Structure

InChI Key KYYIDSXMWOZKMP-UHFFFAOYSA-N
Smile CN(C)CC(c1ccc(O)cc1)C1(O)CCCCC1
InChI
InChI=1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H25NO2
Molecular Weight 263.38
AlogP 2.73
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 43.7
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Norepinephrine transporter inhibitor DailyMed
Primary Target
NET
SERT

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 4 D003866 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Hepatitis C, Chronic 2 D019698 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 41.0
Gastrointestinal disorders Nausea 36.0
Gastrointestinal disorders Nausea 26.0
Gastrointestinal disorders Dry mouth 25.0
Nervous system disorders Headache
Gastrointestinal disorders Nausea 22.0
Gastrointestinal disorders Dry mouth 21.0
General disorders and administration site conditions Hyperhidrosis 21.0
Nervous system disorders Headache 20.0
General disorders and administration site conditions Hyperhidrosis 18.0
Gastrointestinal disorders Dry mouth 17.0
Cardiac disorders Dizziness 16.0
Cardiac disorders Dizziness 15.0
Nervous system disorders Insomnia 15.0
Gastrointestinal disorders Constipation 14.0
Nervous system disorders Insomnia 14.0
Cardiac disorders Dizziness 13.0
Nervous system disorders Insomnia 12.0
Nervous system disorders Somnolence 12.0
General disorders and administration site conditions Asthenia 11.0
Gastrointestinal disorders Diarrhoea 11.0
Gastrointestinal disorders Dry mouth 11.0
Psychiatric disorders Erectile dysfunction 11.0
General disorders and administration site conditions Fatigue 11.0
General disorders and administration site conditions Hyperhidrosis 11.0
General disorders and administration site conditions Asthenia 10.0
Gastrointestinal disorders Constipation 10.0
General disorders and administration site conditions Decreased appetite 10.0
Cardiac disorders Dizziness 10.0
General disorders and administration site conditions Fatigue 10.0
General disorders and administration site conditions Hyperhidrosis 10.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Constipation 9.0
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dry mouth
Nervous system disorders Insomnia 9.0
Nervous system disorders Somnolence 9.0
Nervous system disorders Tremor 9.0
Gastrointestinal disorders Vomiting 9.0
Psychiatric disorders Anorgasmia 8.0
General disorders and administration site conditions Decreased appetite 8.0
Psychiatric disorders Erectile dysfunction 8.0
Renal and urinary disorders Proteinuria 8.0
Investigations Protein urine present 8.0
General disorders and administration site conditions Asthenia 7.0
Reproductive system and breast disorders Ejaculation delayed 7.0
General disorders and administration site conditions Fatigue 7.0
Renal and urinary disorders Proteinuria 7.0
Investigations Protein urine present 7.0
Psychiatric disorders Disturbance in sexual arousal 6.0
Reproductive system and breast disorders Ejaculation delayed 6.0
Psychiatric disorders Erectile dysfunction 6.0
Social circumstances Fasting 6.0
Nervous system disorders Insomnia
Psychiatric disorders Libido decreased 6.0
Eye disorders Mydriasis 6.0
Renal and urinary disorders Proteinuria 6.0
Investigations Protein urine present 6.0
Gastrointestinal disorders Vomiting 6.0
Psychiatric disorders Anorgasmia 5.0
Psychiatric disorders Anxiety 5.0
General disorders and administration site conditions Decreased appetite 5.0
Psychiatric disorders Disturbance in sexual arousal 5.0
Cardiac disorders Dizziness
Reproductive system and breast disorders Ejaculation delayed 5.0
Reproductive system and breast disorders Ejaculation disorder 5.0
Psychiatric disorders Libido decreased 5.0
Renal and urinary disorders Proteinuria 5.0
Investigations Protein urine present 5.0
Ear and labyrinth disorders Vertigo 5.0
Nervous system disorders Abnormal dreams 4.0
Psychiatric disorders Anxiety 4.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Chills 4.0
Gastrointestinal disorders Constipation
Psychiatric disorders Disturbance in sexual arousal 4.0
Social circumstances Fasting 4.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Hyperhidrosis
Psychiatric disorders Libido decreased 4.0
Gastrointestinal disorders Nausea 4.0
Renal and urinary disorders Proteinuria
Investigations Protein urine present
Nervous system disorders Somnolence
Nervous system disorders Somnolence 4.0
Eye disorders Vision blurred 4.0
Gastrointestinal disorders Vomiting 4.0
Respiratory, thoracic and mediastinal disorders Yawning 4.0
Nervous system disorders Abnormal dreams 3.0
Psychiatric disorders Anorgasmia 3.0
Psychiatric disorders Anxiety 3.0
General disorders and administration site conditions Chills 3.0
Psychiatric disorders Disturbance in sexual arousal 3.0
