Simulanoquinoline



Compound IDCDAMM01475
Common nameSimulanoquinoline
IUPAC name2-[(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)methyl]-7-methoxy-2,6-dimethylpyrano[3,2-c]quinolin-5-one
Molecular formulaC37H34N2O7

Experimental data

Retention time3.49
Adduct[M+H]+
Actual mz619.244
Theoretical mz619.244
Error0.04
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6093

Identifiers and class information

Inchi keyNUVWARFQHKLGOS-UHFFFAOYNA-N
SmilesO=C1C=2C=CC(OC2C=3C=CC=C(OC)C3N1C)(C)CC4C=5C(OC)=C(OC)C=CC5C6=CC=C7C=C8OCOC8=CC7=C6N4C
SuperclassAlkaloids and derivatives
ClassBenzophenanthridine alkaloids

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)0
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)5
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)618.685
Computed dipole moment(dipole)6.122
Total solvent accessible surface area (SASA)800.172
Hydrophobic component of SASA (FOSA)465.494
Hydrophilic component of SASA (FISA)38.467
Pie component of the SASA (PISA)296.211
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1659.52
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)8.5
Free energy of solvation of dipole (dip^2/V)0.022587
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.847169
Predicted polarizability in cubic angstroms (QPpolrz)59.878
Predicted hexadecane/gas partition coefficient (QPlogPC16)15.681
Predicted octanol/gas partition coefficient (QPlogPoct)24.963
Predicted water/gas partition coefficient (QPlogPw)11.191
Predicted octanol/water partition coefficient (QPlogPo/w)6.063
Predicted aqueous solubility (QPlogS)-6.116
Conformation-independent predicted aqueous solubility (CIQPlogS)-10.173
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.418
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4276.82
Predicted brain/blood partition coefficient (QPlogBB)-0.095
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2379.67
Predicted skin permeability, log Kp (QPlogKp)-0.705
PM3 calculated ionization potential (IP(ev))8.054
PM3 calculated electron affinity (EA(eV))0.806
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)0.95
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
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)69.324
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)2
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
P11926ODC1Ornithine decarboxylaseT60366SEA
O00206TLR4Toll-like receptor 4 (by homology)T81443SEA
P12259F5Coagulation factor VT37510SEA
Q02880TOP2BDNA topoisomerase II betaT85733SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T81443DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]O00206TLR4
T81443DI0346Prostate cancer[ICD-11: 2C82]O00206TLR4
T81443DI0375Sepsis[ICD-11: 1G40-1G41]O00206TLR4
T37510DI0073Cerebral ischaemia[ICD-11: 8B1Z]P12259F5
T37510DI0375Sepsis[ICD-11: 1G40-1G41]P12259F5
T85733DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q02880TOP2B
T85733DI0076Chemoprotection[ICD-11: N.A.]Q02880TOP2B

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