CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192959_s0 (106442)

Formula C₃₃H₃₈O₂₃

MW 802.65

InChIKey LCFUXBSUDLBRRL-GVPZZKQMNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 94

Number_Heavy_Atoms 56

Number_Rings 6

Number_Bonds 99

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 23

HB_Donor 14

HB_Acceptor 16

OpenEye_HB_Donors 14

OpenEye_HB_Acceptors 16

Lipinski_HB_Donors 14

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP -5.09

logP -5.1493

PSA 385.88

MR 175.273

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -896.35428

PM7_Total_Energy_ev -11356.33227

PM7_Electronic_Energy_ev -135282.60337

PM7_Dipole_Debye 9.24196

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.372

PM7_LUMO_Energy_ev -1.051

PM7_COSMO_Area_square_ang 592.08

PM7_COSMO_Volue_cubic_ang 841.03

PM7_Electron_Affinity_ev 1.051

PM7_Ionization_Energy_ev 9.372

PM7_Energy_Gap_ev 8.321

PM7_Global_Hardness_ev 4.1605

PM7_Global_Softness_ev 0.24035572647518327

PM7_Chemical_Potential_ev -5.2115

PM7_Electronigativity_ev 5.2115

PM7_Back_Donation_Energy_ev -1.040125

PM7_Electrophilicity_ev 3.2639985879101068

OPENEYE_Name (2~{R},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O

Canonical_SMILES OC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O[C@@H]3O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]3O)O)O)c3ccc(c(c3)O)O)[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C33H38O23/c34-6-14-17(38)20(41)24(45)31(53-14)50-7-15-18(39)21(42)25(46)33(54-15)55-28-19(40)16-12(37)4-9(51-32-26(47)22(43)23(44)29(56-32)30(48)49)5-13(16)52-27(28)8-1-2-10(35)11(36)3-8/h1-5,14-15,17-18,20-26,29,31-39,41-47H,6-7H2,(H,48,49)/f/h48H

InChI_3D 1S/C33H38O23/c34-6-14-17(38)20(41)24(45)31(53-14)50-7-15-18(39)21(42)25(46)33(54-15)55-28-19(40)16-12(37)4-9(51-32-26(47)22(43)23(44)29(56-32)30(48)49)5-13(16)52-27(28)8-1-2-10(35)11(36)3-8/h1-5,14-15,17-18,20-26,29,31-39,41-47H,6-7H2,(H,48,49)/t14-,15+,17+,18+,20-,21-,22-,23-,24-,25-,26-,29+,31+,32+,33-/m0/s1

AuxInfo 1/1/N:1,2,3,5,4,32,33,6,11,9,10,12,8,27,28,7,23,22,14,21,20,19,18,26,25,24,13,15,17,16,31,29,30,53,40,41,42,49,48,34,47,46,45,44,52,51,50,35,43,56,54,36,39,38,55,37/E:(48,49)/F:1,2,3,5,4,32,33,6,11,9,10,12,8,27,28,7,23,22,14,21,20,19,18,26,25,24,13,15,17,16,31,29,30,53,40,41,42,49,48,34,47,46,45,44,52,51,50,43,35,56,54,36,39,38,55,37/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;;;s20;s21;s19;s20;s21;s23;s22;s24;s25;s26;s27;s28;d14;d16;s8s13;s17s29;s28s30;s27s31;s9;s10;s12;s16;s18;s19;s20;s21;s22;s23;s24;s25;s26;s32;s11s29;s15s30;s31s33;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s32;s33;s33;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;5.2766,-3.5934,0;11.4673,-5.0035,0;6.263,-3.4291,0;11.8238,-4.0691,0;-2.3728,.226,0;4.6366,-2.8249,0;10.4809,-5.1676,0;11.1874,-3.2911,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;9.8444,-4.3896,0;10.616,-1.637,0;8.121,-3.3748,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;10.1944,-3.4474,0;6.9528,2.9942,0;5.2216,4.011,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;11.4471,-6.7533,0;6.248,-5.179,0;13.3266,-4.9659,0;-1.5038,-.2688,0;3.7734,-2.3201,0;8.9553,-6.0251,0;10.2894,-.6918,0;-.8675,1.5031,0;4.9893,-.8827,0;8.9827,-3.8822,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;5.444,-4.0645,0;11.9585,-5.0969,0;6.7547,-3.5197,0;12.1503,-3.6905,0;-2.5415,-.2447,0;4.3134,-3.2064,0;10.6469,-5.6393,0;11.624,-3.0474,0;6.9384,-2.1072,0;-1.4088,.6191,0;4.4946,-1.7935,0;9.519,-4.7692,0;11.0885,-1.4737,0;10.1434,-1.8003,0;7.8673,-3.8056,0;8.3747,-2.9439,0;7.3841,2.7412,0;5.6556,4.2593,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;11.8772,-7.0083,0;6.6789,-5.4327,0;13.7631,-4.7222,0;-1.5008,-.7688,0;3.339,-2.5676,0;8.9496,-6.5251,0;10.6171,-.3141,0;

