CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185521_s0 (100144)

Formula C₃₃H₃₄O₂₃

MW 798.62

InChIKey ZXGPWPMIUHWEOJ-OASSVKJTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 90

Number_Heavy_Atoms 56

Number_Rings 6

Number_Bonds 95

Rotat_Bonds 22

Unbranched_Chain 1

Chiral_Centers 15

ONatoms 23

HB_Donor 12

HB_Acceptor 16

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 16

Lipinski_HB_Donors 12

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP -2.85

logP -4.3759

PSA 379.56

MR 172.447

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -874.60401

PM7_Total_Energy_ev -11302.90207

PM7_Electronic_Energy_ev -117285.45263

PM7_Dipole_Debye 6.43848

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.455

PM7_LUMO_Energy_ev -0.99

PM7_COSMO_Area_square_ang 676.24

PM7_COSMO_Volue_cubic_ang 828.72

PM7_Electron_Affinity_ev 0.99

PM7_Ionization_Energy_ev 9.455

PM7_Energy_Gap_ev 8.465

PM7_Global_Hardness_ev 4.2325

PM7_Global_Softness_ev 0.23626698168930893

PM7_Chemical_Potential_ev -5.2225

PM7_Electronigativity_ev 5.2225

PM7_Back_Donation_Energy_ev -1.058125

PM7_Electrophilicity_ev 3.2220326343768457

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

SMILES c1cc(ccc1c2cc(=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)O)OC6C(C(C(C(O6)C(=O)O)O)O)O

Canonical_SMILES O[C@H]1[C@@H](O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)[C@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)O[C@@H]([C@@H]1O)C(=O)O

InChI 1/C33H34O23/c34-11-5-10(51-33-27(21(41)20(40)26(55-33)30(48)49)56-32-23(43)17(37)19(39)25(54-32)29(46)47)6-14-15(11)12(35)7-13(52-14)8-1-3-9(4-2-8)50-31-22(42)16(36)18(38)24(53-31)28(44)45/h1-7,16-27,31-34,36-43H,(H,44,45)(H,46,47)(H,48,49)/f/h44,46,48H

InChI_3D 1S/C33H34O23/c34-11-5-10(51-33-27(21(41)20(40)26(55-33)30(48)49)56-32-23(43)17(37)19(39)25(54-32)29(46)47)6-14-15(11)12(35)7-13(52-14)8-1-3-9(4-2-8)50-31-22(42)16(36)18(38)24(53-31)28(44)45/h1-7,16-27,31-34,36-43H,(H,44,45)(H,46,47)(H,48,49)/t16-,17-,18+,19+,20+,21+,22-,23-,24+,25+,26-,27+,31-,32+,33+/m0/s1

