CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185320_s0 (99956)

Formula C₃₈H₅₄O₂₀

MW 830.83

InChIKey VGZBSVLZAQPYAD-UBYUDQPVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 112

Number_Heavy_Atoms 58

Number_Rings 4

Number_Bonds 115

Rotat_Bonds 32

Unbranched_Chain 2

Chiral_Centers 13

ONatoms 20

HB_Donor 11

HB_Acceptor 13

OpenEye_HB_Donors 11

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 20

Lipinski_Violations 3

XLogP3 0

XLogP -2.27

logP -2.0677

PSA 321.28

MR 195.987

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -843.30415

PM7_Total_Energy_ev -11302.47857

PM7_Electronic_Energy_ev -147429.96486

PM7_Dipole_Debye 4.99329

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.598

PM7_LUMO_Energy_ev -0.049

PM7_COSMO_Area_square_ang 633.34

PM7_COSMO_Volue_cubic_ang 990.31

PM7_Electron_Affinity_ev 0.049

PM7_Ionization_Energy_ev 8.598

PM7_Energy_Gap_ev 8.549

PM7_Global_Hardness_ev 4.2745

PM7_Global_Softness_ev 0.23394549070066675

PM7_Chemical_Potential_ev -4.3235

PM7_Electronigativity_ev 4.3235

PM7_Back_Donation_Energy_ev -1.068625

PM7_Electrophilicity_ev 2.186530851561586

OPENEYE_Name (3~{S})-5-[[(2~{S},3~{R},4~{S},5~{S},6~{S})-6-[(2~{R},3~{S})-2,3-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-4-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-butoxy]-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxo-pentanoic acid

SMILES c1cc(c(cc1CC(COC2C(C(C(C(O2)CO)O)O)O)C(Cc3ccc(c(c3)OC)O)COC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)O)OC)O

Canonical_SMILES OC[C@@H]1O[C@H](OC[C@H]([C@@H](Cc2ccc(c(c2)OC)O)CO[C@H]2O[C@@H](COC(=O)C[C@](CC(=O)O)(O)C)[C@@H]([C@@H]([C@@H]2O)O)O)Cc2ccc(c(c2)OC)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C38H54O20/c1-38(51,12-28(42)43)13-29(44)54-17-27-31(46)33(48)35(50)37(58-27)56-16-21(9-19-5-7-23(41)25(11-19)53-3)20(8-18-4-6-22(40)24(10-18)52-2)15-55-36-34(49)32(47)30(45)26(14-39)57-36/h4-7,10-11,20-21,26-27,30-37,39-41,45-51H,8-9,12-17H2,1-3H3,(H,42,43)/f/h42H

InChI_3D 1S/C38H54O20/c1-38(51,12-28(42)43)13-29(44)54-17-27-31(46)33(48)35(50)37(58-27)56-16-21(9-19-5-7-23(41)25(11-19)53-3)20(8-18-4-6-22(40)24(10-18)52-2)15-55-36-34(49)32(47)30(45)26(14-39)57-36/h4-7,10-11,20-21,26-27,30-37,39-41,45-51H,8-9,12-17H2,1-3H3,(H,42,43)/t20-,21+,26+,27+,30+,31+,32+,33+,34+,35+,36+,37+,38+/m1/s1

