(R)-m-Methoxyamphetamine

ID: ALA1927027

Chembl Id: CHEMBL1927027

PubChem CID: 22809970

Max Phase: Preclinical

Molecular Formula: C10H15NO

Molecular Weight: 165.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (R)-M-Methoxyamphetamine | CHEMBL1927027|(R)-M-Methoxyamphetamine|SCHEMBL11461072|BDBM50359504|NS00116761

Canonical SMILES:  COc1cccc(C[C@@H](C)N)c1

Standard InChI:  InChI=1S/C10H15NO/c1-8(11)6-9-4-3-5-10(7-9)12-2/h3-5,7-8H,6,11H2,1-2H3/t8-/m1/s1

Standard InChI Key:  VEJWNIYARKAHFI-MRVPVSSYSA-N

Alternative Forms

1. Parent:

   

   ALA1927027

   (R)-M-Methoxyamphetamine

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: 165.24

Molecular Weight (Monoisotopic): 165.1154

AlogP: 1.58

#Rotatable Bonds: 3

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.99

CX LogP: 1.65

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.74

Np Likeness Score: -0.18

References

1. 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]

2. 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