6,6'-dichloro-2,2'-dimethyl-9,9'-bipyrido[3,4-b]indole-2,2'-diium iodide

ID: ALA4244237

PubChem CID: 145983308

Max Phase: Preclinical

Molecular Formula: C24H18Cl2I2N4

Molecular Weight: 433.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1ccc2c3cc(Cl)ccc3n(-n3c4ccc(Cl)cc4c4cc[n+](C)cc43)c2c1.[I-].[I-]

Standard InChI:  InChI=1S/C24H18Cl2N4.2HI/c1-27-9-7-17-19-11-15(25)3-5-21(19)29(23(17)13-27)30-22-6-4-16(26)12-20(22)18-8-10-28(2)14-24(18)30;;/h3-14H,1-2H3;2*1H/q+2;;/p-2

Standard InChI Key:  KHKHZPFIJDBHNZ-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   37.4092  -10.8257    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   34.9700  -10.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3786   -9.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6353   -9.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4384  -10.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9856   -9.4276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7283   -8.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9258   -8.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3029   -9.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5591   -9.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0138   -8.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2079   -8.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9545   -9.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5016  -10.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9714  -11.1724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5622  -12.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3105  -11.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5120  -11.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9685  -12.1017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2249  -12.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0228  -13.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6387  -11.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3813  -12.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9284  -13.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7289  -12.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9794  -12.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4348  -11.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7895   -9.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1645  -11.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2803  -13.4796    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.6575   -8.0379    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.3699  -13.6405    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3 10  1  0
  9  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  1  0
 15 17  1  0
 16 23  1  0
 22 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  6 28  1  0
 19 29  1  0
 25 30  1  0
 12 31  1  0
M  CHG  4   1  -1   6   1  19   1  32  -1
M  END

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: 433.34

Molecular Weight (Monoisotopic): 432.0898

AlogP: 5.17

#Rotatable Bonds: 1

Polar Surface Area: 17.62

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -3.83

CX LogD: -3.83

Aromatic Rings: 6

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -0.22

References

1. Suzuki K, Nomura I, Ninomiya M, Tanaka K, Koketsu M..  (2018)  Synthesis and antimicrobial activity of β-carboline derivatives with N2-alkyl modifications.,  28  (17): [PMID:30001916] [10.1016/j.bmcl.2018.06.050]

Source

Source(1):

• Scientific Literature