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
  • 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
Intraocular pressure increased 2068.64 43.75 340 2508 2082 3380929
Eye irritation 2047.72 43.75 365 2483 3834 3379177
Eye pain 889.23 43.75 194 2654 5853 3377158
Ocular hyperaemia 839.86 43.75 180 2668 4973 3378038
Visual acuity reduced 534.47 43.75 139 2709 8875 3374136
Glaucoma 495.67 43.75 104 2744 2552 3380459
Cataract 460.81 43.75 118 2730 7058 3375953
Drug ineffective 339.55 43.75 198 2650 115892 3267119
Vision blurred 320.48 43.75 112 2736 19477 3363534
Eye pruritus 315.96 43.75 72 2776 2599 3380412
Dry eye 298.14 43.75 74 2774 3868 3379143
Eye disorder 285.37 43.75 71 2777 3746 3379265
Product quality issue 254.96 43.75 103 2745 26632 3356379
Visual impairment 235.32 43.75 82 2766 14064 3368947
Corneal disorder 189.07 43.75 36 2812 522 3382489
Foreign body sensation in eyes 187.50 43.75 36 2812 547 3382464
Visual field defect 175.82 43.75 44 2804 2366 3380645
Blindness 172.60 43.75 52 2796 5597 3377414
Cataract operation 168.71 43.75 36 2812 948 3382063
Intraocular pressure test abnormal 159.24 43.75 24 2824 69 3382942
Lacrimation increased 156.56 43.75 43 2805 3325 3379686
Eye swelling 151.56 43.75 46 2802 5071 3377940
Ophthalmic herpes simplex 146.91 43.75 25 2823 182 3382829
Growth of eyelashes 139.76 43.75 22 2826 91 3382920
Macular oedema 136.15 43.75 33 2815 1550 3381461
Hypersensitivity 132.09 43.75 66 2782 27834 3355177
Conjunctival hyperaemia 130.03 43.75 29 2819 941 3382070
Drug hypersensitivity 122.27 43.75 68 2780 35612 3347399
Product substitution issue 122.09 43.75 43 2805 7557 3375454
Eyelid oedema 106.57 43.75 32 2816 3393 3379618
Eye discharge 106.51 43.75 25 2823 1021 3381990
Corneal oedema 102.87 43.75 22 2826 584 3382427
Iridocyclitis 100.64 43.75 22 2826 649 3382362
Blepharitis 99.29 43.75 21 2827 528 3382483
Choroidal detachment 98.13 43.75 17 2831 139 3382872
Incorrect dose administered 96.87 43.75 43 2805 13871 3369140
Product formulation issue 95.35 43.75 19 2829 352 3382659
Macular degeneration 92.63 43.75 24 2824 1479 3381532
Hyphaema 92.22 43.75 16 2832 132 3382879
Erythema of eyelid 87.85 43.75 20 2828 712 3382299
Reaction to preservatives 83.23 43.75 14 2834 94 3382917
Photophobia 81.06 43.75 25 2823 2897 3380114
Headache 79.60 43.75 76 2772 91904 3291107
Product dropper issue 78.96 43.75 12 2836 37 3382974
Dyspnoea 77.84 43.75 79 2769 102855 3280156
Intraocular pressure fluctuation 77.58 43.75 11 2837 17 3382994
Condition aggravated 75.96 43.75 52 2796 39181 3343830
Blindness unilateral 72.49 43.75 21 2827 1963 3381048
Hypertension 72.14 43.75 50 2798 38416 3344595
Purpura senile 68.24 43.75 10 2838 22 3382989
Keratitis 67.09 43.75 16 2832 699 3382312
Palpitations 66.95 43.75 37 2811 19046 3363965
Eye inflammation 66.87 43.75 17 2831 970 3382041
Eyelash thickening 63.83 43.75 9 2839 13 3382998
Cough 63.67 43.75 47 2801 39811 3343200
Abnormal sensation in eye 63.38 43.75 15 2833 634 3382377
Tarsal tunnel syndrome 63.19 43.75 10 2838 43 3382968
Asthma 60.50 43.75 30 2818 12372 3370639
Ulcerative keratitis 60.19 43.75 15 2833 789 3382222
Uveitis 59.12 43.75 18 2830 1995 3381016
Anterior chamber disorder 58.59 43.75 10 2838 74 3382937
Erythema 57.64 43.75 39 2809 28771 3354240
Intraocular pressure decreased 57.26 43.75 10 2838 86 3382925
Chest discomfort 56.49 43.75 32 2816 17253 3365758
Conjunctival oedema 56.33 43.75 12 2836 312 3382699
Blood cholesterol increased 55.84 43.75 24 2824 7145 3375866
Trabeculectomy 55.10 43.75 8 2840 16 3382995
Dizziness 54.59 43.75 57 2791 76455 3306556
Drug intolerance 53.02 43.75 27 2821 11771 3371240
Malaise 52.76 43.75 52 2796 65125 3317886
Eye infection 52.17 43.75 15 2833 1364 3381647
Eye oedema 50.86 43.75 12 2836 500 3382511
Poor quality drug administered 50.57 43.75 14 2834 1109 3381902
Conjunctival haemorrhage 50.02 43.75 14 2834 1155 3381856
Bradycardia 49.50 43.75 29 2819 16640 3366371
Hypoacusis 47.97 43.75 19 2829 4601 3378410
Arrhythmia 47.32 43.75 24 2824 10373 3372638
Asthenopia 46.22 43.75 11 2837 476 3382535
Iritis 46.12 43.75 12 2836 750 3382261
Product storage error 46.07 43.75 20 2828 6095 3376916
Anosmia 45.98 43.75 13 2835 1112 3381899
Circumstance or information capable of leading to medication error 45.65 43.75 15 2833 2127 3380884
Eyelids pruritus 44.67 43.75 10 2838 329 3382682
Corneal opacity 44.35 43.75 10 2838 340 3382671
Eyelid disorder 44.21 43.75 10 2838 345 3382666
Eye burns 43.94 43.75 8 2840 89 3382922

