2-Benzo[1,3]dioxol-5-yl-1-methyl-ethylamine

ID: ALA1788307

Chembl Id: CHEMBL1788307

Cas Number: 65620-66-8

PubChem CID: 3050061

Max Phase: Preclinical

Molecular Formula: C10H13NO2

Molecular Weight: 179.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (S)-3,4-Methylenedioxyamphetamine | Tenamfetamine, (+)-|65620-66-8|(S)-(+)-3,4-(Methylenedioxy)amphetamine|940U7323I4|(S)-Mda|(S)-alpha-Methyl-1,3-benzodioxole-5-ethanamine|(S)-beta-3,4-Methylenedioxyamphetamine|(S)-tenamfetamine|UNII-940U7323I4|(S)-alpha-Methyl-3,4-(methylenedioxy)phenethylamine|1,3-Benzodioxole-5-ethanamine, alpha-methyl-, (S)-|TENAMFETAMINE, (S)-|MDA,S(+)|CHEMBL1788307|SCHEMBL15162053|BDBM86238|MDA, (S)-|DTXSID80215872|Phenethylamine, alpha-methyl-3,4-(methylenedioxy)-, (S)-|Show More⌵

Canonical SMILES:  C[C@H](N)Cc1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C10H13NO2/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5,7H,4,6,11H2,1H3/t7-/m0/s1

Standard InChI Key:  NGBBVGZWCFBOGO-ZETCQYMHSA-N

Alternative Forms

1. Parent:

   

   ALA1788307

   (S)-alpha-Methyl-1,3-benzodioxole-5-ethanamine

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: 179.22

Molecular Weight (Monoisotopic): 179.0946

AlogP: 1.30

#Rotatable Bonds: 2

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: 10.01

CX LogP: 1.43

CX LogD: -1.05

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.74

Np Likeness Score: 0.28

References

1. Nichols DE, Hoffman AJ, Oberlender RA, Jacob P, Shulgin AT..  (1986)  Derivatives of 1-(1,3-benzodioxol-5-yl)-2-butanamine: representatives of a novel therapeutic class.,  29  (10): [PMID:3761319] [10.1021/jm00160a035]

2. Nichols DE, Lloyd DH, Hoffman AJ, Nichols MB, Yim GK..  (1982)  Effects of certain hallucinogenic amphetamine analogues on the release of [3H]serotonin from rat brain synaptosomes.,  25  (5): [PMID:7086839] [10.1021/jm00347a010]

3. 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]

4. Glennon RA..  (2017)  The 2014 Philip S. Portoghese Medicinal Chemistry Lectureship: The "Phenylalkylaminome" with a Focus on Selected Drugs of Abuse.,  60  (7): [PMID:28244748] [10.1021/acs.jmedchem.7b00085]

Source

Source(1):

• Scientific Literature