CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178190_s0 (94334)

Formula C₄₀H₄₀O₂₃

MW 888.74

InChIKey TUGAMOQNDVOVML-CBLWPEHYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 103

Number_Heavy_Atoms 63

Number_Rings 6

Number_Bonds 108

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 23

HB_Donor 9

HB_Acceptor 13

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP 0.81

logP 0.063

PSA 346.56

MR 207.055

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -828.2097

PM7_Total_Energy_ev -12241.75924

PM7_Electronic_Energy_ev -151702.24877

PM7_Dipole_Debye 9.38234

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.783

PM7_LUMO_Energy_ev -1.061

PM7_COSMO_Area_square_ang 670.33

PM7_COSMO_Volue_cubic_ang 962.57

PM7_Electron_Affinity_ev 1.061

PM7_Ionization_Energy_ev 8.783

PM7_Energy_Gap_ev 7.722

PM7_Global_Hardness_ev 3.861

PM7_Global_Softness_ev 0.259000259000259

PM7_Chemical_Potential_ev -4.922

PM7_Electronigativity_ev 4.922

PM7_Back_Donation_Energy_ev -0.96525

PM7_Electrophilicity_ev 3.1372810152810153

OPENEYE_Name (2~{S},3~{R},4~{R},5~{R},6~{S})-5-[(2~{S},3~{S},4~{S},5~{R},6~{R})-6-carboxy-4,5-dihydroxy-3-[(~{E})-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyl]oxy-tetrahydropyran-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1OC)O)OC)c2cc(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)OC(=O)C=Cc6cc(c(c(c6)OC)O)OC

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@@H]2[C@@H](O[C@H]3[C@H](Oc4cc(O)c5c(c4)oc(cc5=O)c4cc(OC)c(c(c4)OC)O)O[C@@H]([C@@H]([C@H]3O)O)C(=O)O)O[C@H]([C@@H]([C@@H]2O)O)C(=O)O)cc(c1O)OC

InChI 1/C40H40O23/c1-54-21-7-14(8-22(55-2)27(21)44)5-6-25(43)60-35-31(48)29(46)34(38(52)53)62-40(35)63-36-32(49)30(47)33(37(50)51)61-39(36)58-16-11-17(41)26-18(42)13-19(59-20(26)12-16)15-9-23(56-3)28(45)24(10-15)57-4/h5-13,29-36,39-41,44-49H,1-4H3,(H,50,51)(H,52,53)/f/h50,52H

InChI_3D 1S/C40H40O23/c1-54-21-7-14(8-22(55-2)27(21)44)5-6-25(43)60-35-31(48)29(46)34(38(52)53)62-40(35)63-36-32(49)30(47)33(37(50)51)61-39(36)58-16-11-17(41)26-18(42)13-19(59-20(26)12-16)15-9-23(56-3)28(45)24(10-15)57-4/h5-13,29-36,39-41,44-49H,1-4H3,(H,50,51)(H,52,53)/b6-5+/t29-,30-,31+,32-,33+,34-,35+,36-,39-,40-/m1/s1

