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

ID: ALA4849276

PubChem CID: 164614926

Max Phase: Preclinical

Molecular Formula: C12H10FIN2

Molecular Weight: 201.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[n+]1ccc2[nH]c3ccc(F)cc3c2c1.[I-]

Standard InChI:  InChI=1S/C12H9FN2.HI/c1-15-5-4-12-10(7-15)9-6-8(13)2-3-11(9)14-12;/h2-7H,1H3;1H

Standard InChI Key:  DSHSZSVVNRGDOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   27.6524  -16.1498    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   24.9269  -16.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2611  -16.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5157  -15.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9712  -14.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1721  -15.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9203  -15.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4665  -16.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3274  -15.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5809  -16.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3761  -16.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9186  -15.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6605  -15.1514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8659  -14.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2027  -14.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6251  -14.5485    0.0000 F   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: 201.22

Molecular Weight (Monoisotopic): 201.0823

AlogP: 2.28

#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: 12.85

CX Basic pKa: ┄

CX LogP: -1.93

CX LogD: -1.93

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.54

Np Likeness Score: -0.24

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