U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C11H14ClN
Molecular Weight 195.689
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LORCASERIN

SMILES

C[C@H]1CNCCC2=C1C=C(Cl)C=C2

InChI

InChIKey=XTTZERNUQAFMOF-QMMMGPOBSA-N
InChI=1S/C11H14ClN/c1-8-7-13-5-4-9-2-3-10(12)6-11(8)9/h2-3,6,8,13H,4-5,7H2,1H3/t8-/m0/s1

HIDE SMILES / InChI
Molecular Formula C11H14ClN
Molecular Weight 195.689
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:41:10 UTC 2023
Edited
by admin
on Fri Dec 15 15:41:10 UTC 2023
Record UNII
637E494O0Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LORCASERIN
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
LORCASERIN [MI]
Common Name English
lorcaserin [INN]
Common Name English
LORCASERIN [VANDF]
Common Name English
(1R)-8-CHLORO-1-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE
Systematic Name English
1H-3-BENZAZEPINE, 8-CHLORO-2,3,4,5-TETRAHYDRO-1-METHYL-, (1R)-
Systematic Name English
Lorcaserin [WHO-DD]
Common Name English
ADP356
Code English
ADP-356
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 828021
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
WHO-ATC A08AA11
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
FDA ORPHAN DRUG 758920
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
LIVERTOX NBK548834
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
WHO-VATC QA08AA11
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
NDF-RT N0000185010
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
FDA ORPHAN DRUG 565816
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
DEA NO. 1625
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
Code System Code Type Description
DAILYMED
637E494O0Z
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
NDF-RT
N0000185009
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY Serotonin 2c Receptor Agonists [MoA]
ChEMBL
CHEMBL360328
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
HSDB
8128
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
MESH
C506658
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
NDF-RT
N0000182137
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY Cytochrome P450 2D6 Inhibitors [MoA]
CHEBI
65353
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
SMS_ID
100000128165
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
WIKIPEDIA
LORCASERIN
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
INN
8765
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
PUBCHEM
11658860
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
EVMPD
SUB34935
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
NCI_THESAURUS
C76102
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
DRUG CENTRAL
4374
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
RXCUI
1300701
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY RxNorm
FDA UNII
637E494O0Z
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
EPA CompTox
DTXSID3048659
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
CAS
616202-92-7
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
MERCK INDEX
m6908
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY Merck Index
IUPHAR
2941
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
DRUG BANK
DB04871
Created by admin on Fri Dec 15 15:41:10 UTC 2023 , Edited by admin on Fri Dec 15 15:41:10 UTC 2023
PRIMARY
Related Record Type Details
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B17
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 2C
TARGET -> AGONIST
Ki
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A9
METABOLIC ENZYME -> SUBSTRATE
HUMAN SULFOTRANSFERASE 2A1
METABOLIC ENZYME -> SUBSTRATE
ESTROGEN SULFOTRANSFERASE
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 2C
TARGET -> AGONIST
EC50
5-HYDROXYTRYPTAMINE RECEPTOR 2B
OFF TARGET->WEAK AGONIST
EC50
CYTOCHROME P450 1A1
METABOLIC ENZYME -> SUBSTRATE
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> NON-INHIBITOR
ARYL SULFOTRANSFERASE 2
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2A6
METABOLIC ENZYME -> SUBSTRATE
Structure of LORCASERIN HYDROCHLORIDE, ADSORBED ON SILICON DIOXIDE (1:2 W/W)
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B15
METABOLIC ENZYME -> SUBSTRATE
Structure of LORCASERIN HYDROCHLORIDE HEMIHYDRATE
SALT/SOLVATE -> PARENT
5-HYDROXYTRYPTAMINE RECEPTOR 2A
OFF-TARGET->AGONIST
Ki
CYTOCHROME P450 2E1
METABOLIC ENZYME -> SUBSTRATE
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B7
METABOLIC ENZYME -> SUBSTRATE
5-HYDROXYTRYPTAMINE RECEPTOR 2A
OFF TARGET->WEAK AGONIST
EC50
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> NON-SUBSTRATE
CYTOCHROME P450 2B6
METABOLIC ENZYME -> SUBSTRATE
Structure of LORCASERIN HYDROCHLORIDE ANHYDROUS
SALT/SOLVATE -> PARENT
5-HYDROXYTRYPTAMINE RECEPTOR 2B
OFF TARGET->WEAK AGONIST
Ki
Related Record Type Details
Structure of (2S,3S,4S,5R)-6-(((5R)-7-CHLORO-5-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Structure of (2S,3S,4S,5R)-6-(((5R)-7-CHLORO-5-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-8-YL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Structure of 1-HYDROXY LORCASERIN
METABOLITE INACTIVE -> PARENT
MINOR
URINE
Structure of (2S,3S,4S,5R)-6-(((5R)-7-CHLORO-5-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-6-YL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Structure of (2S,3S,4S,5R)-6-(((5R)-7-CHLORO-5-METHYL-2-OXO-4,5-DIHYDRO-1H-3-BENZAZEPIN-3-YL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
M8 (1-carboxyl glucuronide) was excreted in urine greater than 10% of dose, but it was a minor metabolite in plasma.
URINE
Structure of ((5R)-7-CHLORO-5-METHYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-8-YL) HYDROGEN SULFATE
METABOLITE -> PARENT
MINOR
PLASMA
Structure of LORCASERIN N-HYDROXY
METABOLITE -> PARENT
Structure of LORCASERIN N-CARBAMOYL GLUCURONIDE
METABOLITE INACTIVE -> PARENT
MAJOR
URINE
Structure of LORCASERIN SULFAMATE
METABOLITE INACTIVE -> PARENT
MINOR
URINE
Structure of (2S,3S,4S,5R)-6-(((5R)-7-CHLORO-5-METHYL-1,2,4,5-TETRAHYDRO-3-BENZAZEPIN-3-YL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Structure of LORCASERIN N-GLUCURONIDE
METABOLITE INACTIVE -> PARENT
MINOR
PLASMA; URINE
Structure of (5R)-7-CHLORO-2,3,4,5-TETRAHYDRO-5-METHYL-1H-3-BENZAZEPIN-1-OL
METABOLITE -> PARENT
Structure of LORCASERIN 7-HYDROXY
METABOLITE -> PARENT
Related Record Type Details
Structure of LORCASERIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC Single Dose Administration

Tmax PHARMACOKINETIC Single Dose Administration

NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966