4-(2-(3,4-dihydro-1H-indolo[2,3-b]quinoxalin-6(2H)-yl)ethyl)morpholine

ID: ALA4067182

PubChem CID: 137632096

Max Phase: Preclinical

Molecular Formula: C20H24N4O

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)c1nc3c(nc1n2CCN1CCOCC1)CCCC3

Standard InChI:  InChI=1S/C20H24N4O/c1-4-8-18-15(5-1)19-20(22-17-7-3-2-6-16(17)21-19)24(18)10-9-23-11-13-25-14-12-23/h1,4-5,8H,2-3,6-7,9-14H2

Standard InChI Key:  CWJXAVMOVSROBK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   23.2943  -26.2788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2887  -24.6425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9978  -25.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0054  -25.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7868  -26.1109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7745  -24.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2599  -25.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0708  -25.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3973  -24.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9068  -23.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0976  -24.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0473  -26.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8484  -27.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1089  -27.8216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5858  -25.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5859  -25.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8810  -24.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1715  -25.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1714  -25.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8808  -26.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5692  -28.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8267  -29.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6273  -29.3682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1699  -28.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9120  -27.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
  1  4  2  0
  3  2  2  0
  2 16  1  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  6  3  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 14 21  1  0
 14 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067182

   ---

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: 336.44

Molecular Weight (Monoisotopic): 336.1950

AlogP: 2.80

#Rotatable Bonds: 3

Polar Surface Area: 43.18

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.19

CX LogP: 2.63

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.34

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