9-methyl-6-(2-(4-methylpiperazin-1-yl)ethyl)-6H-indolo[2,3-b]quinoxaline

ID: ALA4065310

PubChem CID: 137633534

Max Phase: Preclinical

Molecular Formula: C22H25N5

Molecular Weight: 359.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)c1nc3ccccc3nc1n2CCN1CCN(C)CC1

Standard InChI:  InChI=1S/C22H25N5/c1-16-7-8-20-17(15-16)21-22(24-19-6-4-3-5-18(19)23-21)27(20)14-13-26-11-9-25(2)10-12-26/h3-8,15H,9-14H2,1-2H3

Standard InChI Key:  HBRQZTXRJCMSKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.7152   -6.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -7.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -7.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363   -7.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363   -6.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4103   -6.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084   -6.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4151   -6.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9607   -7.5895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -8.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599   -8.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3451   -9.2654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8169   -9.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1031  -10.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9127  -10.8011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354  -10.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1528   -9.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949  -11.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2239   -6.7878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5225   -6.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152   -5.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2083   -5.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3194   -4.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269   -4.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351   -5.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3319   -5.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941   -6.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  7  8  2  0
  9  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
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 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
 15 18  1  0
  8 19  1  0
 19 20  2  0
 21 20  1  0
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 22  7  1  0
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 24 23  2  0
 25 24  1  0
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 20 26  1  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065310

   ---

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: 359.48

Molecular Weight (Monoisotopic): 359.2110

AlogP: 3.29

#Rotatable Bonds: 3

Polar Surface Area: 37.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.27

CX LogP: 3.77

CX LogD: 2.85

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.38

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