2-({1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl}formamido)-5-carbamimidamidopentanoic acid



Compound IDCDAMM00157
Common name2-({1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl}formamido)-5-carbamimidamidopentanoic acid
IUPAC name5-(diaminomethylideneamino)-2-[[1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]amino]pentanoic acid
Molecular formulaC16H29N5O5

Experimental data

Retention time32.61
Adduct[M+H]+
Actual mz372.224
Theoretical mz372.224
Error0.1
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.1567

Identifiers and class information

Inchi keyVVZFVPMPVCQRCY-UHFFFAOYSA-N
SmilesCC(C)(C)OC(=O)N1CCCC1C(=O)NC(CCCN=C(N)N)C(=O)O
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)1
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)9
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)371.436
Computed dipole moment(dipole)13.73
Total solvent accessible surface area (SASA)641.261
Hydrophobic component of SASA (FOSA)378.549
Hydrophilic component of SASA (FISA)262.712
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1187.59
Number of hydrogen bond donors (donorHB)5.25
Number of hydrogen bond acceptors (accptHB)8.25
Free energy of solvation of dipole (dip^2/V)0.158743
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0294781
Globularity descriptor (glob)0.84575
Predicted polarizability in cubic angstroms (QPpolrz)35.595
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.3
Predicted octanol/gas partition coefficient (QPlogPoct)26.095
Predicted water/gas partition coefficient (QPlogPw)18.291
Predicted octanol/water partition coefficient (QPlogPo/w)0.83
Predicted aqueous solubility (QPlogS)-2.791
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.701
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-0.846
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)5.706
Predicted brain/blood partition coefficient (QPlogBB)-2.428
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.45
Predicted skin permeability, log Kp (QPlogKp)-7.56
PM3 calculated ionization potential (IP(ev))8.471
PM3 calculated electron affinity (EA(eV))-0.378
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-0.698
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)32.385
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)19.08
Van der Waals surface area (PSA)184.231
Number of nitrogen and oxygen atoms (#NandO)10
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q07820MCL1Induced myeloid leukemia cell differentiation protein Mcl-1T14912SEA
P00734F2ThrombinT94033SEA
P08514ITGA2BIntegrin alpha-IIb/beta-3T50688SEA
P98170XIAPInhibitor of apoptosis protein 3T16769SEA
P42785PRCPLysosomal Pro-X carboxypeptidaseT20371SEA
P00747PLGPlasminogenT89034SEA
P43235CTSKCathepsin KT11388SEA
Q96IY4CPB2Carboxypeptidase B2 isoform AT98022SEA
P12955PEPDXaa-Pro dipeptidaseT94823SEA
P08575PTPRCLeukocyte common antigenT43115SEA
P35270SPRSubstance-P receptorT47094SEA
P37288AVPR1AVasopressin V1a receptor (by homology)T79232SEA
P04229HLA-DRB1HLA class II histocompatibility antigen DRB1-1T83611SEA
P34981TRHRThyrotropin-releasing hormone receptorT77796SEA
Q01726MC1RMelanocortin receptor 1T35842SEA
P23946CMA1ChymaseT05114SEA
P00742F10Thrombin and coagulation factor XT84631SEA
P62942FKBP1AFK506-binding protein 1AT76059SEA
P00750PLATTissue-type plasminogen activatorT45299SEA
Q13489BIRC3Baculoviral IAP repeat-containing protein 3T35173SEA
Q13490BIRC2Baculoviral IAP repeat-containing protein 2T84780SEA
P48147PREPProlyl endopeptidaseT86161SEA
P04035HMGCRHMG-CoA reductaseT53585SEA
P04439HLA-AHLA class I histocompatibility antigen A-3T08985SEA
P79483HLA-DRB3HLA class II histocompatibility antigen DRB3-1T49146SEA
P06756ITGAVVitronectin receptor alphaT67103SEA
P17301ITGA2Integrin alpha-2T55293SEA
P05556ITGB1Integrin alpha2/beta1T01851SEA
P21730C5AR1C5a anaphylatoxin chemotactic receptorT15439SEA
P30874SSTR2Somatostatin receptor 2T53024SEA
Q99895CTRCChymotrypsin CT10118SEA
P50052AGTR2Angiotensin II receptorT09909SEA
