D-Cathinone



Compound IDCDAMM00301
Common nameD-Cathinone
IUPAC name(2S)-2-amino-1-phenylpropan-1-one
Molecular formulaC9H11NO

Experimental data

Retention time10.81
Adduct[M+H]+
Actual mz150.091
Theoretical mz150.091
Error0.26
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.31

Identifiers and class information

Inchi keyPUAQLLVFLMYYJJ-JLDDOWRYNA-N
SmilesO=C(C=1C=CC=CC1)C(N)C
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)3
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)1
Molecular weight (mol_MW)149.192
Computed dipole moment(dipole)3.209
Total solvent accessible surface area (SASA)372.493
Hydrophobic component of SASA (FOSA)96.144
Hydrophilic component of SASA (FISA)85.381
Pie component of the SASA (PISA)190.967
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)585.35
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)3
Free energy of solvation of dipole (dip^2/V)0.0175951
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0113899
Globularity descriptor (glob)0.908498
Predicted polarizability in cubic angstroms (QPpolrz)17.169
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.09
Predicted octanol/gas partition coefficient (QPlogPoct)9.814
Predicted water/gas partition coefficient (QPlogPw)7.718
Predicted octanol/water partition coefficient (QPlogPo/w)0.934
Predicted aqueous solubility (QPlogS)-0.372
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.447
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.649
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)382.939
Predicted brain/blood partition coefficient (QPlogBB)0.092
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)193.929
Predicted skin permeability, log Kp (QPlogKp)-4.195
PM3 calculated ionization potential (IP(ev))9.82
PM3 calculated electron affinity (EA(eV))0.421
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.488
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)78.647
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)50.257
Number of nitrogen and oxygen atoms (#NandO)2
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P43681CHRNA4Neuronal acetylcholine receptor; alpha4/beta2T70967SEA
Q16853AOC3Amine oxidase, copper containingT69619SEA
P15144ANPEPAminopeptidase NT67272SEA
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P98170XIAPInhibitor of apoptosis protein 3T16769SEA
Q96RJ0TAAR1Trace amine-associated receptor 1 (by homology)T99524SwissTargetPrediction and SEA
P32297CHRNA3Neuronal acetylcholine receptor; alpha3/beta4T74166SEA
Q01959SLC6A3Dopamine transporterT55959SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
Q92769HDAC2Histone deacetylase 2T51191SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
P10145CXCL8Interleukin-8T22658SEA
O15554KCNN4Intermediate conductance calcium-activated potassium channel protein 4T42724SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q9H4A4RNPEPAminopeptidase BT57818SEA
Q16719KYNUKynureninaseT99912SEA
Q07075ENPEPAminopeptidase AT31956SEA
Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
P23975SLC6A2Norepinephrine transporterT21945SEA
P52732KIF11Kinesin-like protein 1T28484SEA
P23946CMA1ChymaseT05114SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
P50579METAP2Methionine aminopeptidase 2T75596SEA
Q9ULA0DNPEPAspartyl aminopeptidaseT45287SEA
P15085CPA1Carboxypeptidase A1T33966SEA
O14649KCNK3Potassium channel subfamily K member 3T15795SEA
Q9NPC2KCNK9Potassium channel subfamily K member 9T57613SEA
P43003SLC1A3Excitatory amino acid transporter 1T86582SEA
P53582METAP1Methionine aminopeptidase 1T42337SEA
P30926CHRNB4Neuronal acetylcholine receptor; alpha2/beta4T73724SEA
Q03405PLAURUrokinase plasminogen activator surface receptorT74363SEA
Q6DWJ6GPR139Probable G-protein coupled receptor 139T84439SEA
P51575P2RX1P2X purinoceptor 1T69091SEA
P08311CTSGCathepsin GT86385SEA
O95551TDP2Tyrosyl-DNA phosphodiesterase 2T04696SEA
Q99571P2RX4P2X purinoceptor 4T60330SEA
P17787CHRNB2Nicotinic acetylcholine receptor alpha2/beta2T82543SEA
Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
P13674P4HA1Prolyl 4-hydroxylasesubunit alpha-1T61729SEA
O43175PHGDHPhosphoglycerate dehydrogenaseT15139SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA
P09172DBHDopamine beta hydroxylaseT74937SEA
P04632CAPNS1HUMAN calpain-1 or calpain small subunit 1 heterodimerT00099SEA
