(S)2-Amino-1-phenyl-propan-1-one

ID: ALA2104047

Cas Number: 71031-15-7

PubChem CID: 62258

Max Phase: Phase

Molecular Formula: C9H11NO

Molecular Weight: 149.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cathinone (incb:green list) | D-cathinone | Norephedrone | S-(-)-cathinone | C08301 | J18.754B | Cathinone|Norephedrone|d-Cathinone|71031-15-7|l-Cathinone|(2S)-2-amino-1-phenylpropan-1-one|Cathinone [INN]|Cathinonum|Catinona|(S)-2-Aminopropiophenone|(-)-Cathinone|(S)-(-)-Cathinone|S-(-)-cathinone|alpha-Aminopropiophenone|1-Propanone, 2-amino-1-phenyl-, (S)-|CHEBI:4110|(-)-.alpha.-Aminopropiophenone|C08301|540EI4406J|J18.754B|(4R,5S)-4-methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine|Cathinone (incShow More⌵

Canonical SMILES:  C[C@H](N)C(=O)c1ccccc1

Standard InChI:  InChI=1S/C9H11NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,10H2,1H3/t7-/m0/s1

Standard InChI Key:  PUAQLLVFLMYYJJ-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  1  0  0  0  0  0999 V2000
    0.0792   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -2.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -1.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125    1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750    1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  4  5  1  6
  6  3  1  0
  7  3  2  0
  8  4  1  0
  9  7  1  0
 10  6  2  0
 11  9  2  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2104047

   CATHINONE

2. Alternative Forms:

   

   ALA2104047

   Cathinone hydrochloride

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 149.19

Molecular Weight (Monoisotopic): 149.0841

AlogP: 1.22

#Rotatable Bonds: 2

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.55

CX LogP: 1.18

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.64

Np Likeness Score: -0.08

References

1. Glennon RA, Liebowitz SM, Anderson GM..  (1980)  Serotonin receptor affinities of psychoactive phenalkylamine analogues.,  23  (3): [PMID:7365744] [10.1021/jm00177a017]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. PubChem BioAssay data set, 

4. Noorizadeh H, Noorizadeh M, Farmany A.  (2012)  Advanced QSRR models of toxicological screening of basic drugs in whole blood by UPLC-TOFMS,  21  (12): [10.1007/s00044-012-9977-1]

5. 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(3):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names