P30989NTSR1Neurotensin receptor 1T02728SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P25116F2RProteinase-activated receptor 1T36483SEA
P26010ITGB7Integrin alpha-4/beta-7T07403SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P42226STAT6Signal transducer and activator of transcription 6T20585SEA
P98073TMPRSS15EnteropeptidaseT75772SEA
P28065PSMB9Proteasome subunit beta type-9T06792SEA
P61964WDR5WD repeat-containing protein 5T77393SEA
Q15661TPSAB1Tryptase beta-1T14558SEA
Q8IU80TMPRSS6Transmembrane protease serine 6T13863SEA
O75907DGAT1Diacylglycerol O-acyltransferase 1T16688SEA
Q9UNI1CELA1Elastase 1T22839SEA
P47901AVPR1BVasopressin V1b receptorT59881SEA
Q13451FKBP5Peptidyl-prolyl cis-trans isomerase FKBP5T98337SEA
P13612ITGA4Integrin alpha-4T97587SEA
Q00975CACNA1BVoltage-gated N-type calcium channel alpha-1B subunitT38338SEA
P10144GZMBGranzyme BT08298SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P08311CTSGCathepsin GT86385SEA
Q04756HGFACHepatocyte growth factor activatorT38584SEA
P15169CPN1Carboxypeptidase N, catalytic subunitT34471SEA
O43895XPNPEP2Xaa-Pro aminopeptidase 2T68320SEA
Q14145KEAP1Kelch-like ECH-associated protein 1T83198SEA
O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
P22735TGM1Protein-glutamine gamma-glutamyltransferase KT63217SEA
P09958FURHUMAN dibasic-processing enzymeT98945SEA
Q9GZQ6NPFFR1Neuropeptide FF receptor 1T79780SEA
Q9Y5X5NPFFR2Neuropeptide FF receptor 2T90818SEA
P17342NPR3Natriuretic peptide receptorT92963SEA
P16066NPR1Atrial natriuretic peptide receptor AT71230SEA
P05106ITGB3Integrin beta-3T26457SEA
O95665NTSR2Neurotensin receptor type 2T95605SEA
Q9HB89NMUR1Neuromedin-U receptor 1T83382SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA
P26012ITGB8Integrin beta-8T64597SEA
P01589IL2RAInterleukin 2 receptor alphaT03313SEA
O15393TMPRSS2HUMAN transmembrane protease serine 2T99908SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T14912DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q07820MCL1
T14912DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q07820MCL1
T14912DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q07820MCL1
T14912DI0252Melanoma[ICD-11: 2C30]Q07820MCL1
T14912DI0274Multiple myeloma[ICD-11: 2A83]Q07820MCL1
T14912DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q07820MCL1
T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
T50688DI0007Acquired hypermelanosis[ICD-11: ED60]P08514ITGA2B
T50688DI0030Angina pectoris[ICD-11: BA40]P08514ITGA2B
T50688DI0287Myocardial infarction[ICD-11: BA41-BA43]P08514ITGA2B
T16769DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]P98170XIAP
T89034DI0030Angina pectoris[ICD-11: BA40]P00747PLG
T89034DI0052Bleeding disorder[ICD-11: GA20-GA21]P00747PLG
T89034DI0254Menopausal disorder[ICD-11: GA30]P00747PLG
T89034DI0287Myocardial infarction[ICD-11: BA41-BA43]P00747PLG
T89034DI0345Procedure injury[ICD-11: NE81]P00747PLG
T89034DI0357Pulmonary thromboembolism[ICD-11: BB00]P00747PLG
T11388DI0237Low bone mass disorder[ICD-11: FB83]P43235CTSK
T98022DI0073Cerebral ischaemia[ICD-11: 8B1Z]Q96IY4CPB2
T98022DI0074Cerebral ischaemic stroke[ICD-11: 8B11]Q96IY4CPB2
T98022DI0405Thrombosis[ICD-11: DB61-GB90]Q96IY4CPB2
T43115DI0012Acute myeloid leukaemia[ICD-11: 2A60]P08575PTPRC
T43115DI0414Transplanted organ/tissue[ICD-11: QB63]P08575PTPRC
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T79232DI0009Acute diabete complication[ICD-11: 5A2Y]P37288AVPR1A
T79232DI0041Autism spectrum disorder[ICD-11: 6A02]P37288AVPR1A
T79232DI0190Hypertension[ICD-11: BA00-BA04]P37288AVPR1A
T79232DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P37288AVPR1A
T79232DI0236Localisation[ICD-11: N.A.]P37288AVPR1A
T83611DI0275Multiple sclerosis[ICD-11: 8A40]P04229HLA-DRB1
T77796DI0072Central nervous system disease[ICD-11: 8A04-8D87]P34981TRHR
T35842DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]Q01726MC1R
T35842DI0205Inborn porphyrin/heme metabolism error[ICD-11: 5C58]Q01726MC1R
