(S)-p-Hydroxyamphetamine

ID: ALA1927024

Chembl Id: CHEMBL1927024

Cas Number: 1693-66-9

PubChem CID: 644000

Max Phase: Preclinical

Molecular Formula: C9H13NO

Molecular Weight: 151.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (S)-P-Hydroxyamphetamine | 4-Hydroxy-dextroamphetamine|(+)-Paredrine|1693-66-9|(S)-P-Hydroxyamphetamine|d-p-Hydroxyamphetamine|(+)-p-Hydroxyamphetamine|4-[(2S)-2-aminopropyl]phenol|UNII-7UDF5TX27X|7UDF5TX27X|Phenol, 4-((2S)-2-aminopropyl)-|CHEMBL1927024|phenol, 4-[(2S)-2-aminopropyl]-|p-Hydroxy-alpha-methylphenethylamine|4-Hydroxy-alpha-methylphenethylamine|(+)-Paredrinex|(S)-4-(2-AMINOPROPYL)PHENOL|D-4-Hydroxyamphetamine|(+)-4-Hydroxyamphetamine|p-Hydroxyphenylisopropylamine|SCHEMBL256809|DTXSIShow More⌵

Canonical SMILES:  C[C@H](N)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C9H13NO/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,7,11H,6,10H2,1H3/t7-/m0/s1

Standard InChI Key:  GIKNHHRFLCDOEU-ZETCQYMHSA-N

Alternative Forms

1. Parent:

   

   ALA1927024

   (S)-P-HYDROXYAMPHETAMINE

2. Alternative Forms:

   

   ALA1927024

   (s)-p-Hydroxyamphetamine 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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 151.21

Molecular Weight (Monoisotopic): 151.0997

AlogP: 1.28

#Rotatable Bonds: 2

Polar Surface Area: 46.25

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.48

CX Basic pKa: 9.80

CX LogP: 1.00

CX LogD: -0.97

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.67

Np Likeness Score: 0.58

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. Settimo L, Bellman K, Knegtel RM..  (2013)  Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.,  [PMID:24249037] [10.1007/s11095-013-1232-z]

Source

Source(1):

• Scientific Literature