Duplicates ChEBI192959_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.sdf

Formula	C₃₃H₃₈O₂₃
MW	802.65
InChIKey	LCFUXBSUDLBRRL-GVPZZKQMNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	94
Number_Heavy_Atoms	56
Number_Rings	6
Number_Bonds	99
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	23
HB_Donor	14
HB_Acceptor	16
OpenEye_HB_Donors	14
OpenEye_HB_Acceptors	16
Lipinski_HB_Donors	14
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	-5.09
logP	-5.1493
PSA	385.88
MR	175.273
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-896.35428
PM7_Total_Energy_ev	-11356.33227
PM7_Electronic_Energy_ev	-135282.60337
PM7_Dipole_Debye	9.24196
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.372
PM7_LUMO_Energy_ev	-1.051
PM7_COSMO_Area_square_ang	592.08
PM7_COSMO_Volue_cubic_ang	841.03
PM7_Electron_Affinity_ev	1.051
PM7_Ionization_Energy_ev	9.372
PM7_Energy_Gap_ev	8.321
PM7_Global_Hardness_ev	4.1605
PM7_Global_Softness_ev	0.24035572647518327
PM7_Chemical_Potential_ev	-5.2115
PM7_Electronigativity_ev	5.2115
PM7_Back_Donation_Energy_ev	-1.040125
PM7_Electrophilicity_ev	3.2639985879101068
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O[C@@H]3O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]3O)O)O)c3ccc(c(c3)O)O)[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C33H38O23/c34-6-14-17(38)20(41)24(45)31(53-14)50-7-15-18(39)21(42)25(46)33(54-15)55-28-19(40)16-12(37)4-9(51-32-26(47)22(43)23(44)29(56-32)30(48)49)5-13(16)52-27(28)8-1-2-10(35)11(36)3-8/h1-5,14-15,17-18,20-26,29,31-39,41-47H,6-7H2,(H,48,49)/f/h48H
InChI_3D	1S/C33H38O23/c34-6-14-17(38)20(41)24(45)31(53-14)50-7-15-18(39)21(42)25(46)33(54-15)55-28-19(40)16-12(37)4-9(51-32-26(47)22(43)23(44)29(56-32)30(48)49)5-13(16)52-27(28)8-1-2-10(35)11(36)3-8/h1-5,14-15,17-18,20-26,29,31-39,41-47H,6-7H2,(H,48,49)/t14-,15+,17+,18+,20-,21-,22-,23-,24-,25-,26-,29+,31+,32+,33-/m0/s1
AuxInfo	1/1/N:1,2,3,5,4,32,33,6,11,9,10,12,8,27,28,7,23,22,14,21,20,19,18,26,25,24,13,15,17,16,31,29,30,53,40,41,42,49,48,34,47,46,45,44,52,51,50,35,43,56,54,36,39,38,55,37/E:(48,49)/F:1,2,3,5,4,32,33,6,11,9,10,12,8,27,28,7,23,22,14,21,20,19,18,26,25,24,13,15,17,16,31,29,30,53,40,41,42,49,48,34,47,46,45,44,52,51,50,43,35,56,54,36,39,38,55,37/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;;;s20;s21;s19;s20;s21;s23;s22;s24;s25;s26;s27;s28;d14;d16;s8s13;s17s29;s28s30;s27s31;s9;s10;s12;s16;s18;s19;s20;s21;s22;s23;s24;s25;s26;s32;s11s29;s15s30;s31s33;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s32;s33;s33;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;5.2766,-3.5934,0;11.4673,-5.0035,0;6.263,-3.4291,0;11.8238,-4.0691,0;-2.3728,.226,0;4.6366,-2.8249,0;10.4809,-5.1676,0;11.1874,-3.2911,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;9.8444,-4.3896,0;10.616,-1.637,0;8.121,-3.3748,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;10.1944,-3.4474,0;6.9528,2.9942,0;5.2216,4.011,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;11.4471,-6.7533,0;6.248,-5.179,0;13.3266,-4.9659,0;-1.5038,-.2688,0;3.7734,-2.3201,0;8.9553,-6.0251,0;10.2894,-.6918,0;-.8675,1.5031,0;4.9893,-.8827,0;8.9827,-3.8822,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;5.444,-4.0645,0;11.9585,-5.0969,0;6.7547,-3.5197,0;12.1503,-3.6905,0;-2.5415,-.2447,0;4.3134,-3.2064,0;10.6469,-5.6393,0;11.624,-3.0474,0;6.9384,-2.1072,0;-1.4088,.6191,0;4.4946,-1.7935,0;9.519,-4.7692,0;11.0885,-1.4737,0;10.1434,-1.8003,0;7.8673,-3.8056,0;8.3747,-2.9439,0;7.3841,2.7412,0;5.6556,4.2593,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;11.8772,-7.0083,0;6.6789,-5.4327,0;13.7631,-4.7222,0;-1.5008,-.7688,0;3.339,-2.5676,0;8.9496,-6.5251,0;10.6171,-.3141,0;
Duplicates	ChEBI192959_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192959_s0.sdf