ID: ALA6620

Max Phase: Preclinical

Molecular Formula: C12H16F3NO2

Molecular Weight: 263.26

Molecule Type: Small molecule

Representations

Synonyms (1): Racemic DOTFM
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(C(F)(F)F)c(OC)cc1CC(C)N

Standard InChI:  InChI=1S/C12H16F3NO2/c1-7(16)4-8-5-11(18-3)9(12(13,14)15)6-10(8)17-2/h5-7H,4,16H2,1-3H3

Standard InChI Key:  WPGOTSORDNBMHP-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 263.26

Molecular Weight (Monoisotopic): 263.1133

AlogP: 2.61

#Rotatable Bonds: 4

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.90

CX LogP: 2.37

CX LogD: -0.03

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.91

Np Likeness Score: -0.10

References

1. Chambers JJ, Kurrasch-Orbaugh DM, Parker MA, Nichols DE..  (2001)  Enantiospecific synthesis and pharmacological evaluation of a series of super-potent, conformationally restricted 5-HT(2A/2C) receptor agonists.,  44  (6): [PMID:11300881] [10.1021/jm000491y]

2. Nichols DE, Frescas S, Marona-Lewicka D, Huang X, Roth BL, Gudelsky GA, Nash JF..  (1994)  1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent serotonin 5-HT2A/2C agonist.,  37  (25): [PMID:7996545] [10.1021/jm00051a011]

3. Gallardo-Godoy A, Fierro A, McLean TH, Castillo M, Cassels BK, Reyes-Parada M, Nichols DE..  (2005)  Sulfur-substituted alpha-alkyl phenethylamines as selective and reversible MAO-A inhibitors: biological activities, CoMFA analysis, and active site modeling.,  48  (7): [PMID:15801832] [10.1021/jm0493109]

4. Parker MA, Kurrasch DM, Nichols DE..  (2008)  The role of lipophilicity in determining binding affinity and functional activity for 5-HT2A receptor ligands.,  16  (8): [PMID:18296055] [10.1016/j.bmc.2008.02.033]

Source

Source(1):

• Scientific Literature