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
T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
T76059DI0331Parkinsonism[ICD-11: 8A00]P62942FKBP1A
T76059DI0349Pruritus[ICD-11: EC90]P62942FKBP1A
T76059DI0413Transplant rejection[ICD-11: NE84]P62942FKBP1A
T45299DI0052Bleeding disorder[ICD-11: GA20-GA21]P00750PLAT
T45299DI0345Procedure injury[ICD-11: NE81]P00750PLAT
T35173DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]Q13489BIRC3
T84780DI0259Metastatic lymph node neoplasm[ICD-11: 2D60]Q13490BIRC2
T86161DI0092Coeliac disease[ICD-11: DA95]P48147PREP
T86161DI0210Influenza[ICD-11: 1E30-1E32]P48147PREP
T86161DI0238Lung cancer[ICD-11: 2C25]P48147PREP
T86161DI0265Mild neurocognitive disorder[ICD-11: 6D71]P48147PREP
T53585DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P04035HMGCR
T53585DI0102Coronary atherosclerosis[ICD-11: BA52]P04035HMGCR
T53585DI0128Dyslipidemia[ICD-11: 5C80-5C81]P04035HMGCR
T53585DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P04035HMGCR
T53585DI0275Multiple sclerosis[ICD-11: 8A40]P04035HMGCR
T53585DI0287Myocardial infarction[ICD-11: BA41-BA43]P04035HMGCR
T53585DI0324Pain[ICD-11: MG30-MG3Z]P04035HMGCR
T49146DI0210Influenza[ICD-11: 1E30-1E32]P79483HLA-DRB3
T49146DI0231Leukaemia[ICD-11: 2A60-2B33]P79483HLA-DRB3
T49146DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P79483HLA-DRB3
T49146DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P79483HLA-DRB3
T67103DI0095Colorectal cancer[ICD-11: 2B91]P06756ITGAV
T67103DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06756ITGAV
T55293DI0095Colorectal cancer[ICD-11: 2B91]P17301ITGA2
T55293DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17301ITGA2
T01851DI0060Brain cancer[ICD-11: 2A00]P05556ITGB1
T01851DI0238Lung cancer[ICD-11: 2C25]P05556ITGB1
T01851DI0365Retinopathy[ICD-11: 9B71]P05556ITGB1
T15439DI0431Vasculitis[ICD-11: 4A44]P21730C5AR1
T53024DI0108Cushing syndrome[ICD-11: 5A70]P30874SSTR2
T53024DI0122Diagnostic imaging[ICD-11: N.A.]P30874SSTR2
T53024DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P30874SSTR2
T09909DI0190Hypertension[ICD-11: BA00-BA04]P50052AGTR2
T09909DI0373Secondary hypertension[ICD-11: BA04]P50052AGTR2
T02728DI0207Indeterminate colitis[ICD-11: DD72]P30989NTSR1
T36483DI0287Myocardial infarction[ICD-11: BA41-BA43]P25116F2R
T07403DI0107Crohn disease[ICD-11: DD70]P26010ITGB7
T14558DI0155Fungal infection[ICD-11: 1F29-1F2F]Q15661TPSAB1
T14558DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q15661TPSAB1
T16688DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]O75907DGAT1
T22839DI0024Alpha-1-antitrypsin deficiency[ICD-11: 5C5A]Q9UNI1CELA1
T22839DI0065Bronchitis[ICD-11: CA20]Q9UNI1CELA1
T59881DI0009Acute diabete complication[ICD-11: 5A2Y]P47901AVPR1B
T59881DI0041Autism spectrum disorder[ICD-11: 6A02]P47901AVPR1B
T59881DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P47901AVPR1B
T97587DI0107Crohn disease[ICD-11: DD70]P13612ITGA4
T97587DI0275Multiple sclerosis[ICD-11: 8A40]P13612ITGA4
T97587DI0419Ulcerative colitis[ICD-11: DD71]P13612ITGA4
T38338DI0264Migraine[ICD-11: 8A80]Q00975CACNA1B
T38338DI0305Non-thrombocytopenic purpura[ICD-11: 3B60]Q00975CACNA1B
T38338DI0324Pain[ICD-11: MG30-MG3Z]Q00975CACNA1B
T08298DI0029Aneurysm/dissection[ICD-11: BD50]P10144GZMB
T86385DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P08311CTSG
T83198DI0356Pulmonary hypertension[ICD-11: BB01]Q14145KEAP1
T83198DI0425Urinary system clinical symptom[ICD-11: MF8Y]Q14145KEAP1
T63217DI0045Autosomal Recessive Ichthyosis[ICD-11: EC20]P22735TGM1
T98945DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P09958FUR
T92963DI0175Heart failure[ICD-11: BD10-BD1Z]P17342NPR3
T71230DI0175Heart failure[ICD-11: BD10-BD1Z]P16066NPR1
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
T64597DI0083Chronic kidney disease[ICD-11: GB61]P26012ITGB8
T03313DI0413Transplant rejection[ICD-11: NE84]P01589IL2RA
T99908DI0106COVID-19[ICD-11: 1D6Y]O15393TMPRSS2

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