7-Aminomethyl-7-carbaguanine



Compound IDCDAMM00047
Common name7-Aminomethyl-7-carbaguanine
IUPAC name2-amino-5-(aminomethyl)-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
Molecular formulaC7H9N5O

Experimental data

Retention time6.5
Adduct[M+H]+
Actual mz180.088
Theoretical mz180.088
Error2.33
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.0229

Identifiers and class information

Inchi keyMEYMBLGOKYDGLZ-UHFFFAOYSA-N
SmilesC1=C(C2=C(N1)N=C(NC2=O)N)CN
SuperclassOrganoheterocyclic compounds
ClassPyrrolopyrimidines

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)-2
Molecular weight (mol_MW)179.181
Computed dipole moment(dipole)7.844
Total solvent accessible surface area (SASA)367.731
Hydrophobic component of SASA (FOSA)46.786
Hydrophilic component of SASA (FISA)248.322
Pie component of the SASA (PISA)72.623
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)576.752
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)5
Free energy of solvation of dipole (dip^2/V)0.106677
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0333054
Globularity descriptor (glob)0.911228
Predicted polarizability in cubic angstroms (QPpolrz)15.695
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.247
Predicted octanol/gas partition coefficient (QPlogPoct)18.037
Predicted water/gas partition coefficient (QPlogPw)15.838
Predicted octanol/water partition coefficient (QPlogPo/w)-1.86
Predicted aqueous solubility (QPlogS)0.221
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.491
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.041
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)10.913
Predicted brain/blood partition coefficient (QPlogBB)-1.213
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)4.145
Predicted skin permeability, log Kp (QPlogKp)-7.615
PM3 calculated ionization potential (IP(ev))8.431
PM3 calculated electron affinity (EA(eV))0.126
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.837
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)21.675
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)122.553
Number of nitrogen and oxygen atoms (#NandO)6
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
P04818TYMSThymidylate synthase (by homology)T98397SEA
P00491PNPPurine nucleoside phosphorylaseT78198SEA
P00374DHFRDihydrofolate reductaseT17345SEA
P47989XDHXanthine dehydrogenaseT40954SEA
P22102GARTGAR transformylaseT72042SEA
P15328FOLR1Folate receptor alphaT83386SEA
P14207FOLR2Folate receptor betaT82297SEA
Q96NT5SLC46A1Proton-coupled folate transporterT19229SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T98397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P04818TYMS
T98397DI0395Stomach cancer[ICD-11: 2B72]P04818TYMS
T78198DI0120Diabetes mellitus[ICD-11: 5A10]P00491PNP
T78198DI0167Gout[ICD-11: FA25]P00491PNP
T78198DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P00491PNP
T78198DI0283Mycosis fungoides[ICD-11: 2B01]P00491PNP
T78198DI0351Psoriasis[ICD-11: EA90]P00491PNP
T17345DI0207Indeterminate colitis[ICD-11: DD72]P00374DHFR
T17345DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00374DHFR
T17345DI0416Tuberculosis[ICD-11: 1B10-1B12]P00374DHFR
T17345DI0427Urinary tract infection[ICD-11: GC08]P00374DHFR
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T72042DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P22102GART
T83386DI0243Malaria[ICD-11: 1F40-1F45]P15328FOLR1
T83386DI0321Ovarian cancer[ICD-11: 2C73]P15328FOLR1
T19229DI0150Folate deficiency anaemia[ICD-11: 3A02]Q96NT5SLC46A1
T19229DI0231Leukaemia[ICD-11: 2A60-2B33]Q96NT5SLC46A1
T19229DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q96NT5SLC46A1

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