AuxInfo 1/1/N:25,26,27,1,2,3,4,28,29,5,6,30,31,32,34,35,33,7,8,36,37,9,10,11,12,21,22,13,14,17,18,15,16,19,20,23,24,38,52,43,44,39,45,40,48,49,46,47,50,51,53,54,55,56,57,58,41,42/E:(42,43)/F:25,26,27,1,2,3,4,28,29,5,6,30,31,32,34,35,33,7,8,36,37,9,10,11,12,21,22,13,14,17,18,15,16,19,20,23,24,38,52,43,44,45,39,40,48,49,46,47,50,51,53,54,55,56,57,58,41,42/rA:112cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;;;s15;s16;s15;s16;s17;s18;s19;s20;;;;s7;s8;s13;s14;s21;s22;;;s28s34;s29s35s36;s25s30s31;d13;d14;s21s23;s22s24;s9;s10;s13;s15;s16;s17;s18;s19;s20;s32;s38;s11s26;s12s27;s14s33;s23s34;s24s35;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s29;s30;s30;s31;s31;s32;s32;s33;s33;s34;s34;s35;s35;s36;s37;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:4.5508,4.265,0;.2025,6.9328,0;5.4907,3.9233,0;-.7344,7.2826,0;3.9534,2.6359,0;-.3998,5.3055,0;3.7813,3.6263,0;.3737,5.9475,0;5.6628,2.933,0;-1.5079,6.6406,0;4.895,2.2842,0;-1.3445,5.6488,0;12.0078,10.1966,0;8.0699,9.4943,0;;4.155,9.5738,0;-.8675,.4975,0;5.0225,9.0763,0;.8675,.4975,0;3.2875,9.0763,0;-.8675,1.5027,0;5.0225,8.0711,0;.8675,1.5027,0;3.2875,8.0711,0;9.8633,10.8299,0;6.0051,.9547,0;-3.0519,5.3572,0;2.843,3.972,0;1.312,5.6018,0;11.0233,10.0211,0;9.0544,9.6699,0;-1.2132,2.441,0;6.7453,8.3784,0;1.5589,3.3794,0;2.5961,6.1944,0;1.9046,4.3177,0;2.2504,5.2561,0;10.0389,9.8455,0;12.6521,9.4319,0;7.4257,10.2591,0;0,2.0104,0;4.155,7.5634,0;6.6027,2.5914,0;-2.4447,6.9904,0;12.348,11.137,0;1.1236,-1.3417,0;3.0314,10.9154,0;-1.4629,-1.1481,0;5.6178,10.7219,0;2.5912,.7997,0;1.5638,8.7741,0;-1.5589,3.3794,0;10.2145,8.861,0;5.0662,1.299,0;-2.114,5.0102,0;7.7298,8.5539,0;1.2132,2.441,0;2.9418,7.1327,0;4.4652,4.7576,0;.5872,7.2521,0;5.8741,4.2443,0;-.8178,7.7755,0;3.5687,2.3166,0;-.3142,4.8129,0;-.321,-.3833,0;4.476,9.9571,0;-1.36,.5838,0;5.515,8.9899,0;1.0376,.0273,0;3.1174,9.5465,0;-1.3597,1.4149,0;5.1954,7.6019,0;1.3597,1.4149,0;2.7953,8.1589,0;9.3711,10.7422,0;10.3555,10.9177,0;9.7755,11.3222,0;6.1772,1.4241,0;5.8329,.4852,0;6.4745,.7825,0;-2.8783,5.8261,0;-3.2254,4.8883,0;-3.5208,5.5308,0;2.6701,3.5028,0;3.0158,4.4412,0;1.4849,6.0709,0;1.1392,5.1326,0;11.1111,9.5288,0;10.9355,10.5133,0;8.9666,10.1621,0;9.1422,9.1777,0;-1.6824,2.2682,0;-.744,2.6139,0;6.6575,8.8706,0;6.8331,7.8861,0;2.0281,3.2065,0;1.0898,3.5522,0;3.0652,6.0215,0;2.1269,6.3673,0;1.4355,4.4906,0;2.7195,5.0832,0;6.9855,2.913,0;-2.5274,7.4835,0;12.8402,11.2248,0;.9521,-1.8113,0;3.2029,11.3851,0;-1.9551,-1.2359,0;5.2957,11.1043,0;2.9122,.4164,0;1.2428,9.1574,0;-2.0517,3.4643,0;10.6846,8.6909,0;