AuxInfo 1/1/N:1,2,3,4,6,5,13,7,10,11,12,15,14,9,8,25,26,22,23,24,27,28,29,19,20,21,30,16,17,18,31,32,33,42,34,49,50,46,47,48,51,52,53,35,43,36,44,37,45,54,55,38,39,40,41,56/E:(1,2)(3,4)(44,45)(46,47)(48,49)/F:1,2,3,4,6,5,13,7,10,11,12,15,14,9,8,25,26,22,23,24,27,28,29,19,20,21,30,16,17,18,31,32,33,42,34,49,50,46,47,48,51,52,53,43,35,44,36,45,37,54,55,38,39,40,41,56/E:(1,2)(3,4)/rA:90cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;d15;d16;d17;d18;s9s14;s19s31;s20s32;s21s33;s12;s16;s17;s18;s22;s23;s24;s25;s26;s27;s28;s29;s10s31;s11s33;s30s32;s1;s2;s3;s4;s5;s6;s13;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s33;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;9.2339,3.834,0;-5.6497,3.7887,0;-2.0881,-2.0854,0;8.5869,4.5965,0;-5.0009,4.5497,0;-2.083,-.3354,0;8.2416,5.5405,0;-4.6534,5.4929,0;-3.0731,-.509,0;7.256,5.7097,0;-3.6674,5.6599,0;-3.713,.2595,0;6.6122,4.9445,0;-3.0254,4.8932,0;-3.3728,1.1999,0;6.9575,4.0005,0;-3.3729,3.9499,0;-2.3827,1.3736,0;2.5998,-1.5032,0;8.8971,2.8924,0;-5.315,2.8464,0;-1.2235,-2.5879,0;2.6052,1.5109,0;7.9466,3.8217,0;-4.3624,3.7734,0;-1.7328,.6068,0;.8675,-1.4978,0;10.2178,4.0131,0;-6.6331,3.9701,0;-2.9556,-2.5828,0;8.2354,7.2905,0;-4.6432,7.2429,0;-4.5911,-1.3796,0;5.7399,6.5838,0;-2.1493,6.5304,0;-4.579,.7595,0;5.7465,4.444,0;-1.5124,4.0137,0;6.9552,3.0005,0;-1.5182,1.8762,0;-3.3728,2.9499,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;9.019,4.848,0;-5.4324,4.8022,0;-1.591,-.4246,0;8.7338,5.6286,0;-5.1454,5.5822,0;-2.903,-.9792,0;7.4258,6.18,0;-3.8361,6.1306,0;-4.0351,-.1229,0;6.2909,5.3276,0;-2.7032,5.2756,0;-3.8653,1.2863,0;6.4651,3.9138,0;-2.8806,3.8622,0;-2.5542,1.8432,0;.4343,-1.7476,0;10.5413,3.6319,0;-6.9575,3.5896,0;-2.957,-3.0828,0;8.6676,7.542,0;-5.0747,7.4954,0;-4.5926,-1.8796,0;5.7396,7.0838,0;-2.1478,7.0304,0;-5.012,.5095,0;5.3133,4.6937,0;-1.0787,4.2624,0;

