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

ID: ALA4856643

Cas Number: 70539-84-3

PubChem CID: 6619043

Max Phase: Preclinical

Molecular Formula: C19H20N2

Molecular Weight: 276.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2[nH]c3c(c2c1)CN(Cc1ccccc1)CC3

Standard InChI:  InChI=1S/C19H20N2/c1-14-7-8-18-16(11-14)17-13-21(10-9-19(17)20-18)12-15-5-3-2-4-6-15/h2-8,11,20H,9-10,12-13H2,1H3

Standard InChI Key:  HLKQPYUVQYSQSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   13.5646  -18.0472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8988  -17.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1534  -16.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6089  -16.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8098  -16.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5581  -17.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1042  -17.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9689  -16.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2186  -17.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0097  -17.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5567  -17.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3070  -16.3586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5102  -16.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557  -15.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6545  -15.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9004  -16.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6983  -16.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2480  -16.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9942  -15.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1968  -15.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2629  -15.7454    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
  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:

   

   ALA4856643

   1H-Pyrido[4,3-b]indole, 2,3,4,5-tetrahydro-8-methyl-2-(phenylmethyl)-

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: 276.38

Molecular Weight (Monoisotopic): 276.1626

AlogP: 4.03

#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: 7.23

CX LogP: 3.98

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -1.18

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