8-methoxy-5H-pyrido[4,3-b]indole

ID: ALA4846730

PubChem CID: 91665961

Max Phase: Preclinical

Molecular Formula: C12H10N2O

Molecular Weight: 198.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3ccncc3c2c1

Standard InChI:  InChI=1S/C12H10N2O/c1-15-8-2-3-11-9(6-8)10-7-13-5-4-12(10)14-11/h2-7,14H,1H3

Standard InChI Key:  JDDPTXUPKJEPTE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   12.9125  -23.6231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2467  -23.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5013  -22.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9568  -21.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1577  -21.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9060  -22.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4521  -23.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3130  -22.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5665  -23.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3617  -23.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9043  -22.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6461  -21.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8515  -21.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6108  -21.3212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8631  -20.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  8  3  1  0
  2  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
  5 14  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846730

   8-methoxy-5H-pyrido[4,3-b]indole

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: 198.22

Molecular Weight (Monoisotopic): 198.0793

AlogP: 2.72

#Rotatable Bonds: 1

Polar Surface Area: 37.91

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 9.05

CX LogP: 1.72

CX LogD: 0.81

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.65

Np Likeness Score: -0.31

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