6-(2-(4-methylpiperidin-1-yl)ethyl)-2,3,4,6-tetrahydro-1H-indolo[2,3-b]quinoxaline

ID: ALA4081284

PubChem CID: 137645496

Max Phase: Preclinical

Molecular Formula: C22H28N4

Molecular Weight: 348.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(CCn2c3ccccc3c3nc4c(nc32)CCCC4)CC1

Standard InChI:  InChI=1S/C22H28N4/c1-16-10-12-25(13-11-16)14-15-26-20-9-5-2-6-17(20)21-22(26)24-19-8-4-3-7-18(19)23-21/h2,5-6,9,16H,3-4,7-8,10-15H2,1H3

Standard InChI Key:  ZSWDEBWFASHIOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   16.0882  -26.0972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0826  -24.4609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7917  -24.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7993  -25.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5807  -25.9293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5683  -24.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0538  -25.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8646  -25.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1911  -24.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7006  -23.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8915  -23.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8412  -26.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6422  -26.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9027  -27.6400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3796  -25.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3797  -24.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6749  -24.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9654  -24.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9653  -25.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6746  -26.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3631  -28.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6206  -29.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4211  -29.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9638  -28.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7058  -27.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6787  -29.9621    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
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081284

   ---

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: 348.49

Molecular Weight (Monoisotopic): 348.2314

AlogP: 4.20

#Rotatable Bonds: 3

Polar Surface Area: 33.95

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.55

CX LogP: 3.99

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.14

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