8-methoxy-2-methyl-5H-pyrido[4,3-b]indol-2-ium iodide

ID: ALA4857977

PubChem CID: 164611936

Max Phase: Preclinical

Molecular Formula: C13H13IN2O

Molecular Weight: 213.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3cc[n+](C)cc3c2c1.[I-]

Standard InChI:  InChI=1S/C13H12N2O.HI/c1-15-6-5-13-11(8-15)10-7-9(16-2)3-4-12(10)14-13;/h3-8H,1-2H3;1H

Standard InChI Key:  BFNZZJUMQUNABL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   44.4172  -16.2200    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   41.6917  -16.9205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0259  -16.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2805  -15.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7360  -15.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9369  -15.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6851  -16.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2313  -16.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0922  -15.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3457  -16.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1409  -16.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6834  -15.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4253  -15.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6307  -15.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9675  -14.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3899  -14.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6423  -13.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  1  0
  9  4  1  0
  3  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
 13 15  1  0
  6 16  1  0
 16 17  1  0
M  CHG  2   1  -1  13   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 213.26

Molecular Weight (Monoisotopic): 213.1022

AlogP: 2.15

#Rotatable Bonds: 1

Polar Surface Area: 28.90

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: ┄

CX LogP: -2.23

CX LogD: -2.23

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.62

Np Likeness Score: 0.32

References

1. Schwarthoff S, Tischer N, Sager H, Schätz B, Rohrbach MM, Raztsou I, Robaa D, Gaube F, Arndt HD, Winckler T..  (2021)  Evaluation of γ-carboline-phenothiazine conjugates as simultaneous NMDA receptor blockers and cholinesterase inhibitors.,  46  [PMID:34391122] [10.1016/j.bmc.2021.116355]

Source

Source(1):

• Scientific Literature