etrasimod 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
immunomodulators, both stimulant/suppressive and stimulant 5747 1206123-37-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • etrasimod
  • etrasimod arginine
  • APD334
  • APD-334
  • velsipity
Etrasimod is a sphingosine 1-phosphate (S1P) receptor modulator that binds with high affinity to S1P receptors 1, 4, and 5 (S1P1,4,5). Etrasimod has minimal activity on S1P3 (25-fold lower than Cmax at the recommended dose) and no activity on S1P2. Etrasimod partially and reversibly blocks the capacity of lymphocytes to egress from lymphoid organs, reducing the number of lymphocytes in peripheral blood. The mechanism by which etrasimod exerts therapeutic effects in UC is unknown but may involve the reduction of lymphocyte migration into the intestines.
  • Molecular weight: 457.49
  • Formula: C26H26F3NO3
  • CLOGP: 6.93
  • LIPINSKI: 1
  • HAC: 4
  • HDO: 2
  • TPSA: 62.32
  • ALOGS:
  • ROTB: 7

  • Status: ONP

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

Drug dosage:

DoseUnitRoute
2 mg O

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,DYRK1B,EGFR,EIF2AK3,ERBB2,GRK2,IKBKB,ITK,MAP2K6,MAPK7,MAPKAPK2,PDK1,PDK2,PDK4,PIK3CB,PIK3CG,PRKDC,TEK,TGFBR1 26
kinase-selectivity-class EIF2AK3,MAP2K6 2
pfas-class PFAS structural alert (1 = True, 0 = False) 1

Approvals:

DateAgencyCompanyOrphan
Dec. 10, 2023 FDA PFIZER INC

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Diabetic eye disease 196.85 51.83 23 806 157 90627461
Condition aggravated 83.93 51.83 57 772 595488 90032130
Drug ineffective 55.70 51.83 65 764 1384233 89243385
Type 2 diabetes mellitus 52.98 51.83 29 800 203215 90424403

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Diabetic eye disease 260.08 67.18 29 589 67 42620650
Type 2 diabetes mellitus 146.73 67.18 37 581 18434 42602283
Drug ineffective 84.81 67.18 70 548 630127 41990590
Condition aggravated 71.65 67.18 45 573 260709 42360008

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Diabetic eye disease 466.02 51.74 52 1169 175 110587903
Type 2 diabetes mellitus 169.88 51.74 66 1155 177166 110410912
Condition aggravated 142.49 51.74 92 1129 734744 109853334
Haematochezia 96.25 51.74 39 1182 115485 110472593
Colitis 86.77 51.74 35 1186 102288 110485790
Drug ineffective 85.46 51.74 93 1128 1520447 109067631
Colitis ulcerative 85.20 51.74 32 1189 77331 110510747
Rectal haemorrhage 65.30 51.74 30 1191 119803 110468275
Defaecation urgency 55.85 51.74 14 1207 8733 110579345
Faecal calprotectin increased 54.30 51.74 13 1208 6706 110581372

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC L04AE05 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
IMMUNOSUPPRESSANTS
IMMUNOSUPPRESSANTS
Sphingosine-1-phosphate (S1P) receptor modulators
MeSH PA D000091369 Immunomodulating Agents
MeSH PA D007155 Immunologic Factors
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:35472 anti-inflammatory drug
CHEBI has role CHEBI:35705 immunosuppressive agent
CHEBI has role CHEBI:50177 dermatologic drug
CHEBI has role CHEBI:67079 anti-inflammatory agent
CHEBI has role CHEBI:144998 sphingosine-1-phosphate receptor 1 antagonist

Related Drugs by ATC class:

L04AE Sphingosine-1-phosphate (S1P) receptor modulators 4 drugs

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

DiseaseRelationSNOMED_IDDOID
Moderately to severely active ulcerative colitis indication 64766004 DOID:8577
Myocardial infarction contraindication 22298006 DOID:5844
Mobitz type II atrioventricular block contraindication 28189009 DOID:11312
Sick sinus syndrome contraindication 36083008 DOID:13884
Angina pectoris contraindication 194828000
Decompensated cardiac failure contraindication 195111005
Cerebrovascular accident contraindication 230690007
Transient ischemic attack contraindication 266257000 DOID:224




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 9126932 July 22, 2029 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING A THERAPEUTICALLY EFFECTIVE AMOUNT OF ESTRASIMOD ARGININE
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 11007175 Jan. 6, 2036 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING ESTRASIMOD ARGININE IN AN AMOUNT EQUIVALENT TO ABOUT 2.0 MG OF ESTRASIMOD
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 12156866 Jan. 6, 2036 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING A THERAPEUTICALLY EFFECTIVE AMOUNT OF ESTRASIMOD ARGININE AS CLAIMED
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 12377071 Jan. 6, 2036 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING ESTRASIMOD L-ARGININE IN AN AMOUNT EQUIVALENT TO ABOUT 2.0 MG OF ESTRASIMOD
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 10676435 June 21, 2036 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING A THERAPEUTICALLY EFFECTIVE AMOUNT OF THE FORM OF ESTRASIMOD ARGININE AS CLAIMED
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL 11884626 June 21, 2036 A METHOD FOR TREATING ULCERATIVE COLITIS BY ADMINISTERING A THERAPEUTICALLY EFFECTIVE AMOUNT OF THE FORM OF ESTRASIMOD ARGININE AS CLAIMED

Orange Book exclusivity data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
EQ 2MG BASE VELSIPITY PFIZER N216956 Oct. 12, 2023 RX TABLET ORAL Oct. 12, 2028 NEW CHEMICAL ENTITY

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sphingosine 1-phosphate receptor 4 GPCR AGONIST EC50 6.85 DRUG LABEL
Sphingosine 1-phosphate receptor 3 GPCR PARTIAL AGONIST EC50 5.22 DRUG LABEL
Adenosine receptor A3 GPCR IC50 5.48 CHEMBL
Sphingosine 1-phosphate receptor 1 GPCR AGONIST EC50 7.36 DRUG LABEL
Sphingosine 1-phosphate receptor 5 GPCR AGONIST EC50 7.20 DRUG LABEL

External reference:

IDSource
CHEBI:229230 CHEBI
CHEMBL3358920 ChEMBL_ID
C000656249 MESH_SUPPLEMENTAL_RECORD_UI
9331 IUPHAR_LIGAND_ID
DB14766 DRUGBANK_ID
4042709 VANDF
C5139928 UMLSCUI
CHEMBL3989933 ChEMBL_ID
10435 INN_ID
1206123-97-8 SECONDARY_CAS_RN
44623998 PUBCHEM_CID
372266 MMSL
42073 MMSL
d10119 MMSL
019580 NDDF
019581 NDDF
6WH8495MMH UNII
2668045 RXNORM
D10930 KEGG_DRUG
6WH8495MMH INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Velsipity HUMAN PRESCRIPTION DRUG LABEL 1 0069-0274 TABLET, FILM COATED 2 mg ORAL NDA 29 sections