21)9-10-20-17(22)14-7-3-5-13-6-4-8-15(16(13)14)18(20)23/h3-8,21H,2,9-12H2,1H3

Standard InChI Key:  AQPAWVDJNPSVPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.4885  -14.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4885  -13.2154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791  -12.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791  -11.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0725  -13.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3685  -12.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6576  -13.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6576  -14.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3720  -14.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0725  -14.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791  -14.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791  -15.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0798  -15.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3720  -15.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2016  -12.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9122  -13.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6252  -12.8089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3326  -13.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0394  -12.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7491  -13.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6252  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3331  -11.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1998  -14.4463    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
 17 21  1  0
 21 22  1  0
  1 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084987

   ---

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: 312.37

Molecular Weight (Monoisotopic): 312.1474

AlogP: 1.75

#Rotatable Bonds: 6

Polar Surface Area: 60.85

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.52

CX LogP: 1.59

CX LogD: 0.44

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.83

Np Likeness Score: -0.96

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