9,9'-bipyrido[3,4-b]indole

ID: ALA4247346

PubChem CID: 86059681

Max Phase: Preclinical

Molecular Formula: C22H14N4

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)c1ccncc1n2-n1c2ccccc2c2ccncc21

Standard InChI:  InChI=1S/C22H14N4/c1-3-7-19-15(5-1)17-9-11-23-13-21(17)25(19)26-20-8-4-2-6-16(20)18-10-12-24-14-22(18)26/h1-14H

Standard InChI Key:  XAJANKHEYZUOPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.4790   -4.0281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8876   -2.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1443   -3.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9474   -3.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4947   -3.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2374   -2.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4348   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8119   -3.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0682   -2.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5228   -2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7169   -2.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4635   -3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0106   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4805   -4.8536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0712   -6.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8195   -5.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0211   -5.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4776   -5.7788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7339   -6.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5318   -6.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1477   -5.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8903   -6.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4374   -6.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2379   -6.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4885   -5.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9438   -5.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  2  9  1  0
  8  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
 14 16  1  0
 15 22  1  0
 21 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4247346

   9-Pyrido[3,4-b]indol-9-ylpyrido[3,4-b]indole

Molecule Features

Natural Product: Yes

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: 334.38

Molecular Weight (Monoisotopic): 334.1218

AlogP: 5.00

#Rotatable Bonds: 1

Polar Surface Area: 35.64

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.16

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 6

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.36

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]

2. Dai JK, Dan WJ, Wan JB..  (2022)  Natural and synthetic β-carboline as a privileged antifungal scaffolds.,  229  [PMID:34954591] [10.1016/j.ejmech.2021.114057]

Source

Source(1):

• Scientific Literature