Duplicates ChEBI185320_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.sdf

Formula	C₃₈H₅₄O₂₀
MW	830.83
InChIKey	VGZBSVLZAQPYAD-UBYUDQPVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	112
Number_Heavy_Atoms	58
Number_Rings	4
Number_Bonds	115
Rotat_Bonds	32
Unbranched_Chain	2
Chiral_Centers	13
ONatoms	20
HB_Donor	11
HB_Acceptor	13
OpenEye_HB_Donors	11
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	20
Lipinski_Violations	3
XLogP3	0
XLogP	-2.27
logP	-2.0677
PSA	321.28
MR	195.987
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-843.30415
PM7_Total_Energy_ev	-11302.47857
PM7_Electronic_Energy_ev	-147429.96486
PM7_Dipole_Debye	4.99329
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.598
PM7_LUMO_Energy_ev	-0.049
PM7_COSMO_Area_square_ang	633.34
PM7_COSMO_Volue_cubic_ang	990.31
PM7_Electron_Affinity_ev	0.049
PM7_Ionization_Energy_ev	8.598
PM7_Energy_Gap_ev	8.549
PM7_Global_Hardness_ev	4.2745
PM7_Global_Softness_ev	0.23394549070066675
PM7_Chemical_Potential_ev	-4.3235
PM7_Electronigativity_ev	4.3235
PM7_Back_Donation_Energy_ev	-1.068625
PM7_Electrophilicity_ev	2.186530851561586
OPENEYE_Name	(3~{S})-5-[[(2~{S},3~{R},4~{S},5~{S},6~{S})-6-[(2~{R},3~{S})-2,3-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-4-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-butoxy]-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxo-pentanoic acid
SMILES	c1cc(c(cc1CC(COC2C(C(C(C(O2)CO)O)O)O)C(Cc3ccc(c(c3)OC)O)COC4C(C(C(C(O4)COC(=O)CC(C)(CC(=O)O)O)O)O)O)OC)O
Canonical_SMILES	OC[C@@H]1O[C@H](OC[C@H]([C@@H](Cc2ccc(c(c2)OC)O)CO[C@H]2O[C@@H](COC(=O)C[C@](CC(=O)O)(O)C)[C@@H]([C@@H]([C@@H]2O)O)O)Cc2ccc(c(c2)OC)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C38H54O20/c1-38(51,12-28(42)43)13-29(44)54-17-27-31(46)33(48)35(50)37(58-27)56-16-21(9-19-5-7-23(41)25(11-19)53-3)20(8-18-4-6-22(40)24(10-18)52-2)15-55-36-34(49)32(47)30(45)26(14-39)57-36/h4-7,10-11,20-21,26-27,30-37,39-41,45-51H,8-9,12-17H2,1-3H3,(H,42,43)/f/h42H
InChI_3D	1S/C38H54O20/c1-38(51,12-28(42)43)13-29(44)54-17-27-31(46)33(48)35(50)37(58-27)56-16-21(9-19-5-7-23(41)25(11-19)53-3)20(8-18-4-6-22(40)24(10-18)52-2)15-55-36-34(49)32(47)30(45)26(14-39)57-36/h4-7,10-11,20-21,26-27,30-37,39-41,45-51H,8-9,12-17H2,1-3H3,(H,42,43)/t20-,21+,26+,27+,30+,31+,32+,33+,34+,35+,36+,37+,38+/m1/s1