Duplicates ChEBI185521_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.sdf

Formula	C₃₃H₃₄O₂₃
MW	798.62
InChIKey	ZXGPWPMIUHWEOJ-OASSVKJTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	90
Number_Heavy_Atoms	56
Number_Rings	6
Number_Bonds	95
Rotat_Bonds	22
Unbranched_Chain	1
Chiral_Centers	15
ONatoms	23
HB_Donor	12
HB_Acceptor	16
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	16
Lipinski_HB_Donors	12
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	-2.85
logP	-4.3759
PSA	379.56
MR	172.447
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-874.60401
PM7_Total_Energy_ev	-11302.90207
PM7_Electronic_Energy_ev	-117285.45263
PM7_Dipole_Debye	6.43848
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.455
PM7_LUMO_Energy_ev	-0.99
PM7_COSMO_Area_square_ang	676.24
PM7_COSMO_Volue_cubic_ang	828.72
PM7_Electron_Affinity_ev	0.99
PM7_Ionization_Energy_ev	9.455
PM7_Energy_Gap_ev	8.465
PM7_Global_Hardness_ev	4.2325
PM7_Global_Softness_ev	0.23626698168930893
PM7_Chemical_Potential_ev	-5.2225
PM7_Electronigativity_ev	5.2225
PM7_Back_Donation_Energy_ev	-1.058125
PM7_Electrophilicity_ev	3.2220326343768457
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[4-[7-[(2~{S},3~{R},4~{R},5~{R},6~{S})-6-carboxy-3-[(2~{S},3~{S},4~{S},5~{R},6~{R})-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-tetrahydropyran-2-yl]oxy-5-hydroxy-4-oxo-chromen-2-yl]phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2cc(=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)O)OC6C(C(C(C(O6)C(=O)O)O)O)O
Canonical_SMILES	O[C@H]1[C@@H](O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)[C@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)O[C@@H]([C@@H]1O)C(=O)O
InChI	1/C33H34O23/c34-11-5-10(51-33-27(21(41)20(40)26(55-33)30(48)49)56-32-23(43)17(37)19(39)25(54-32)29(46)47)6-14-15(11)12(35)7-13(52-14)8-1-3-9(4-2-8)50-31-22(42)16(36)18(38)24(53-31)28(44)45/h1-7,16-27,31-34,36-43H,(H,44,45)(H,46,47)(H,48,49)/f/h44,46,48H
InChI_3D	1S/C33H34O23/c34-11-5-10(51-33-27(21(41)20(40)26(55-33)30(48)49)56-32-23(43)17(37)19(39)25(54-32)29(46)47)6-14-15(11)12(35)7-13(52-14)8-1-3-9(4-2-8)50-31-22(42)16(36)18(38)24(53-31)28(44)45/h1-7,16-27,31-34,36-43H,(H,44,45)(H,46,47)(H,48,49)/t16-,17-,18+,19+,20+,21+,22-,23-,24+,25+,26-,27+,31-,32+,33+/m0/s1
AuxInfo	1/1/N:1,2,3,4,6,5,13,7,10,11,12,15,14,9,8,25,26,22,23,24,27,28,29,19,20,21,30,16,17,18,31,32,33,42,34,49,50,46,47,48,51,52,53,35,43,36,44,37,45,54,55,38,39,40,41,56/E:(1,2)(3,4)(44,45)(46,47)(48,49)/F:1,2,3,4,6,5,13,7,10,11,12,15,14,9,8,25,26,22,23,24,27,28,29,19,20,21,30,16,17,18,31,32,33,42,34,49,50,46,47,48,51,52,53,43,35,44,36,45,37,54,55,38,39,40,41,56/E:(1,2)(3,4)/rA:90cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;d15;d16;d17;d18;s9s14;s19s31;s20s32;s21s33;s12;s16;s17;s18;s22;s23;s24;s25;s26;s27;s28;s29;s10s31;s11s33;s30s32;s1;s2;s3;s4;s5;s6;s13;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s33;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;9.2339,3.834,0;-5.6497,3.7887,0;-2.0881,-2.0854,0;8.5869,4.5965,0;-5.0009,4.5497,0;-2.083,-.3354,0;8.2416,5.5405,0;-4.6534,5.4929,0;-3.0731,-.509,0;7.256,5.7097,0;-3.6674,5.6599,0;-3.713,.2595,0;6.6122,4.9445,0;-3.0254,4.8932,0;-3.3728,1.1999,0;6.9575,4.0005,0;-3.3729,3.9499,0;-2.3827,1.3736,0;2.5998,-1.5032,0;8.8971,2.8924,0;-5.315,2.8464,0;-1.2235,-2.5879,0;2.6052,1.5109,0;7.9466,3.8217,0;-4.3624,3.7734,0;-1.7328,.6068,0;.8675,-1.4978,0;10.2178,4.0131,0;-6.6331,3.9701,0;-2.9556,-2.5828,0;8.2354,7.2905,0;-4.6432,7.2429,0;-4.5911,-1.3796,0;5.7399,6.5838,0;-2.1493,6.5304,0;-4.579,.7595,0;5.7465,4.444,0;-1.5124,4.0137,0;6.9552,3.0005,0;-1.5182,1.8762,0;-3.3728,2.9499,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;9.019,4.848,0;-5.4324,4.8022,0;-1.591,-.4246,0;8.7338,5.6286,0;-5.1454,5.5822,0;-2.903,-.9792,0;7.4258,6.18,0;-3.8361,6.1306,0;-4.0351,-.1229,0;6.2909,5.3276,0;-2.7032,5.2756,0;-3.8653,1.2863,0;6.4651,3.9138,0;-2.8806,3.8622,0;-2.5542,1.8432,0;.4343,-1.7476,0;10.5413,3.6319,0;-6.9575,3.5896,0;-2.957,-3.0828,0;8.6676,7.542,0;-5.0747,7.4954,0;-4.5926,-1.8796,0;5.7396,7.0838,0;-2.1478,7.0304,0;-5.012,.5095,0;5.3133,4.6937,0;-1.0787,4.2624,0;
Duplicates	ChEBI185521_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185521_s0.sdf