CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189451 (103655)

Formula C₂₇H₃₀O₁₄

MW 578.53

InChIKey ZIIBNXKQZAUBRD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -2.25

logP -1.4076

PSA 239.97

MR 137.569

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -542.66174

PM7_Total_Energy_ev -7855.09379

PM7_Electronic_Energy_ev -77143.42056

PM7_Dipole_Debye 4.3267

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.745

PM7_LUMO_Energy_ev -1.224

PM7_COSMO_Area_square_ang 480.57

PM7_COSMO_Volue_cubic_ang 639.28

PM7_Electron_Affinity_ev 1.224

PM7_Ionization_Energy_ev 9.745

PM7_Energy_Gap_ev 8.521

PM7_Global_Hardness_ev 4.2605

PM7_Global_Softness_ev 0.23471423541837813

PM7_Chemical_Potential_ev -5.4845

PM7_Electronigativity_ev 5.4845

PM7_Back_Donation_Energy_ev -1.065125

PM7_Electrophilicity_ev 3.530071617181082

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~{R},6~{S})-3,4,5-trihydroxy-6-methyl-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)C)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O

InChI 1/C27H30O14/c1-9-19(32)21(34)24(37)27(38-9)39-11-4-2-10(3-5-11)15-7-14(31)17-12(29)6-13(30)18(25(17)40-15)26-23(36)22(35)20(33)16(8-28)41-26/h2-7,9,16,19-24,26-30,32-37H,8H2,1H3

InChI_3D 1S/C27H30O14/c1-9-19(32)21(34)24(37)27(38-9)39-11-4-2-10(3-5-11)15-7-14(31)17-12(29)6-13(30)18(25(17)40-15)26-23(36)22(35)20(33)16(8-28)41-26/h2-7,9,16,19-24,26-30,32-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,24+,26-,27-/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,5,13,27,23,6,10,11,12,15,14,24,7,8,21,20,19,18,17,22,9,16,25,40,32,33,28,38,37,36,35,34,39,31,41,29,30/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s9s14;s16s24;s23s25;s11;s12;s17;s18;s19;s20;s21;s22;s27;s10s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.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;7.256,5.7097,0;2.1611,4.7958,0;8.2416,5.5405,0;6.6122,4.9445,0;8.5869,4.5965,0;1.1714,4.972,0;6.9575,4.0005,0;9.2339,3.834,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;7.9466,3.8217,0;.8675,-1.4978,0;-.8675,1.5031,0;2.7232,2.5879,0;4.0167,4.7256,0;5.7399,6.5838,0;2.1656,6.5458,0;8.2354,7.2905,0;5.7465,4.444,0;-1.2025,6.3601,0;6.9552,3.0005,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;7.4258,6.18,0;2.6538,4.8809,0;8.7338,5.6286,0;6.2909,5.3276,0;9.019,4.848,0;1.3441,5.4412,0;6.4651,3.9138,0;9.6152,4.1575,0;8.8527,3.5105,0;9.5575,3.4528,0;-.5916,5.4237,0;-.0868,6.287,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.1561,2.8381,0;4.0179,5.2256,0;5.7396,7.0838,0;2.5992,6.7947,0;8.6676,7.542,0;5.3133,4.6937,0;-1.6369,6.1126,0;

Duplicates ChEBI189451

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.sdf

Formula	C₂₇H₃₀O₁₄
MW	578.53
InChIKey	ZIIBNXKQZAUBRD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-2.25
logP	-1.4076
PSA	239.97
MR	137.569
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-542.66174
PM7_Total_Energy_ev	-7855.09379
PM7_Electronic_Energy_ev	-77143.42056
PM7_Dipole_Debye	4.3267
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.745
PM7_LUMO_Energy_ev	-1.224
PM7_COSMO_Area_square_ang	480.57
PM7_COSMO_Volue_cubic_ang	639.28
PM7_Electron_Affinity_ev	1.224
PM7_Ionization_Energy_ev	9.745
PM7_Energy_Gap_ev	8.521
PM7_Global_Hardness_ev	4.2605
PM7_Global_Softness_ev	0.23471423541837813
PM7_Chemical_Potential_ev	-5.4845
PM7_Electronigativity_ev	5.4845
PM7_Back_Donation_Energy_ev	-1.065125
PM7_Electrophilicity_ev	3.530071617181082
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~{R},6~{S})-3,4,5-trihydroxy-6-methyl-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)C)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI	1/C27H30O14/c1-9-19(32)21(34)24(37)27(38-9)39-11-4-2-10(3-5-11)15-7-14(31)17-12(29)6-13(30)18(25(17)40-15)26-23(36)22(35)20(33)16(8-28)41-26/h2-7,9,16,19-24,26-30,32-37H,8H2,1H3
InChI_3D	1S/C27H30O14/c1-9-19(32)21(34)24(37)27(38-9)39-11-4-2-10(3-5-11)15-7-14(31)17-12(29)6-13(30)18(25(17)40-15)26-23(36)22(35)20(33)16(8-28)41-26/h2-7,9,16,19-24,26-30,32-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,24+,26-,27-/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,5,13,27,23,6,10,11,12,15,14,24,7,8,21,20,19,18,17,22,9,16,25,40,32,33,28,38,37,36,35,34,39,31,41,29,30/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s9s14;s16s24;s23s25;s11;s12;s17;s18;s19;s20;s21;s22;s27;s10s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.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;7.256,5.7097,0;2.1611,4.7958,0;8.2416,5.5405,0;6.6122,4.9445,0;8.5869,4.5965,0;1.1714,4.972,0;6.9575,4.0005,0;9.2339,3.834,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;7.9466,3.8217,0;.8675,-1.4978,0;-.8675,1.5031,0;2.7232,2.5879,0;4.0167,4.7256,0;5.7399,6.5838,0;2.1656,6.5458,0;8.2354,7.2905,0;5.7465,4.444,0;-1.2025,6.3601,0;6.9552,3.0005,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;7.4258,6.18,0;2.6538,4.8809,0;8.7338,5.6286,0;6.2909,5.3276,0;9.019,4.848,0;1.3441,5.4412,0;6.4651,3.9138,0;9.6152,4.1575,0;8.8527,3.5105,0;9.5575,3.4528,0;-.5916,5.4237,0;-.0868,6.287,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.1561,2.8381,0;4.0179,5.2256,0;5.7396,7.0838,0;2.5992,6.7947,0;8.6676,7.542,0;5.3133,4.6937,0;-1.6369,6.1126,0;
Duplicates	ChEBI189451
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189451.sdf