2-(7-(Benzyloxy)-1H-indol-1-yl)-N,N-dimethylethan-1-amine

ID: ALA4567837

PubChem CID: 154694255

Max Phase: Preclinical

Molecular Formula: C19H22N2O

Molecular Weight: 294.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCn1ccc2cccc(OCc3ccccc3)c21

Standard InChI:  InChI=1S/C19H22N2O/c1-20(2)13-14-21-12-11-17-9-6-10-18(19(17)21)22-15-16-7-4-3-5-8-16/h3-12H,13-15H2,1-2H3

Standard InChI Key:  KTFUEIYNEDJRTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   24.3695  -27.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3684  -27.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0832  -28.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0815  -26.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7968  -27.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7970  -27.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5875  -28.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0758  -27.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5871  -26.7437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8418  -25.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6487  -25.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2009  -26.4001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0078  -26.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9463  -27.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0789  -25.7665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3633  -25.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6500  -25.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9382  -25.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2253  -25.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2273  -26.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9480  -27.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6579  -26.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567837

   ---

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: 294.40

Molecular Weight (Monoisotopic): 294.1732

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 17.40

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 3.88

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.92

References

1. Dunlap LE, Azinfar A, Ly C, Cameron LP, Viswanathan J, Tombari RJ, Myers-Turnbull D, Taylor JC, Grodzki AC, Lein PJ, Kokel D, Olson DE..  (2020)  Identification of Psychoplastogenic N,N-Dimethylaminoisotryptamine (isoDMT) Analogues through Structure-Activity Relationship Studies.,  63  (3): [PMID:31977208] [10.1021/acs.jmedchem.9b01404]

Source

Source(1):

• Scientific Literature