(R)-p-Hydroxyamphetamine

ID: ALA1230845

Chembl Id: CHEMBL1230845

Cas Number: 1518-89-4

PubChem CID: 12234986

Max Phase: Preclinical

Molecular Formula: C9H13NO

Molecular Weight: 151.21

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: (R)-P-Hydroxyamphetamine | 4-[(2R)-2-aminopropyl]phenol|(R)-P-Hydroxyamphetamine|1518-89-4|(R)-4-(2-Aminopropyl)phenol|L-p-Hydroxyamphetamine|(-)-p-Hydroxyamphetamine|F4LK5VKU9B|Hydroxyamphetamine, (R)-|UNII-F4LK5VKU9B|Phenol, 4-((2R)-2-aminopropyl)-|Phenol, p-(2-aminopropyl)-, (-)-|CHEMBL1230845|PHENOL, 4-(2-AMINOPROPYL)-, (R)-|SCHEMBL125442|GIKNHHRFLCDOEU-SSDOTTSWSA-N|BDBM50359502|NS00116595|EN300-1840435|Q27457236|aeg

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-/m1/s1

Standard InChI Key:  GIKNHHRFLCDOEU-SSDOTTSWSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

TAAR1 Tclin Trace amine-associated receptor 1 (1397 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

TAAR1 Trace amine-associated receptor 1 (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Taar1 Trace amine-associated receptor 1 (899 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Taar1 Trace amine-associated receptor 1 (1619 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (11336 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 151.21Molecular Weight (Monoisotopic): 151.0997AlogP: 1.28#Rotatable Bonds: 2
Polar Surface Area: 46.25Molecular Species: BASEHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 10.48CX Basic pKa: 9.80CX LogP: 1.00CX LogD: -0.97
Aromatic Rings: 1Heavy Atoms: 11QED Weighted: 0.67Np 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. Bernhard Ellinger, Denisa Bojkova, Andrea Zaliani, Jindrich Cinatl, Carsten Claussen, Sandra Westhaus, Jeanette Reinshagen, Maria Kuzikov, Markus Wolf, Gerd Geisslinger, Philip Gribbon, Sandra Ciesek.  (2020)  Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection,  [10.21203/rs.3.rs-23951/v1]
3. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
4. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]