Q5T7T8COX1Prostaglandin G/H synthase 1T60529SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P02708CHRNA1Neuronal acetylcholine receptor alpha-1T04689SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T70967DI0029Aneurysm/dissection[ICD-11: BD50]P43681CHRNA4
T70967DI0191Hypertensive crisis[ICD-11: BA03]P43681CHRNA4
T70967DI0196Hypotension[ICD-11: BA20-BA21]P43681CHRNA4
T69619DI0190Hypertension[ICD-11: BA00-BA04]Q16853AOC3
T67272DI0351Psoriasis[ICD-11: EA90]P15144ANPEP
T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T16769DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]P98170XIAP
T99524DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q96RJ0TAAR1
T99524DI0149Focal/segmental autonomic disorder[ICD-11: 8D8A]Q96RJ0TAAR1
T99524DI0290Narcolepsy[ICD-11: 7A20]Q96RJ0TAAR1
T74166DI0105Cough[ICD-11: MD12]P32297CHRNA3
T55959DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]Q01959SLC6A3
T55959DI0051Bipolar disorder[ICD-11: 6A60]Q01959SLC6A3
T55959DI0101Corneal disease[ICD-11: 9A76-9A78]Q01959SLC6A3
T55959DI0290Narcolepsy[ICD-11: 7A20]Q01959SLC6A3
T55959DI0308Obesity[ICD-11: 5B80-5B81]Q01959SLC6A3
T55959DI0331Parkinsonism[ICD-11: 8A00]Q01959SLC6A3
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T51191DI0241Lymphoma[ICD-11: 2A80-2A86]Q92769HDAC2
T51191DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q92769HDAC2
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T22658DI0324Pain[ICD-11: MG30-MG3Z]P10145CXCL8
T42724DI0025Alzheimer disease[ICD-11: 8A20]O15554KCNN4
T42724DI0087Chronic pain[ICD-11: MG30]O15554KCNN4
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
T21945DI0013Acute pain[ICD-11: MG31]P23975SLC6A2
T21945DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P23975SLC6A2
T21945DI0087Chronic pain[ICD-11: MG30]P23975SLC6A2
T21945DI0101Corneal disease[ICD-11: 9A76-9A78]P23975SLC6A2
T21945DI0117Depression[ICD-11: 6A70-6A7Z]P23975SLC6A2
T21945DI0166Glaucoma[ICD-11: 9C61]P23975SLC6A2
T21945DI0264Migraine[ICD-11: 8A80]P23975SLC6A2
T21945DI0301Nicotine use disorder[ICD-11: 6C4A]P23975SLC6A2
T21945DI0308Obesity[ICD-11: 5B80-5B81]P23975SLC6A2
T21945DI0324Pain[ICD-11: MG30-MG3Z]P23975SLC6A2
T21945DI0395Stomach cancer[ICD-11: 2B72]P23975SLC6A2
T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
T05114DI0039Atopic eczema[ICD-11: EA80]P23946CMA1
T05114DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P23946CMA1
T05114DI0169Gram-positive bacterial infection[ICD-11: 1B74-1F40]P23946CMA1
T05114DI0175Heart failure[ICD-11: BD10-BD1Z]P23946CMA1
T05114DI0229Left ventricular failure[ICD-11: BD11]P23946CMA1
T05114DI0287Myocardial infarction[ICD-11: BA41-BA43]P23946CMA1
T75596DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P50579METAP2
T45287DI0190Hypertension[ICD-11: BA00-BA04]Q9ULA0DNPEP
T15795DI0309Obstructive sleep apnoea[ICD-11: 7A41]O14649KCNK3
T73724DI0301Nicotine use disorder[ICD-11: 6C4A]P30926CHRNB4
T74363DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q03405PLAUR
T74363DI0404Thrombocytosis[ICD-11: 3B63]Q03405PLAUR
T84439DI0377Sex development malformative disorder[ICD-11: LD2A]Q6DWJ6GPR139
T86385DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P08311CTSG
T82543DI0301Nicotine use disorder[ICD-11: 6C4A]P17787CHRNB2
T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
T61729DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P13674P4HA1
T61729DI0413Transplant rejection[ICD-11: NE84]P13674P4HA1
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH
T00099DI0106COVID-19[ICD-11: 1D6Y]P04632CAPNS1
T60529DI0141Eye anterior segment structural developmental anomaly[ICD-11: LA11]Q5T7T8COX1
T60529DI0145Female pelvic pain[ICD-11: GA34]Q5T7T8COX1
T60529DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q5T7T8COX1
T60529DI0207Indeterminate colitis[ICD-11: DD72]Q5T7T8COX1
T60529DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q5T7T8COX1
T60529DI0320Osteoarthritis[ICD-11: FA00-FA05]Q5T7T8COX1
T60529DI0324Pain[ICD-11: MG30-MG3Z]Q5T7T8COX1
T60529DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q5T7T8COX1
T60529DI0366Rheumatoid arthritis[ICD-11: FA20]Q5T7T8COX1
T60529DI0372Seborrhoeic dermatitis[ICD-11: EA81]Q5T7T8COX1
T60529DI0416Tuberculosis[ICD-11: 1B10-1B12]Q5T7T8COX1
T60529DI0419Ulcerative colitis[ICD-11: DD71]Q5T7T8COX1
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T04689DI0411Tonus and reflex abnormality[ICD-11: MB47]P02708CHRNA1

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