AuxInfo 1/1/N:39,40,37,38,22,23,3,4,1,2,6,5,19,9,7,15,16,21,20,10,13,14,11,12,24,8,18,17,29,30,31,32,28,27,33,34,26,25,36,35,48,41,42,50,49,53,54,55,56,44,52,43,51,60,61,58,59,57,45,62,47,46,63/E:(1,2)(3,4)(7,8)(9,10)(21,22)(23,24)(50,51)(52,53)(54,55)(56,57)/F:39,40,37,38,22,23,3,4,1,2,6,5,19,9,7,15,16,21,20,10,13,14,11,12,24,8,18,17,29,30,31,32,28,27,33,34,26,25,36,35,48,41,42,50,49,53,54,55,56,52,44,51,43,60,61,58,59,57,45,62,47,46,63/E:(1,2)(3,4)(7,8)(9,10)(21,22)(23,24)(54,55)(56,57)/rA:103cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;;d3s4;d5s8;s1;d2;s3;d4;s5d6;s6d8;d11s12;d13s14;;s7d19;s8s19;s9;w22;s23;;;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;;;;;d21;d24;d25;d26;s10s20;s27s35;s28s36;s16;s17;s18;s25;s26;s29;s30;s31;s32;s15s36;s11s37;s12s38;s13s39;s14s40;s24s33;s34s35;s1;s2;s3;s4;s5;s6;s19;s22;s23;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s48;s49;s50;s51;s52;s53;s54;s55;s56;/rC:4.344,2.5014,0;5.208,.9968,0;-2.2862,3.5476,0;-.5513,3.5631,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;-1.4143,3.0579,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;-2.2952,4.5528,0;-.5602,4.5683,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;-1.4322,5.0682,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.4053,2.0579,0;-.5349,1.5657,0;-.526,.5657,0;-1.8982,-3.4105,0;-5.2405,2.591,0;-.9158,-3.2232,0;-3.7172,1.7296,0;.0758,-3.388,0;-4.358,.9551,0;.7087,-2.6137,0;-4.0067,.0188,0;.3601,-1.6764,0;-3.0212,-.1509,0;-.6315,-1.5117,0;-2.3804,.6236,0;4.3488,4.5014,0;7.8117,1.4882,0;-4.0271,4.5322,0;.2968,6.0734,0;2.5998,-1.5032,0;-1.3875,.058,0;-2.5515,-2.6534,0;-5.2494,3.591,0;2.6052,1.5109,0;-1.2745,-2.2843,0;-2.7252,1.5677,0;.8671,-2.2478,0;6.9552,3.0005,0;-1.4412,6.0682,0;-2.2271,-4.3548,0;-6.102,2.0834,0;1.6016,-4.245,0;-5.8657,.0667,0;1.5702,-2.106,0;-3.9963,-1.7312,0;-.8675,1.5031,0;5.2151,4.002,0;6.9431,.9928,0;-3.1671,5.0425,0;.3028,5.0735,0;.3445,.0735,0;-2.1522,-.6457,0;3.9112,2.7518,0;5.2061,.4968,0;-2.7166,3.2932,0;-.1164,3.3164,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-1.8361,1.8041,0;-.1041,1.8196,0;-.9099,-3.7232,0;-3.5513,2.2012,0;-.0901,-3.8597,0;-4.6824,1.3355,0;1.0343,-2.9933,0;-4.4984,-.0719,0;.8518,-1.5857,0;-3.1899,-.6216,0;-.4642,-1.0405,0;-2.0571,.2421,0;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;-3.772,4.1022,0;-4.2822,4.9622,0;-4.4571,4.2771,0;-.2032,6.0705,0;.7968,6.0764,0;.2938,6.5734,0;.4339,-2.4976,0;6.9563,3.5005,0;-1.8764,6.3143,0;-2.7183,-4.4484,0;-6.5373,2.3295,0;1.6075,-4.745,0;-6.3009,.3128,0;1.5658,-1.6061,0;-4.4278,-1.9838,0;

