2-benzyl-8-fluoro-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

ID: ALA4859070

Cas Number: 39876-42-1

PubChem CID: 4445525

Max Phase: Preclinical

Molecular Formula: C18H17FN2

Molecular Weight: 280.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc2[nH]c3c(c2c1)CN(Cc1ccccc1)CC3

Standard InChI:  InChI=1S/C18H17FN2/c19-14-6-7-17-15(10-14)16-12-21(9-8-18(16)20-17)11-13-4-2-1-3-5-13/h1-7,10,20H,8-9,11-12H2

Standard InChI Key:  QQDXGEMPVMCBOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    3.6345  -17.8285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687  -17.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2233  -16.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788  -15.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797  -16.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280  -16.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741  -17.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0387  -16.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885  -17.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0796  -17.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266  -16.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3769  -16.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5801  -15.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256  -15.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244  -15.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9702  -16.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7682  -16.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -16.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0640  -15.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667  -15.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3328  -15.5266    0.0000 F   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
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  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
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859070

   1H-Pyrido[4,3-b]indole, 2-benzyl-8-fluoro-2,3,4,5-tetrahydro-

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: 280.35

Molecular Weight (Monoisotopic): 280.1376

AlogP: 3.87

#Rotatable Bonds: 2

Polar Surface Area: 19.03

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.62

CX LogP: 3.61

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -1.46

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