latanoprost Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
prostaglandins 1551 130209-82-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • latanoprost
  • xalatan
  • (15R)-Latanoprost
  • PhXA41
A prostaglandin F analog used to treat OCULAR HYPERTENSION in patients with GLAUCOMA.
  • Molecular weight: 432.60
  • Formula: C26H40O5
  • CLOGP: 3.60
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 3
  • TPSA: 86.99
  • ALOGS: -4.53
  • ROTB: 14

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
June 5, 1996 FDA PHARMACIA AND UPJOHN

FDA Adverse Event Reporting System

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
Eye irritation 2571.04 45.88 454 3079 4760 4630699
Intraocular pressure increased 2329.80 45.88 387 3146 2690 4632769
Eye pain 1172.78 45.88 252 3281 7465 4627994
Ocular hyperaemia 1015.56 45.88 217 3316 6223 4629236
Visual acuity reduced 579.33 45.88 150 3383 9880 4625579
Cataract 560.65 45.88 145 3388 9501 4625958
Glaucoma 492.92 45.88 108 3425 3436 4632023
Drug ineffective 451.71 45.88 276 3257 185785 4449674
Vision blurred 413.67 45.88 142 3391 24661 4610798
Eye pruritus 404.81 45.88 92 3441 3459 4632000
Dry eye 354.85 45.88 90 3443 5411 4630048
Product quality issue 338.42 45.88 116 3417 19983 4615476
Eye disorder 320.63 45.88 82 3451 5092 4630367
Visual impairment 280.16 45.88 100 3433 19360 4616099
Foreign body sensation in eyes 252.35 45.88 47 3486 635 4634824
Lacrimation increased 223.44 45.88 60 3473 4493 4630966
Corneal disorder 215.12 45.88 41 3492 631 4634828
Blindness 187.50 45.88 58 3475 7174 4628285
Drug hypersensitivity 183.34 45.88 109 3424 68291 4567168
Eye swelling 183.32 45.88 56 3477 6641 4628818
Cataract operation 172.99 45.88 38 3495 1211 4634248
Incorrect dose administered 171.80 45.88 70 3463 19315 4616144
Product dropper issue 170.79 45.88 28 3505 167 4635292
Visual field defect 170.74 45.88 44 3489 2801 4632658
Intraocular pressure test abnormal 162.63 45.88 25 3508 91 4635368
Growth of eyelashes 157.75 45.88 25 3508 116 4635343
Product container issue 155.79 45.88 35 3498 1238 4634221
Hypersensitivity 154.30 45.88 80 3453 38341 4597118
Conjunctival hyperaemia 150.54 45.88 34 3499 1232 4634227
Macular oedema 144.81 45.88 36 3497 1979 4633480
Eye discharge 132.07 45.88 31 3502 1334 4634125
Product substitution issue 126.73 45.88 46 3487 9272 4626187
Asthma 121.33 45.88 53 3480 17321 4618138
Corneal oedema 120.85 45.88 26 3507 749 4634710
Eyelid oedema 110.12 45.88 34 3499 4165 4631294
Condition aggravated 108.85 45.88 74 3459 58097 4577362
Blepharitis 104.00 45.88 23 3510 755 4634704
Macular degeneration 102.64 45.88 27 3506 1859 4633600
Iridocyclitis 102.20 45.88 24 3509 1034 4634425
Reaction to preservatives 101.31 45.88 17 3516 119 4635340
Hyphaema 100.84 45.88 18 3515 188 4635271
Cystoid macular oedema 100.57 45.88 22 3511 686 4634773
Blindness unilateral 100.35 45.88 28 3505 2408 4633051
Choroidal detachment 98.70 45.88 18 3515 214 4635245
Dyspnoea 97.42 45.88 100 3433 138885 4496574
Herpes ophthalmic 95.86 45.88 19 3514 361 4635098
Erythema of eyelid 95.05 45.88 22 3511 889 4634570
