2-(4-Fluoro-1H-indol-1-yl)-N,N-dimethylethan-1-amine Fumarate Salt

ID: ALA4551313

PubChem CID: 155555331

Max Phase: Preclinical

Molecular Formula: C16H19FN2O4

Molecular Weight: 206.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCn1ccc2c(F)cccc21.O=C(O)/C=C/C(=O)O

Standard InChI:  InChI=1S/C12H15FN2.C4H4O4/c1-14(2)8-9-15-7-6-10-11(13)4-3-5-12(10)15;5-3(6)1-2-4(7)8/h3-7H,8-9H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

Standard InChI Key:  QQBDNXYBZKYRDA-WLHGVMLRSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   37.1038  -27.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8183  -27.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5327  -27.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2472  -27.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9616  -27.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2472  -26.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3893  -27.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1038  -28.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6649  -26.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6638  -27.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3785  -27.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3767  -25.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0922  -26.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0924  -27.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8828  -27.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3712  -26.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8824  -26.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1371  -25.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9440  -25.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4962  -25.6580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3031  -25.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2415  -26.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3787  -28.3274    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  1  7  1  0
  1  8  2  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 11 23  1  0
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: 206.26

Molecular Weight (Monoisotopic): 206.1219

AlogP: 2.34

#Rotatable Bonds: 3

Polar Surface Area: 8.17

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.25

CX LogP: 2.46

CX LogD: 0.61

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: -1.96

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