(S)-2-(2,5-Dimethoxy-4-methyl-phenyl)-1-methyl-ethylamine

ID: ALA102594

Chembl Id: CHEMBL102594

Cas Number: 43061-14-9

PubChem CID: 11789033

Max Phase: Preclinical

Molecular Formula: C12H19NO2

Molecular Weight: 209.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C[C@H](C)N)c(OC)cc1C

Standard InChI:  InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3/t9-/m0/s1

Standard InChI Key:  NTJQREUGJKIARY-VIFPVBQESA-N

Alternative Forms

1. Parent:

   

   ALA102594

   (+)-1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane

2. Alternative Forms:

   

   ALA102594

   2,5-Dimethoxy-4-methylamphetamine hydrochloride, (S)-

Molecule Features

Natural Product: Yes

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

Calculated Properties

Molecular Weight: 209.29

Molecular Weight (Monoisotopic): 209.1416

AlogP: 1.90

#Rotatable Bonds: 4

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 2.00

CX LogD: -0.42

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.82

Np Likeness Score: 0.14

References

1. McGraw NP, Castagnoli N..  (1981)  Studies on chiral interactions of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane and the corresponding N-hydroxy metabolites with cytochrome P-450.,  24  (3): [PMID:7265116] [10.1021/jm00135a012]

2. Lewin AH, Miller GM, Gilmour B..  (2011)  Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class.,  19  (23): [PMID:22037049] [10.1016/j.bmc.2011.10.007]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays