desogestrel Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
steroids, progestogens	818	54024-22-5

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: Org 2969 desogestrel cerazette	A synthetic progestational hormone used often as the progestogenic component of combined oral contraceptive agents (ORAL CONTRACEPTIVES, COMBINED). Molecular weight: 310.48 Formula: C22H30O CLOGP: 5.50 LIPINSKI: 1 HAC: 1 HDO: 1 TPSA: 20.23 ALOGS: -5.01 ROTB: 1 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

Org 2969
desogestrel
cerazette

A synthetic progestational hormone used often as the progestogenic component of combined oral contraceptive agents (ORAL CONTRACEPTIVES, COMBINED).

Molecular weight: 310.48
Formula: C22H30O
CLOGP: 5.50
LIPINSKI: 1
HAC: 1
HDO: 1
TPSA: 20.23
ALOGS: -5.01
ROTB: 1

Status: OFP

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

Drug dosage:

None

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	0.32 mg/mL	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	0 %	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	0.01 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	5 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

Date	Agency	Company	Orphan
Dec. 10, 1992	FDA	ORGANON USA INC

FDA Adverse Event Reporting System (Female)

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
Muscle injury	1477.33	24.81	609	36398	29157	53282902
Folliculitis	1473.60	24.81	619	36388	31090	53280969
Irritable bowel syndrome	1323.74	24.81	632	36375	43000	53269059
Lower respiratory tract infection	1266.57	24.81	786	36221	90195	53221864
Impaired healing	1075.01	24.81	625	36382	63580	53248479
Blister	1001.71	24.81	643	36364	78110	53233949
Sleep disorder due to general medical condition, insomnia type	964.92	24.81	425	36582	23924	53288135
Ill-defined disorder	931.25	24.81	520	36487	48924	53263135
Gastrointestinal disorder	893.13	24.81	630	36377	89374	53222685
Sinusitis	853.97	24.81	796	36211	167768	53144291
Stomatitis	848.55	24.81	632	36375	97526	53214533
Peripheral swelling	742.14	24.81	809	36198	205299	53106760
Therapeutic product effect decreased	667.74	24.81	610	36397	125045	53187014
Joint swelling	603.90	24.81	776	36231	233862	53078197
Pruritus	571.87	24.81	849	36158	292983	53019076
Infection	545.60	24.81	633	36374	171572	53140487
Nasopharyngitis	529.26	24.81	658	36349	191637	53120422
Weight increased	521.91	24.81	674	36333	203893	53108166
Swelling	500.51	24.81	638	36369	190467	53121592
Duodenal ulcer perforation	468.09	24.81	296	36711	34887	53277172
Hypersensitivity	466.68	24.81	648	36359	210017	53102042
Confusional state	464.35	24.81	620	36387	193601	53118458
Helicobacter infection	454.20	24.81	302	36705	38767	53273292
Muscle spasticity	369.40	24.81	200	36807	17638	53294421
Rash	330.45	24.81	858	36149	445333	52866726
Pericarditis	322.61	24.81	303	36704	64103	53247956
Anti-cyclic citrullinated peptide antibody positive	321.51	24.81	287	36720	56885	53255174
Contraindicated product administered	312.95	24.81	426	36581	135203	53176856
Night sweats	281.17	24.81	216	36791	34731	53277328
Contusion	269.36	24.81	357	36650	110375	53201684
Ear pain	266.71	24.81	196	36811	29477	53282582
Body temperature increased	264.47	24.81	203	36804	32596	53279463
Discomfort	248.02	24.81	318	36689	95154	53216905
Respiratory disorder	246.78	24.81	198	36809	33899	53278160
Hand deformity	228.87	24.81	288	36719	84561	53227498
Pyrexia	228.02	24.81	704	36303	402489	52909570
Death	220.27	24.81	6	37001	357226	52954833
Glossodynia	205.80	24.81	298	36709	99993	53212066
Synovitis	203.31	24.81	308	36699	107585	53204474
Pemphigus	196.04	24.81	297	36710	103734	53208325
Wound	187.75	24.81	272	36735	91285	53220774
Hepatic enzyme increased	180.47	24.81	318	36689	125877	53186182
Arthralgia	177.77	24.81	687	36320	439096	52872963
Pneumonia	177.30	24.81	34	36973	407135	52904924
Systemic lupus erythematosus	160.23	24.81	301	36706	125113	53186946
Fall	155.85	24.81	30	36977	358410	52953649
Sleep disorder	143.25	24.81	190	36817	58680	53253379
Pain	141.86	24.81	790	36217	587608	52724451
Arthropathy	138.46	24.81	304	36703	141149	53170910
Acute kidney injury	129.58	24.81	13	36994	253855	53058204
Infusion related reaction	129.35	24.81	314	36693	155643	53156416
Nausea	129.25	24.81	204	36803	755887	52556172
Toxicity to various agents	124.06	24.81	7	37000	219591	53092468
Anaemia	122.69	24.81	22	36985	276696	53035363
Urticaria	109.88	24.81	271	36736	135614	53176445
Hypotension	108.79	24.81	22	36985	254054	53058005
Insomnia	97.27	24.81	318	36689	186754	53125305
Malaise	96.47	24.81	65	36942	357552	52954507
Dyspnoea	94.73	24.81	712	36295	585520	52726539
Pregnancy on oral contraceptive	81.29	24.81	32	36975	1347	53310712
Drug hypersensitivity	80.22	24.81	42	36965	265200	53046859
Dehydration	75.42	24.81	13	36994	168397	53143662
Decreased appetite	74.49	24.81	28	36979	214946	53097113
Urinary tract infection	74.01	24.81	37	36970	239866	53072193
Abdominal discomfort	73.62	24.81	326	36681	220736	53091323
Weight decreased	72.83	24.81	36	36971	234912	53077147
Neutropenia	69.74	24.81	13	36994	159172	53152887
Oedema peripheral	68.61	24.81	17	36990	170770	53141289
Alopecia	67.86	24.81	332	36675	234251	53077808
Drug intolerance	67.62	24.81	302	36705	205191	53106868
Product dose omission issue	66.31	24.81	25	36982	191595	53120464
Sepsis	66.23	24.81	11	36996	146418	53165641
Atrial fibrillation	64.77	24.81	3	37004	111649	53200410
Renal failure	63.25	24.81	5	37002	118447	53193612
Hyponatraemia	62.74	24.81	3	37004	108604	53203455
Cough	62.37	24.81	52	36955	256841	53055218
Febrile neutropenia	60.29	24.81	3	37004	104933	53207126
Abdominal pain upper	58.19	24.81	249	36758	166042	53146017
Dizziness	57.27	24.81	107	36900	372152	52939907
White blood cell count decreased	57.08	24.81	9	36998	124466	53187593
Platelet count decreased	56.51	24.81	5	37002	108094	53203965
Pain in extremity	56.31	24.81	69	36938	284981	53027078
Blood pressure increased	54.47	24.81	15	36992	140464	53171595
Therapeutic product effect incomplete	51.55	24.81	3	37004	91781	53220278
Hypertension	50.67	24.81	49	36958	225382	53086677
Somnolence	50.02	24.81	27	36980	167707	53144352
Bronchitis	49.29	24.81	9	36998	111890	53200169
Respiratory failure	49.06	24.81	6	37001	100506	53211553
Constipation	48.33	24.81	40	36967	198372	53113687
Gait disturbance	48.20	24.81	25	36982	158817	53153242
Thrombocytopenia	46.49	24.81	19	36988	138708	53173351
Blood creatinine increased	45.53	24.81	3	37004	82659	53229400
Neuropathy peripheral	43.97	24.81	9	36998	103178	53208881
Pancytopenia	43.00	24.81	6	37001	90922	53221137
Overdose	42.71	24.81	11	36996	107725	53204334
Haemoglobin decreased	42.57	24.81	21	36986	137286	53174773
Injection site pain	42.31	24.81	13	36994	113378	53198681
Feeling abnormal	41.49	24.81	21	36986	135280	53176779
Fatigue	40.99	24.81	722	36285	729784	52582275
Condition aggravated	40.90	24.81	91	36916	297043	53015016
Renal impairment	40.60	24.81	5	37002	83313	53228746
Myalgia	40.51	24.81	21	36986	133470	53178589
Leukopenia	39.49	24.81	3	37004	73460	53238599
Maternal exposure during pregnancy	37.82	24.81	210	36797	155429	53156630
Faecal volume decreased	36.87	24.81	11	36996	196	53311863
Hypokalaemia	36.13	24.81	11	36996	96506	53215553
Cellulitis	35.97	24.81	5	37002	75984	53236075
Cerebrovascular accident	35.89	24.81	14	36993	105160	53206899
Cardiac failure	35.53	24.81	8	36999	85836	53226223
Pleural effusion	35.19	24.81	9	36998	88570	53223489
Herpes zoster	34.73	24.81	5	37002	74014	53238045
Blood glucose increased	34.55	24.81	6	37001	77355	53234704
Syncope	33.41	24.81	18	36989	111975	53200084
Tension	32.33	24.81	23	36984	3283	53308776
Septic shock	32.19	24.81	3	37004	62226	53249833
Gastrooesophageal reflux disease	31.71	24.81	9	36998	82654	53229405
Aspartate aminotransferase increased	30.69	24.81	10	36997	84019	53228040
Hospitalisation	30.65	24.81	6	37001	71006	53241053
Cardio-respiratory arrest	29.95	24.81	3	37004	58755	53253304
Erythema	29.91	24.81	39	36968	156930	53155129
Off label use	29.61	24.81	199	36808	472013	52840046
Upper respiratory tract infection	29.49	24.81	6	37001	69091	53242968
Coma	29.39	24.81	4	37003	61779	53250280
Arthritis	29.16	24.81	12	36995	87286	53224773
Asthma	29.04	24.81	20	36987	108952	53203107
Alanine aminotransferase increased	28.78	24.81	15	36992	95080	53216979
Loss of personal independence in daily activities	27.91	24.81	7	37000	69808	53242251
Hypoglycaemia	27.65	24.81	4	37003	59009	53253050
Tachycardia	27.35	24.81	21	36986	108191	53203868
Muscle spasms	27.24	24.81	32	36975	134763	53177296
Depressed level of consciousness	27.17	24.81	3	37004	54425	53257634
Chest pain	27.17	24.81	57	36950	190128	53121931
Chills	26.95	24.81	20	36987	104828	53207231
Cardiac arrest	26.59	24.81	16	36991	93651	53218408
Depression	26.03	24.81	55	36952	182997	53129062
Hypoaesthesia	25.38	24.81	33	36974	132962	53179097
Diarrhoea	24.96	24.81	296	36711	625250	52686809

FDA Adverse Event Reporting System (Male)

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

Pharmacologic Action:

Source	Code	Description
ATC	G03AA09	GENITO URINARY SYSTEM AND SEX HORMONES SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE Progestogens and estrogens, fixed combinations
ATC	G03AB05	GENITO URINARY SYSTEM AND SEX HORMONES SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE Progestogens and estrogens, sequential preparations
ATC	G03AC09	GENITO URINARY SYSTEM AND SEX HORMONES SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE Progestogens
ATC	G03FB10	GENITO URINARY SYSTEM AND SEX HORMONES SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM PROGESTOGENS AND ESTROGENS IN COMBINATION Progestogens and estrogens, sequential preparations
FDA CS	M0447349	Progesterone Congeners
FDA EPC	N0000175602	Progestin
CHEBI has role	CHEBI:49323	contraceptive agent
CHEBI has role	CHEBI:49326	synthetic oral contraceptives
CHEBI has role	CHEBI:59826	progestins
MeSH PA	D003270	Contraceptive Agents
MeSH PA	D003271	Contraceptive Agents, Female
MeSH PA	D000080066	Contraceptive Agents, Hormonal
MeSH PA	D003278	Contraceptives, Oral, Hormonal
MeSH PA	D003280	Contraceptives, Oral, Synthetic
MeSH PA	D006728	Hormones
MeSH PA	D011372	Progestins
MeSH PA	D012102	Reproductive Control Agents

Drug Use (View source of the data)

Disease	Relation	SNOMED_ID	DOID
Contraception	indication	13197004
Amenorrhea	off-label use	14302001	DOID:13938
Female hypogonadism syndrome	off-label use	16041008
Polycystic ovaries	off-label use	69878008
Dysmenorrhea	off-label use	266599000
Abnormal uterine bleeding unrelated to menstrual cycle	off-label use	312984006
Menorrhagia	off-label use	386692008
Heart valve disorder	contraindication	368009	DOID:4079
Hyperlipoproteinemia	contraindication	3744001	DOID:1168
Hypocalcemia	contraindication	5291005
Hypercholesterolemia	contraindication	13644009
Myocardial infarction	contraindication	22298006	DOID:5844
Depressive disorder	contraindication	35489007
Chloasma	contraindication	36209000
Migraine	contraindication	37796009	DOID:6364
Hypertensive disorder	contraindication	38341003	DOID:10763
Disorder of gallbladder	contraindication	39621005	DOID:0060262
Hypothyroidism	contraindication	40930008	DOID:1459
Body fluid retention	contraindication	43498006
Thrombosis of retinal vein	contraindication	46085004
Humoral hypercalcemia of malignancy	contraindication	47709007
Dementia	contraindication	52448006
Hepatic porphyria	contraindication	55056006	DOID:3133
Systemic lupus erythematosus	contraindication	55464009	DOID:9074
Hyperlipidemia	contraindication	55822004	DOID:1168
Benign mammary dysplasia	contraindication	57993004
Obstructive hyperbilirubinemia	contraindication	59848001
Thrombophlebitis	contraindication	64156001	DOID:3875
Intermenstrual bleeding - irregular	contraindication	64996003
Diabetes mellitus	contraindication	73211009	DOID:9351
Hyperglycemia	contraindication	80394007	DOID:4195
Epilepsy	contraindication	84757009	DOID:1826
Breast lump	contraindication	89164003
Malignant neoplasm of liver	contraindication	93870000	DOID:3571
Uterine leiomyoma	contraindication	95315005	DOID:13223
Deep venous thrombosis	contraindication	128053003
Endometriosis	contraindication	129103003
Liver function tests abnormal	contraindication	166603001
Mammography abnormal	contraindication	168750009
Angina pectoris	contraindication	194828000
Asthma	contraindication	195967001	DOID:2841
Cerebrovascular accident	contraindication	230690007
Pulmonary thromboembolism	contraindication	233935004
Thrombophilia	contraindication	234467004	DOID:2452
Disease of liver	contraindication	235856003	DOID:409
Cholestasis of pregnancy	contraindication	235888006
Endometrial carcinoma	contraindication	254878006	DOID:2871
Chorea	contraindication	271700006
Pregnancy, function	contraindication	289908002
Hypertriglyceridemia	contraindication	302870006
Functional visual loss	contraindication	313165001
Malignant tumor of cervix	contraindication	363354003	DOID:4362
Malignant tumor of ovary	contraindication	363443007	DOID:2394
Thromboembolic disorder	contraindication	371039008
Cardiovascular event risk	contraindication	395112001
Disorder of coronary artery	contraindication	414024009
Obesity	contraindication	414916001	DOID:9970
Estrogen receptor positive tumor	contraindication	416053008
Porphyria	contraindication	418470004
Family history of malignant neoplasm of breast	contraindication	429740004
Hypertensive urgency	contraindication	443482000
Carcinoma of female breast	contraindication	447782002
Smokes tobacco daily	contraindication	449868002
Nonspecific Abnormal Papanicolaou Smear of Cervix	contraindication
Major Surgery with Prolonged Post-Operative Immobilization	contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	13.93	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Progesterone receptor	Nuclear hormone receptor	P06401	PRGR_HUMAN	AGONIST				WOMBAT-PK	CHEMBL
Sex hormone-binding globulin	Secreted	P04278	SHBG_HUMAN		Kd	6.60		CHEMBL

External reference:

ID	Source
4020568	VUID
N0000148270	NUI
D02367	KEGG_DRUG
C0057558	UMLSCUI
CHEBI:4453	CHEBI
CHEMBL1533	ChEMBL_ID
DB00304	DRUGBANK_ID
D017135	MESH_DESCRIPTOR_UI
40973	PUBCHEM_CID
7065	IUPHAR_LIGAND_ID
4384	INN_ID
81K9V7M3A3	UNII
22656	RXNORM
4549	MMSL
d03780	MMSL
003956	NDDF
116074007	SNOMEDCT_US
126108008	SNOMEDCT_US
4020568	VANDF

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
MERCILON	HUMAN OTC DRUG LABEL	2	72689-0020	TABLET	0.15 mg	ORAL	unapproved drug other	7 sections