Drug intolerance 95.03 45.88 48 3485 21698 4613761
Product formulation issue 91.15 45.88 19 3514 468 4634991
Intraocular pressure fluctuation 88.64 45.88 13 3520 31 4635428
Product administration error 87.50 45.88 34 3499 8250 4627209
Photophobia 84.19 45.88 27 3506 3739 4631720
Headache 83.77 45.88 87 3446 122286 4513173
Product complaint 79.21 45.88 31 3502 7663 4627796
Keratitis 77.93 45.88 19 3514 961 4634498
Corneal opacity 75.96 45.88 16 3517 415 4635044
Product storage error 75.66 45.88 33 3500 10716 4624743
Palpitations 75.27 45.88 43 3490 24803 4610656
Abnormal sensation in eye 72.66 45.88 17 3516 720 4634739
Choroidal effusion 70.97 45.88 14 3519 259 4635200
Hypertension 70.59 45.88 54 3479 50744 4584715
Cough 70.55 45.88 56 3477 55531 4579928
Ocular surface disease 70.32 45.88 11 3522 46 4635413
Eye inflammation 70.18 45.88 19 3514 1459 4634000
Ocular discomfort 68.54 45.88 17 3516 923 4634536
Poor quality product administered 68.42 45.88 19 3514 1604 4633855
Purpura senile 67.85 45.88 10 3523 25 4635434
Eye burns 67.24 45.88 12 3521 125 4635334
Chest discomfort 67.18 45.88 39 3494 23171 4612288
Dizziness 66.45 45.88 70 3463 99801 4535658
Eyelid margin crusting 65.62 45.88 13 3520 246 4635213
Product packaging issue 64.06 45.88 15 3518 637 4634822
Uveitis 63.98 45.88 21 3512 3127 4632332
Erythema 63.61 45.88 47 3486 41893 4593566
Tarsal tunnel syndrome 63.33 45.88 10 3523 45 4635414
Malaise 63.21 45.88 65 3468 90092 4545367
Arrhythmia 62.18 45.88 31 3502 13601 4621858
Ulcerative keratitis 61.53 45.88 16 3517 1051 4634408
Trabeculectomy 61.21 45.88 9 3524 22 4635437
Blepharal pigmentation 60.10 45.88 10 3523 66 4635393
Hypoacusis 59.96 45.88 24 3509 6285 4629174
Hypotony of eye 57.69 45.88 11 3522 169 4635290
Punctate keratitis 57.20 45.88 12 3521 305 4635154
Anterior chamber disorder 56.68 45.88 10 3523 97 4635362
Eye infection 56.10 45.88 17 3516 1952 4633507
Blood cholesterol increased 55.69 45.88 25 3508 8681 4626778
Product packaging quantity issue 55.08 45.88 14 3519 840 4634619
Eyelash thickening 54.87 45.88 8 3525 18 4635441
Intraocular pressure decreased 54.07 45.88 10 3523 129 4635330
Eye oedema 54.01 45.88 13 3520 622 4634837
Conjunctival haemorrhage 53.88 45.88 15 3518 1277 4634182
Conjunctival oedema 53.64 45.88 12 3521 415 4635044
Eyelid irritation 53.07 45.88 11 3522 263 4635196
Expired product administered 53.01 45.88 17 3516 2350 4633109
Bradycardia 52.58 45.88 33 3500 22536 4612923
Limb injury 51.19 45.88 19 3514 4062 4631397
Product use complaint 50.96 45.88 13 3520 791 4634668
Iris adhesions 50.24 45.88 10 3523 194 4635265
Open angle glaucoma 49.49 45.88 10 3523 210 4635249
Wound 48.93 45.88 19 3514 4593 4630866
Pruritus 48.43 45.88 51 3482 72521 4562938
Iritis 48.06 45.88 13 3520 994 4634465
Eyelid disorder 47.40 45.88 11 3522 449 4635010
Metamorphopsia 46.80 45.88 11 3522 475 4634984
Skin discolouration 46.28 45.88 22 3511 8696 4626763
Conjunctivitis 46.15 45.88 18 3515 4402 4631057
Arthritis 45.99 45.88 26 3507 14674 4620785
Corneal neovascularisation 45.88 45.88 8 3525 72 4635387

