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sertraline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
serotonin reuptake inhibitors	2436	79617-96-2

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: sertraline sertraline hydrochloride sertraline HCl	A selective serotonin uptake inhibitor that is used in the treatment of depression. Molecular weight: 306.23 Formula: C17H17Cl2N CLOGP: 5.35 LIPINSKI: 1 HAC: 1 HDO: 1 TPSA: 12.03 ALOGS: -6.32 ROTB: 2 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

sertraline
sertraline hydrochloride
sertraline HCl

A selective serotonin uptake inhibitor that is used in the treatment of depression.

Molecular weight: 306.23
Formula: C17H17Cl2N
CLOGP: 5.35
LIPINSKI: 1
HAC: 1
HDO: 1
TPSA: 12.03
ALOGS: -6.32
ROTB: 2

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
50	mg	O

ADMET properties:

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Property	Value	Reference
MRTD (Maximum Recommended Therapeutic Daily Dose)	9.33 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	44 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
S (Water solubility)	3.80 mg/mL	Benet LZ, Broccatelli F, Oprea TI
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	0.20 %	Benet LZ, Broccatelli F, Oprea TI
fu (Fraction unbound in plasma)	0.00 %	Kawashima H, Watanabe R, Esaki T, Kuroda M, Nagao C, Natsume-Kitatani Y, Ohashi R, Komura H, Mizuguchi K

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Approvals:

Date	Agency	Company	Orphan
Dec. 30, 1991	FDA	PFIZER

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Intentional self-injury	1376.95	9.64	969	234126	24718	63229209
Intentional overdose	1252.14	9.64	1457	233638	72695	63181232
Serotonin syndrome	946.96	9.64	812	234283	27870	63226057
Suicide attempt	918.11	9.64	1130	233965	59788	63194139
Suicidal ideation	853.49	9.64	1103	233992	61318	63192609
Drug abuse	768.26	9.64	1133	233962	71385	63182542
Pemphigus	662.03	9.64	3	235092	183723	63070204
Hand deformity	528.56	9.64	13	235082	159444	63094483
Systemic lupus erythematosus	506.35	9.64	83	235012	208835	63045092
Drug interaction	485.83	9.64	1904	233191	227227	63026700

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Depression	970.48	10.47	1390	114466	95708	34745367
Serotonin syndrome	738.52	10.47	576	115280	19357	34821718
Drug interaction	679.15	10.47	1958	113898	223988	34617087
Suicidal ideation	648.79	10.47	733	115123	39655	34801420
Intentional self-injury	448.30	10.47	369	115487	13402	34827673
Suicide attempt	345.22	10.47	529	115327	38587	34802488
Anxiety	336.21	10.47	901	114955	98527	34742548
Intentional overdose	325.66	10.47	547	115309	43127	34797948
Completed suicide	317.31	10.47	875	114981	97293	34743782
Drug abuse	242.52	10.47	801	115055	98295	34742780

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Serotonin syndrome	1509.98	9.63	1271	285993	43756	79413368
Intentional self-injury	1481.00	9.63	1098	286166	31321	79425803
Suicidal ideation	1332.51	9.63	1506	285758	74834	79382290
Intentional overdose	1222.61	9.63	1699	285565	104261	79352863
Suicide attempt	1136.91	9.63	1447	285817	81485	79375639
Drug interaction	934.26	9.63	3448	283816	411735	79045389
Drug abuse	899.14	9.63	1879	285385	160812	79296312
Depression	762.28	9.63	2101	285163	214689	79242435
Anxiety	670.90	9.63	2194	285070	246318	79210806
Completed suicide	669.99	9.63	2177	285087	243590	79213534

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FDA Adverse Event Reporting System (Pediatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Agitation neonatal	35.47	18.76	60	2171	588	86973
Premature baby	28.68	18.76	34	2197	3894	83667
Human herpesvirus 6 infection	21.16	18.76	15	2216	45	87516
Fever neonatal	18.97	18.76	9	2222	8	87553

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Pharmacologic Action:

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Source	Code	Description
ATC	N06AB06	NERVOUS SYSTEM PSYCHOANALEPTICS ANTIDEPRESSANTS Selective serotonin reuptake inhibitors
CHEBI has role	CHEBI:35469	antidepressants
CHEBI has role	CHEBI:50949	SSRI
FDA EPC	N0000175696	Serotonin Reuptake Inhibitor
FDA MoA	N0000000109	Serotonin Uptake Inhibitors
FDA MoA	N0000182137	Cytochrome P450 2D6 Inhibitors
MeSH PA	D000928	Antidepressive Agents
MeSH PA	D002491	Central Nervous System Agents
MeSH PA	D049990	Membrane Transport Modulators
MeSH PA	D018377	Neurotransmitter Agents

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Premenstrual dysphoric disorder	indication	596004
Social phobia	indication	25501002	DOID:11257
Depressive disorder	indication	35489007
Posttraumatic stress disorder	indication	47505003	DOID:2055
Obsessive-compulsive disorder	indication	191736004	DOID:10933
Panic disorder	indication	371631005	DOID:594
Bipolar affective disorder, current episode depression	off-label use	191627008	DOID:3312
Seasonal affective disorder	off-label use	247803002
Cholestatic pruritus	off-label use	707150004
Suicidal thoughts	contraindication	6471006

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	9.61	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Sodium-dependent serotonin transporter	Transporter	P31645	SC6A4_HUMAN	INHIBITOR	Kd	9.54	CHEMBL	CHEMBL
Sigma non-opioid intracellular receptor 1	Membrane receptor	Q99720	SGMR1_HUMAN		Ki	7.24	CHEMBL
Potassium voltage-gated channel subfamily H member 2	Ion channel	Q12809	KCNH2_HUMAN		Ki	5.17	DRUG MATRIX
Sodium-dependent noradrenaline transporter	Transporter	P23975	SC6A2_HUMAN		Kd	6.38	WOMBAT-PK
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN		Ki	6.11	DRUG MATRIX
5-hydroxytryptamine receptor 2B	GPCR	P41595	5HT2B_HUMAN		Ki	5.67	DRUG MATRIX
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN		Ki	6.25	DRUG MATRIX
Alpha-1A adrenergic receptor	GPCR	P35348	ADA1A_HUMAN		Ki	6.86	WOMBAT-PK
Alpha-2B adrenergic receptor	GPCR	P18089	ADA2B_HUMAN		Ki	7.08	DRUG MATRIX
Muscarinic acetylcholine receptor M1	GPCR	P11229	ACM1_HUMAN		Ki	6.13	PDSP

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External reference:

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ID	Source
SRE	PDB_CHEM_ID
003629	NDDF
004615	NDDF
155137	RXNORM
169461	MMSL
321958004	SNOMEDCT_US
372594008	SNOMEDCT_US
39959	MMSL
4020394	VANDF
4020551	VUID

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9654	TABLET, FILM COATED	100 mg	ORAL	ANDA	31 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9655	TABLET, FILM COATED	50 mg	ORAL	ANDA	31 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0143-9656	TABLET, FILM COATED	25 mg	ORAL	ANDA	31 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7989	TABLET, FILM COATED	25 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7989	TABLET, FILM COATED	25 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7989	TABLET, FILM COATED	25 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7990	TABLET, FILM COATED	50 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7990	TABLET, FILM COATED	50 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7990	TABLET, FILM COATED	50 mg	ORAL	ANDA	24 sections
Sertraline	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7991	TABLET, FILM COATED	100 mg	ORAL	ANDA	24 sections

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