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

ID: ALA4865927

PubChem CID: 164620546

Max Phase: Preclinical

Molecular Formula: C13H13IN2

Molecular Weight: 197.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2[nH]c3cc[n+](C)cc3c2c1.[I-]

Standard InChI:  InChI=1S/C13H12N2.HI/c1-9-3-4-12-10(7-9)11-8-15(2)6-5-13(11)14-12;/h3-8H,1-2H3;1H

Standard InChI Key:  SJRRVCFKDUWHBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   35.4488  -16.1870    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   32.7232  -16.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0574  -16.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3120  -15.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7675  -15.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9684  -15.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7167  -15.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2628  -16.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1237  -15.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3772  -16.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1724  -16.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7150  -15.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4568  -15.1885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6622  -15.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9990  -14.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4215  -14.5856    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
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: 197.26

Molecular Weight (Monoisotopic): 197.1073

AlogP: 2.45

#Rotatable Bonds: ┄

Polar Surface Area: 19.67

Molecular Species: NEUTRAL

HBA: ┄

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.04

CX Basic pKa: ┄

CX LogP: -1.56

CX LogD: -1.56

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.53

Np Likeness Score: 0.15

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