AuxInfo	1/1/N:25,26,27,1,2,3,4,28,29,5,6,30,31,32,34,35,33,7,8,36,37,9,10,11,12,21,22,13,14,17,18,15,16,19,20,23,24,38,52,43,44,39,45,40,48,49,46,47,50,51,53,54,55,56,57,58,41,42/E:(42,43)/F:25,26,27,1,2,3,4,28,29,5,6,30,31,32,34,35,33,7,8,36,37,9,10,11,12,21,22,13,14,17,18,15,16,19,20,23,24,38,52,43,44,45,39,40,48,49,46,47,50,51,53,54,55,56,57,58,41,42/rA:112cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;;;s15;s16;s15;s16;s17;s18;s19;s20;;;;s7;s8;s13;s14;s21;s22;;;s28s34;s29s35s36;s25s30s31;d13;d14;s21s23;s22s24;s9;s10;s13;s15;s16;s17;s18;s19;s20;s32;s38;s11s26;s12s27;s14s33;s23s34;s24s35;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s29;s30;s30;s31;s31;s32;s32;s33;s33;s34;s34;s35;s35;s36;s37;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:4.5508,4.265,0;.2025,6.9328,0;5.4907,3.9233,0;-.7344,7.2826,0;3.9534,2.6359,0;-.3998,5.3055,0;3.7813,3.6263,0;.3737,5.9475,0;5.6628,2.933,0;-1.5079,6.6406,0;4.895,2.2842,0;-1.3445,5.6488,0;12.0078,10.1966,0;8.0699,9.4943,0;;4.155,9.5738,0;-.8675,.4975,0;5.0225,9.0763,0;.8675,.4975,0;3.2875,9.0763,0;-.8675,1.5027,0;5.0225,8.0711,0;.8675,1.5027,0;3.2875,8.0711,0;9.8633,10.8299,0;6.0051,.9547,0;-3.0519,5.3572,0;2.843,3.972,0;1.312,5.6018,0;11.0233,10.0211,0;9.0544,9.6699,0;-1.2132,2.441,0;6.7453,8.3784,0;1.5589,3.3794,0;2.5961,6.1944,0;1.9046,4.3177,0;2.2504,5.2561,0;10.0389,9.8455,0;12.6521,9.4319,0;7.4257,10.2591,0;0,2.0104,0;4.155,7.5634,0;6.6027,2.5914,0;-2.4447,6.9904,0;12.348,11.137,0;1.1236,-1.3417,0;3.0314,10.9154,0;-1.4629,-1.1481,0;5.6178,10.7219,0;2.5912,.7997,0;1.5638,8.7741,0;-1.5589,3.3794,0;10.2145,8.861,0;5.0662,1.299,0;-2.114,5.0102,0;7.7298,8.5539,0;1.2132,2.441,0;2.9418,7.1327,0;4.4652,4.7576,0;.5872,7.2521,0;5.8741,4.2443,0;-.8178,7.7755,0;3.5687,2.3166,0;-.3142,4.8129,0;-.321,-.3833,0;4.476,9.9571,0;-1.36,.5838,0;5.515,8.9899,0;1.0376,.0273,0;3.1174,9.5465,0;-1.3597,1.4149,0;5.1954,7.6019,0;1.3597,1.4149,0;2.7953,8.1589,0;9.3711,10.7422,0;10.3555,10.9177,0;9.7755,11.3222,0;6.1772,1.4241,0;5.8329,.4852,0;6.4745,.7825,0;-2.8783,5.8261,0;-3.2254,4.8883,0;-3.5208,5.5308,0;2.6701,3.5028,0;3.0158,4.4412,0;1.4849,6.0709,0;1.1392,5.1326,0;11.1111,9.5288,0;10.9355,10.5133,0;8.9666,10.1621,0;9.1422,9.1777,0;-1.6824,2.2682,0;-.744,2.6139,0;6.6575,8.8706,0;6.8331,7.8861,0;2.0281,3.2065,0;1.0898,3.5522,0;3.0652,6.0215,0;2.1269,6.3673,0;1.4355,4.4906,0;2.7195,5.0832,0;6.9855,2.913,0;-2.5274,7.4835,0;12.8402,11.2248,0;.9521,-1.8113,0;3.2029,11.3851,0;-1.9551,-1.2359,0;5.2957,11.1043,0;2.9122,.4164,0;1.2428,9.1574,0;-2.0517,3.4643,0;10.6846,8.6909,0;
Duplicates	ChEBI185320_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185320_s0.sdf