Psychiatric disorders Erectile dysfunction 3.0
Social circumstances Fasting
General disorders and administration site conditions Feeling jittery 3.0
Psychiatric disorders Libido decreased 3.0
Psychiatric disorders Nervousness 3.0
Psychiatric disorders Orgasm abnormal 3.0
Nervous system disorders Tremor 3.0
Ear and labyrinth disorders Vertigo 3.0
Eye disorders Vision blurred 3.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 3.0
Respiratory, thoracic and mediastinal disorders Yawning 3.0
Nervous system disorders Abnormal dreams 2.0
Psychiatric disorders Anxiety
Investigations Blood pressure increased 2.0
General disorders and administration site conditions Decreased appetite
Skin and subcutaneous tissue disorders Dermatitis 2.0
Nervous system disorders Disturbance in attention 2.0
Gastrointestinal disorders Dysgeusia 2.0
Reproductive system and breast disorders Ejaculation disorder 2.0
Reproductive system and breast disorders Ejaculation failure 2.0
Social circumstances Fasting 2.0
General disorders and administration site conditions Feeling jittery 2.0
General disorders and administration site conditions Hot flush 2.0
General disorders and administration site conditions Irritability 2.0
Reproductive system and breast disorders Menopausal symptoms 2.0
Eye disorders Mydriasis 2.0
Psychiatric disorders Nervousness 2.0
Psychiatric disorders Orgasm abnormal 2.0
Nervous system disorders Paraesthesia 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Psychiatric disorders Sexual dysfunction 2.0
Psychiatric disorders Tension 2.0
Ear and labyrinth disorders Tinnitus 2.0
Nervous system disorders Tremor
Nervous system disorders Tremor 2.0
Renal and urinary disorders Urinary hesitation 2.0
Ear and labyrinth disorders Vertigo 2.0
Gastrointestinal disorders Vomiting 2.0
Investigations Weight decreased 2.0
Nervous system disorders Abnormal dreams
Psychiatric disorders Anorgasmia 1.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 1.0
Investigations Blood pressure increased
Investigations Blood pressure increased 1.0
General disorders and administration site conditions Chills
General disorders and administration site conditions Chills 1.0
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 1.0
Nervous system disorders Disturbance in attention
Nervous system disorders Disturbance in attention 1.0
Psychiatric disorders Disturbance in sexual arousal
Gastrointestinal disorders Dysgeusia
Gastrointestinal disorders Dysgeusia 1.0
Reproductive system and breast disorders Ejaculation delayed
Reproductive system and breast disorders Ejaculation delayed 1.0
Reproductive system and breast disorders Ejaculation disorder 1.0
Reproductive system and breast disorders Ejaculation failure 1.0
Psychiatric disorders Erectile dysfunction
Social circumstances Fasting 1.0
General disorders and administration site conditions Feeling jittery
General disorders and administration site conditions Feeling jittery 1.0
General disorders and administration site conditions Hot flush
General disorders and administration site conditions Hot flush 1.0
General disorders and administration site conditions Irritability
Psychiatric disorders Libido decreased
Reproductive system and breast disorders Menopausal symptoms
Reproductive system and breast disorders Menopausal symptoms 1.0
Eye disorders Mydriasis
Psychiatric disorders Nervousness
Psychiatric disorders Nervousness 1.0
Psychiatric disorders Orgasm abnormal 1.0
Nervous system disorders Paraesthesia
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 1.0
Psychiatric disorders Sexual dysfunction 1.0
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 1.0
Psychiatric disorders Tension
Psychiatric disorders Tension 1.0
Ear and labyrinth disorders Tinnitus
Ear and labyrinth disorders Tinnitus 1.0
Renal and urinary disorders Urinary hesitation 1.0
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 1.0
Eye disorders Vision blurred
Investigations Weight decreased
Respiratory, thoracic and mediastinal disorders Yawning
Respiratory, thoracic and mediastinal disorders Yawning 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
24.34
General disorders and administration site conditions
23.68
Nervous system disorders
11.84
Product issues
8.55
Gastrointestinal disorders
6.58
Injury, poisoning and procedural complications
5.92
Investigations
3.95
Cardiac disorders
3.29
Vascular disorders
3.29
Respiratory, thoracic and mediastinal disorders
2.63

Cross References

Resources Reference
CAS NUMBER 93413-62-8
ChEBI 83527
ChEMBL CHEMBL1118
DrugBank DB06700
DrugCentral 4380
EPA CompTox DTXSID40869118
FDA SRS NG99554ANW
Human Metabolome Database HMDB0060532
Guide to Pharmacology 7158
KEGG D07793
PharmGKB PA165958374
PubChem 125017
SureChEMBL SCHEMBL34864
ZINC ZINC02525885