Pharmacologic Action:

SourceCodeDescription
ATC S01EE01 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Prostaglandin analogues1)
FDA EPC N0000175454 Prostaglandin Analog
FDA Chemical/Ingredient N0000007706 Prostaglandins
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

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)

None

Orange Book exclusivity data (new drug applications)

None

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
4020967 VUID
N0000148440 NUI
C0090306 UMLSCUI
1961 IUPHAR_LIGAND_ID
D00356 KEGG_DRUG
6Z5B6HVF6O UNII
6980 INN_ID
DB00654 DRUGBANK_ID
d04017 MMSL
4020967 VANDF
N0000148440 NDFRT
N0000007145 NDFRT
52442 MMSL
006059 NDDF
4959 MMSL
43611 RXNORM
108838001 SNOMEDCT_US
386926002 SNOMEDCT_US
CHEMBL1050 ChEMBL_ID
CHEMBL1051 ChEMBL_ID
5311221 PUBCHEM_CID
C072042 MESH_SUPPLEMENTAL_RECORD_UI
CHEBI:6384 CHEBI

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Xalatan HUMAN PRESCRIPTION DRUG LABEL 1 0013-8303 SOLUTION 50 ug OPHTHALMIC NDA 17 sections
Latanoprost HUMAN PRESCRIPTION DRUG LABEL 1 0517-0830 SOLUTION 50 ug OPHTHALMIC ANDA 16 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
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 50090-1240 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
LATANOPROST HUMAN PRESCRIPTION DRUG LABEL 1 52125-470 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 13 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 68071-1683 SOLUTION/ DROPS 50 ug OPHTHALMIC ANDA 16 sections
Xalatan HUMAN PRESCRIPTION DRUG LABEL 1 68258-8976 SOLUTION 50 ug OPHTHALMIC NDA 13 sections