CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189450 (103654)

Formula C₂₇H₃₀O₁₅

MW 594.52

InChIKey CQJPSSJEHVNDFL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 76

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -3.08

logP -2.4352

PSA 260.2

MR 138.73

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -570.52032

PM7_Total_Energy_ev -8149.7674

PM7_Electronic_Energy_ev -81430.8343

PM7_Dipole_Debye 2.40474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.832

PM7_LUMO_Energy_ev -1.204

PM7_COSMO_Area_square_ang 480.97

PM7_COSMO_Volue_cubic_ang 645.99

PM7_Electron_Affinity_ev 1.204

PM7_Ionization_Energy_ev 9.832

PM7_Energy_Gap_ev 8.628

PM7_Global_Hardness_ev 4.314

PM7_Global_Softness_ev 0.23180343069077422

PM7_Chemical_Potential_ev -5.518

PM7_Electronigativity_ev 5.518

PM7_Back_Donation_Energy_ev -1.0785

PM7_Electrophilicity_ev 3.5290129809921185

OPENEYE_Name 5,7-dihydroxy-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-2-[4-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2)c2cc(=O)c3c(o2)c(c(cc3O)O)[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H30O15/c28-7-15-19(33)21(35)23(37)26(41-15)18-12(31)5-11(30)17-13(32)6-14(40-25(17)18)9-1-3-10(4-2-9)39-27-24(38)22(36)20(34)16(8-29)42-27/h1-6,15-16,19-24,26-31,33-38H,7-8H2

InChI_3D 1S/C27H30O15/c28-7-15-19(33)21(35)23(37)26(41-15)18-12(31)5-11(30)17-13(32)6-14(40-25(17)18)9-1-3-10(4-2-9)39-27-24(38)22(36)20(34)16(8-29)42-27/h1-6,15-16,19-24,26-31,33-38H,7-8H2/t15-,16-,19-,20-,21+,22+,23-,24-,26+,27-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,13,26,27,6,10,11,12,15,14,23,24,7,8,20,21,18,19,17,22,9,16,25,40,41,32,33,28,37,38,35,36,34,39,42,29,30,31/E:(1,2)(3,4)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s20;s21;s22;s23;s24;d15;s9s14;s16s23;s24s25;s11;s12;s17;s18;s19;s20;s21;s22;s26;s27;s10s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.9944,2.8749,0;5.8584,1.3703,0;5.8661,3.3755,0;6.7301,1.8709,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;7.9064,6.0832,0;2.1611,4.7958,0;8.892,5.914,0;7.2626,5.318,0;1.1714,4.972,0;9.2373,4.97,0;7.6079,4.374,0;-.3392,5.8554,0;10.3696,3.6356,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;8.597,4.1952,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;6.3903,6.9573,0;2.1656,6.5458,0;8.8858,7.664,0;6.3969,4.8174,0;-1.2025,6.3601,0;11.0166,2.8732,0;7.6056,3.374,0;4.5616,3.1253,0;5.8565,.8703,0;5.8658,3.8755,0;7.1618,1.6186,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;8.0762,6.5535,0;2.6538,4.8809,0;9.3842,6.0021,0;6.9413,5.7011,0;1.3441,5.4412,0;9.6694,5.2215,0;7.1155,4.2873,0;-.5916,5.4237,0;-.0868,6.287,0;10.7508,3.9592,0;9.9884,3.3121,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.0179,5.2256,0;6.39,7.4573,0;2.5992,6.7947,0;9.318,7.9155,0;5.9637,5.0672,0;-1.6369,6.1126,0;11.5085,2.9627,0;

Duplicates ChEBI189450

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.sdf

Formula	C₂₇H₃₀O₁₅
MW	594.52
InChIKey	CQJPSSJEHVNDFL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	76
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-3.08
logP	-2.4352
PSA	260.2
MR	138.73
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-570.52032
PM7_Total_Energy_ev	-8149.7674
PM7_Electronic_Energy_ev	-81430.8343
PM7_Dipole_Debye	2.40474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.832
PM7_LUMO_Energy_ev	-1.204
PM7_COSMO_Area_square_ang	480.97
PM7_COSMO_Volue_cubic_ang	645.99
PM7_Electron_Affinity_ev	1.204
PM7_Ionization_Energy_ev	9.832
PM7_Energy_Gap_ev	8.628
PM7_Global_Hardness_ev	4.314
PM7_Global_Softness_ev	0.23180343069077422
PM7_Chemical_Potential_ev	-5.518
PM7_Electronigativity_ev	5.518
PM7_Back_Donation_Energy_ev	-1.0785
PM7_Electrophilicity_ev	3.5290129809921185
OPENEYE_Name	5,7-dihydroxy-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-2-[4-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2)c2cc(=O)c3c(o2)c(c(cc3O)O)[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H30O15/c28-7-15-19(33)21(35)23(37)26(41-15)18-12(31)5-11(30)17-13(32)6-14(40-25(17)18)9-1-3-10(4-2-9)39-27-24(38)22(36)20(34)16(8-29)42-27/h1-6,15-16,19-24,26-31,33-38H,7-8H2
InChI_3D	1S/C27H30O15/c28-7-15-19(33)21(35)23(37)26(41-15)18-12(31)5-11(30)17-13(32)6-14(40-25(17)18)9-1-3-10(4-2-9)39-27-24(38)22(36)20(34)16(8-29)42-27/h1-6,15-16,19-24,26-31,33-38H,7-8H2/t15-,16-,19-,20-,21+,22+,23-,24-,26+,27-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,13,26,27,6,10,11,12,15,14,23,24,7,8,20,21,18,19,17,22,9,16,25,40,41,32,33,28,37,38,35,36,34,39,42,29,30,31/E:(1,2)(3,4)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s20;s21;s22;s23;s24;d15;s9s14;s16s23;s24s25;s11;s12;s17;s18;s19;s20;s21;s22;s26;s27;s10s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.9944,2.8749,0;5.8584,1.3703,0;5.8661,3.3755,0;6.7301,1.8709,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;7.9064,6.0832,0;2.1611,4.7958,0;8.892,5.914,0;7.2626,5.318,0;1.1714,4.972,0;9.2373,4.97,0;7.6079,4.374,0;-.3392,5.8554,0;10.3696,3.6356,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;8.597,4.1952,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;6.3903,6.9573,0;2.1656,6.5458,0;8.8858,7.664,0;6.3969,4.8174,0;-1.2025,6.3601,0;11.0166,2.8732,0;7.6056,3.374,0;4.5616,3.1253,0;5.8565,.8703,0;5.8658,3.8755,0;7.1618,1.6186,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;8.0762,6.5535,0;2.6538,4.8809,0;9.3842,6.0021,0;6.9413,5.7011,0;1.3441,5.4412,0;9.6694,5.2215,0;7.1155,4.2873,0;-.5916,5.4237,0;-.0868,6.287,0;10.7508,3.9592,0;9.9884,3.3121,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.0179,5.2256,0;6.39,7.4573,0;2.5992,6.7947,0;9.318,7.9155,0;5.9637,5.0672,0;-1.6369,6.1126,0;11.5085,2.9627,0;
Duplicates	ChEBI189450
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189450.sdf