Duplicates ChEBI178190_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.sdf

Formula	C₄₀H₄₀O₂₃
MW	888.74
InChIKey	TUGAMOQNDVOVML-CBLWPEHYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	103
Number_Heavy_Atoms	63
Number_Rings	6
Number_Bonds	108
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	23
HB_Donor	9
HB_Acceptor	13
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	0.81
logP	0.063
PSA	346.56
MR	207.055
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-828.2097
PM7_Total_Energy_ev	-12241.75924
PM7_Electronic_Energy_ev	-151702.24877
PM7_Dipole_Debye	9.38234
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.783
PM7_LUMO_Energy_ev	-1.061
PM7_COSMO_Area_square_ang	670.33
PM7_COSMO_Volue_cubic_ang	962.57
PM7_Electron_Affinity_ev	1.061
PM7_Ionization_Energy_ev	8.783
PM7_Energy_Gap_ev	7.722
PM7_Global_Hardness_ev	3.861
PM7_Global_Softness_ev	0.259000259000259
PM7_Chemical_Potential_ev	-4.922
PM7_Electronigativity_ev	4.922
PM7_Back_Donation_Energy_ev	-0.96525
PM7_Electrophilicity_ev	3.1372810152810153
OPENEYE_Name	(2~{S},3~{R},4~{R},5~{R},6~{S})-5-[(2~{S},3~{S},4~{S},5~{R},6~{R})-6-carboxy-4,5-dihydroxy-3-[(~{E})-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyl]oxy-tetrahydropyran-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1OC)O)OC)c2cc(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)OC(=O)C=Cc6cc(c(c(c6)OC)O)OC
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@@H]2[C@@H](O[C@H]3[C@H](Oc4cc(O)c5c(c4)oc(cc5=O)c4cc(OC)c(c(c4)OC)O)O[C@@H]([C@@H]([C@H]3O)O)C(=O)O)O[C@H]([C@@H]([C@@H]2O)O)C(=O)O)cc(c1O)OC
InChI	1/C40H40O23/c1-54-21-7-14(8-22(55-2)27(21)44)5-6-25(43)60-35-31(48)29(46)34(38(52)53)62-40(35)63-36-32(49)30(47)33(37(50)51)61-39(36)58-16-11-17(41)26-18(42)13-19(59-20(26)12-16)15-9-23(56-3)28(45)24(10-15)57-4/h5-13,29-36,39-41,44-49H,1-4H3,(H,50,51)(H,52,53)/f/h50,52H
InChI_3D	1S/C40H40O23/c1-54-21-7-14(8-22(55-2)27(21)44)5-6-25(43)60-35-31(48)29(46)34(38(52)53)62-40(35)63-36-32(49)30(47)33(37(50)51)61-39(36)58-16-11-17(41)26-18(42)13-19(59-20(26)12-16)15-9-23(56-3)28(45)24(10-15)57-4/h5-13,29-36,39-41,44-49H,1-4H3,(H,50,51)(H,52,53)/b6-5+/t29-,30-,31+,32-,33+,34-,35+,36-,39-,40-/m1/s1
AuxInfo	1/1/N:39,40,37,38,22,23,3,4,1,2,6,5,19,9,7,15,16,21,20,10,13,14,11,12,24,8,18,17,29,30,31,32,28,27,33,34,26,25,36,35,48,41,42,50,49,53,54,55,56,44,52,43,51,60,61,58,59,57,45,62,47,46,63/E:(1,2)(3,4)(7,8)(9,10)(21,22)(23,24)(50,51)(52,53)(54,55)(56,57)/F:39,40,37,38,22,23,3,4,1,2,6,5,19,9,7,15,16,21,20,10,13,14,11,12,24,8,18,17,29,30,31,32,28,27,33,34,26,25,36,35,48,41,42,50,49,53,54,55,56,52,44,51,43,60,61,58,59,57,45,62,47,46,63/E:(1,2)(3,4)(7,8)(9,10)(21,22)(23,24)(54,55)(56,57)/rA:103cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;;d3s4;d5s8;s1;d2;s3;d4;s5d6;s6d8;d11s12;d13s14;;s7d19;s8s19;s9;w22;s23;;;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;;;;;d21;d24;d25;d26;s10s20;s27s35;s28s36;s16;s17;s18;s25;s26;s29;s30;s31;s32;s15s36;s11s37;s12s38;s13s39;s14s40;s24s33;s34s35;s1;s2;s3;s4;s5;s6;s19;s22;s23;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s48;s49;s50;s51;s52;s53;s54;s55;s56;/rC:4.344,2.5014,0;5.208,.9968,0;-2.2862,3.5476,0;-.5513,3.5631,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;-1.4143,3.0579,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;-2.2952,4.5528,0;-.5602,4.5683,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;-1.4322,5.0682,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.4053,2.0579,0;-.5349,1.5657,0;-.526,.5657,0;-1.8982,-3.4105,0;-5.2405,2.591,0;-.9158,-3.2232,0;-3.7172,1.7296,0;.0758,-3.388,0;-4.358,.9551,0;.7087,-2.6137,0;-4.0067,.0188,0;.3601,-1.6764,0;-3.0212,-.1509,0;-.6315,-1.5117,0;-2.3804,.6236,0;4.3488,4.5014,0;7.8117,1.4882,0;-4.0271,4.5322,0;.2968,6.0734,0;2.5998,-1.5032,0;-1.3875,.058,0;-2.5515,-2.6534,0;-5.2494,3.591,0;2.6052,1.5109,0;-1.2745,-2.2843,0;-2.7252,1.5677,0;.8671,-2.2478,0;6.9552,3.0005,0;-1.4412,6.0682,0;-2.2271,-4.3548,0;-6.102,2.0834,0;1.6016,-4.245,0;-5.8657,.0667,0;1.5702,-2.106,0;-3.9963,-1.7312,0;-.8675,1.5031,0;5.2151,4.002,0;6.9431,.9928,0;-3.1671,5.0425,0;.3028,5.0735,0;.3445,.0735,0;-2.1522,-.6457,0;3.9112,2.7518,0;5.2061,.4968,0;-2.7166,3.2932,0;-.1164,3.3164,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-1.8361,1.8041,0;-.1041,1.8196,0;-.9099,-3.7232,0;-3.5513,2.2012,0;-.0901,-3.8597,0;-4.6824,1.3355,0;1.0343,-2.9933,0;-4.4984,-.0719,0;.8518,-1.5857,0;-3.1899,-.6216,0;-.4642,-1.0405,0;-2.0571,.2421,0;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;-3.772,4.1022,0;-4.2822,4.9622,0;-4.4571,4.2771,0;-.2032,6.0705,0;.7968,6.0764,0;.2938,6.5734,0;.4339,-2.4976,0;6.9563,3.5005,0;-1.8764,6.3143,0;-2.7183,-4.4484,0;-6.5373,2.3295,0;1.6075,-4.745,0;-6.3009,.3128,0;1.5658,-1.6061,0;-4.4278,-1.9838,0;
Duplicates	ChEBI178190_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178190_s0.sdf