Pharmacologic Action:

SourceCodeDescription
ATC S01EE01 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Prostaglandin analogues1)
ATC S01EE51 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Prostaglandin analogues1)
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:50266 prodrug
CHEBI has role CHEBI:39456 antiglaucoma drug
FDA EPC N0000175454 Prostaglandin Analog
FDA CS M0017805 Prostaglandins

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ocular hypertension indication 4210003 DOID:9282
Open-angle glaucoma indication 84494001 DOID:1067
Conjunctivitis contraindication 9826008 DOID:6195
Aphakia contraindication 24010005
Macular retinal edema contraindication 37231002 DOID:4449
Iritis contraindication 65074000 DOID:1406
Pseudophakia contraindication 95217000
Uveitis contraindication 128473001 DOID:13141
Cystoid macular edema contraindication 193387007 DOID:4447
Disorder of macula of retina contraindication 312999006

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
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 10532993 July 11, 2026 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 8450344 July 11, 2026 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 9096569 July 11, 2026 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% XELPROS SUN PHARMA GLOBAL N206185 Sept. 12, 2018 RX EMULSION OPHTHALMIC 9539262 Oct. 15, 2028 REDUCING ELEVATED INTRAOCULAR PRESSURE IN PATIENTS WITH OPEN-ANGLE GLAUCOMA OR OCULAR HYPERTENSION
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 10174017 Jan. 27, 2030 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 8394826 Nov. 10, 2030 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 10588901 March 14, 2034 REDUCTION IN INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 9931336 March 14, 2034 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC 9993470 March 14, 2034 REDUCTION OF ELEVATED INTRAOCULAR PRESSURE

Orange Book exclusivity data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC March 12, 2022 NEW COMBINATION
0.005% ROCKLATAN AERIE PHARMS INC N208259 March 12, 2019 RX SOLUTION/DROPS OPHTHALMIC Dec. 18, 2022 NEW CHEMICAL ENTITY

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Prostaglandin F2-alpha receptor GPCR AGONIST Ki 6.30 IUPHAR CHEMBL
Prostaglandin E2 receptor EP1 subtype GPCR Ki 5.76 PDSP
Prostaglandin E2 receptor EP3 subtype GPCR Ki 5.19 PDSP
Prostaglandin F2-alpha receptor GPCR Ki 7.01 CHEMBL

External reference:

IDSource
D000077338 MESH_DESCRIPTOR_UI
4020967 VUID
N0000148440 NUI
C0090306 UMLSCUI
D00356 KEGG_DRUG
6Z5B6HVF6O UNII
6980 INN_ID
108838001 SNOMEDCT_US
d04017 MMSL
4020967 VANDF
52442 MMSL
006059 NDDF
4959 MMSL
43611 RXNORM
386926002 SNOMEDCT_US
CHEMBL1050 ChEMBL_ID
CHEMBL1051 ChEMBL_ID
DB00654 DRUGBANK_ID
CHEBI:6384 CHEBI
5311221 PUBCHEM_CID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Xalatan HUMAN PRESCRIPTION DRUG LABEL 1 0013-8303 SOLUTION 50 ug OPHTHALMIC NDA 17 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 13985-610 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 17478-625 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 21695-986 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 12 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 24208-463 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
XELPROS HUMAN PRESCRIPTION DRUG LABEL 1 47335-317 SOLUTION/ DROPS 0.05 mg OPHTHALMIC NDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 54868-6254 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 12 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 55545-1010 SOLUTION 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 59762-0333 SOLUTION 50 ug OPHTHALMIC NDA AUTHORIZED GENERIC 17 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 61314-547 SOLUTION 50 ug OPHTHALMIC ANDA 16 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 61919-112 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 12 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 64980-516 SOLUTION 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 65862-872 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 68071-4612 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 68071-4650 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 68071-4893 SOLUTION 50 ug OPHTHALMIC ANDA 16 sections
Xalatan HUMAN PRESCRIPTION DRUG LABEL 1 68258-8976 SOLUTION 50 ug OPHTHALMIC NDA 13 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 70069-421 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
Latanoprost PF HUMAN PRESCRIPTION DRUG LABEL 1 70261-515 SOLUTION/ DROPS 0.05 mg OPHTHALMIC unapproved drug other 2 sections
Tim-Lat -PF HUMAN PRESCRIPTION DRUG LABEL 2 70261-517 SOLUTION/ DROPS 0.05 mg OPHTHALMIC unapproved drug other 2 sections
Tim-Dor-Lat HUMAN PRESCRIPTION DRUG LABEL 3 70261-521 SOLUTION/ DROPS 0.05 mg OPHTHALMIC unapproved drug other 2 sections
Tim-Brim-Dor-Lat HUMAN PRESCRIPTION DRUG LABEL 4 70261-522 SOLUTION/ DROPS 0.05 mg OPHTHALMIC unapproved drug other 2 sections
Rocklatan HUMAN PRESCRIPTION DRUG LABEL 2 70727-529 SOLUTION/ DROPS 0.05 mg OPHTHALMIC NDA 15 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 71205-154 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections