CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187822_s0 (102220)

Formula C₂₇H₂₂O₁₆

MW 602.46

InChIKey WOPWNOJYYBVZSF-OEBKJOATNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 16

HB_Donor 7

HB_Acceptor 11

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -2.01

logP 0.5199

PSA 263.86

MR 139.159

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -547.07202

PM7_Total_Energy_ev -8335.77863

PM7_Electronic_Energy_ev -81104.4974

PM7_Dipole_Debye 7.8368

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.155

PM7_LUMO_Energy_ev -2.266

PM7_COSMO_Area_square_ang 482.27

PM7_COSMO_Volue_cubic_ang 621.29

PM7_Electron_Affinity_ev 2.266

PM7_Ionization_Energy_ev 9.155

PM7_Energy_Gap_ev 6.889

PM7_Global_Hardness_ev 3.4445

PM7_Global_Softness_ev 0.2903178980984178

PM7_Chemical_Potential_ev -5.7105

PM7_Electronigativity_ev 5.7105

PM7_Back_Donation_Energy_ev -0.861125

PM7_Electrophilicity_ev 4.733605784584119

OPENEYE_Name 6-[(2~{S},3~{S},4~{S},5~{S},6~{R})-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-7-(3,4-dihydroxyphenyl)-11-oxo-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

SMILES c1cc(c(cc1c2c(c3cc(oc4c3c(o2)cc(=O)c4)C(=O)O)OC5C(C(C(C(O5)COC(=O)CC(=O)O)O)O)O)O)O

Canonical_SMILES OC(=O)CC(=O)OC[C@H]1O[C@@H](Oc2c(oc3c4c2cc(oc4cc(=O)c3)C(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H22O16/c28-10-4-14-20-11(6-16(40-14)26(37)38)25(24(41-15(20)5-10)9-1-2-12(29)13(30)3-9)43-27-23(36)22(35)21(34)17(42-27)8-39-19(33)7-18(31)32/h1-6,17,21-23,27,29-30,34-36H,7-8H2,(H,31,32)(H,37,38)/f/h31,37H

InChI_3D 1S/C27H22O16/c28-10-4-14-20-11(6-16(40-14)26(37)38)25(24(41-15(20)5-10)9-1-2-12(29)13(30)3-9)43-27-23(36)22(35)21(34)17(42-27)8-39-19(33)7-18(31)32/h1-6,17,21-23,27,29-30,34-36H,7-8H2,(H,31,32)(H,37,38)/t17-,21-,22+,23+,27+/m1/s1

AuxInfo 1/1/N:1,2,3,9,8,7,26,27,4,17,11,5,6,14,13,16,24,19,20,12,22,21,23,10,15,18,25,28,35,36,30,38,31,40,39,41,29,37,43,33,32,34,42/E:(31,32)(37,38)/F:1,2,3,9,8,7,26,27,4,17,11,5,6,14,13,16,24,19,20,12,22,21,23,10,15,18,25,28,35,36,38,30,31,40,39,41,37,29,43,33,32,34,42/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s4;s7;d11;d8s12;d9s12;d10s11;d7;s8s9;s16;;;;s21;s21;s22;s23;s19s20;s24;d17;d18;d19;d20;s10s13;s14s16;s24s25;s5;s6;s18;s19;s21;s22;s23;s15s25;s20s27;s1;s2;s3;s7;s8;s9;s21;s22;s23;s24;s25;s26;s26;s27;s27;s35;s36;s37;s38;s39;s40;s41;/rC:-.8653,-1.5013,0;-1.7284,-2.0063,0;-1.7373,-.0012,0;-.8653,-.5013,0;-2.6004,-1.5063,0;-2.6093,-.5012,0;2.6039,-.5053,0;.8761,2.5245,0;2.6262,2.5061,0;;1.7371,0,0;1.7393,1.0052,0;.8707,1.5185,0;2.6132,1.498,0;.8707,-.4993,0;3.4805,-.0074,0;1.7576,3.0193,0;4.3437,-.5123,0;-2.9076,-6.6421,0;-.9411,-6.2772,0;3.7238,-4.2313,0;3.0871,-5.0024,0;3.3798,-3.2923,0;2.0963,-4.8328,0;2.3891,-3.1227,0;-1.9243,-6.4597,0;.3757,-5.1521,0;1.7687,4.0192,0;4.338,-1.5123,0;-3.5572,-5.8819,0;-.2915,-7.0375,0;0,1.0089,0;3.4848,1.0014,0;1.7423,-3.8921,0;-3.4635,-2.0114,0;-3.4767,-.0037,0;5.2125,-.0172,0;-3.2412,-7.5848,0;5.2358,-3.3502,0;4.6087,-5.8669,0;3.3758,-2.2923,0;.8726,-2.2493,0;-.6075,-5.3345,0;-.4315,-1.75,0;-1.7262,-2.5063,0;-1.7373,.4988,0;2.6011,-1.0053,0;.4453,2.7783,0;3.0621,2.7511,0;4.0475,-4.6124,0;2.9189,-5.4733,0;3.872,-3.2039,0;2.0998,-5.3328,0;2.5586,-2.6523,0;-2.0156,-5.9681,0;-1.8331,-6.9513,0;.4669,-5.6437,0;.2845,-4.6605,0;-3.4605,-2.5114,0;-3.909,-.255,0;5.6441,-.2696,0;-3.7328,-7.6761,0;5.6699,-3.5984,0;4.6122,-6.3669,0;3.8078,-2.0405,0;

Duplicates ChEBI187822_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.sdf

Formula	C₂₇H₂₂O₁₆
MW	602.46
InChIKey	WOPWNOJYYBVZSF-OEBKJOATNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	16
HB_Donor	7
HB_Acceptor	11
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-2.01
logP	0.5199
PSA	263.86
MR	139.159
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-547.07202
PM7_Total_Energy_ev	-8335.77863
PM7_Electronic_Energy_ev	-81104.4974
PM7_Dipole_Debye	7.8368
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.155
PM7_LUMO_Energy_ev	-2.266
PM7_COSMO_Area_square_ang	482.27
PM7_COSMO_Volue_cubic_ang	621.29
PM7_Electron_Affinity_ev	2.266
PM7_Ionization_Energy_ev	9.155
PM7_Energy_Gap_ev	6.889
PM7_Global_Hardness_ev	3.4445
PM7_Global_Softness_ev	0.2903178980984178
PM7_Chemical_Potential_ev	-5.7105
PM7_Electronigativity_ev	5.7105
PM7_Back_Donation_Energy_ev	-0.861125
PM7_Electrophilicity_ev	4.733605784584119
OPENEYE_Name	6-[(2~{S},3~{S},4~{S},5~{S},6~{R})-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-7-(3,4-dihydroxyphenyl)-11-oxo-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid
SMILES	c1cc(c(cc1c2c(c3cc(oc4c3c(o2)cc(=O)c4)C(=O)O)OC5C(C(C(C(O5)COC(=O)CC(=O)O)O)O)O)O)O
Canonical_SMILES	OC(=O)CC(=O)OC[C@H]1O[C@@H](Oc2c(oc3c4c2cc(oc4cc(=O)c3)C(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H22O16/c28-10-4-14-20-11(6-16(40-14)26(37)38)25(24(41-15(20)5-10)9-1-2-12(29)13(30)3-9)43-27-23(36)22(35)21(34)17(42-27)8-39-19(33)7-18(31)32/h1-6,17,21-23,27,29-30,34-36H,7-8H2,(H,31,32)(H,37,38)/f/h31,37H
InChI_3D	1S/C27H22O16/c28-10-4-14-20-11(6-16(40-14)26(37)38)25(24(41-15(20)5-10)9-1-2-12(29)13(30)3-9)43-27-23(36)22(35)21(34)17(42-27)8-39-19(33)7-18(31)32/h1-6,17,21-23,27,29-30,34-36H,7-8H2,(H,31,32)(H,37,38)/t17-,21-,22+,23+,27+/m1/s1
AuxInfo	1/1/N:1,2,3,9,8,7,26,27,4,17,11,5,6,14,13,16,24,19,20,12,22,21,23,10,15,18,25,28,35,36,30,38,31,40,39,41,29,37,43,33,32,34,42/E:(31,32)(37,38)/F:1,2,3,9,8,7,26,27,4,17,11,5,6,14,13,16,24,19,20,12,22,21,23,10,15,18,25,28,35,36,38,30,31,40,39,41,37,29,43,33,32,34,42/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s4;s7;d11;d8s12;d9s12;d10s11;d7;s8s9;s16;;;;s21;s21;s22;s23;s19s20;s24;d17;d18;d19;d20;s10s13;s14s16;s24s25;s5;s6;s18;s19;s21;s22;s23;s15s25;s20s27;s1;s2;s3;s7;s8;s9;s21;s22;s23;s24;s25;s26;s26;s27;s27;s35;s36;s37;s38;s39;s40;s41;/rC:-.8653,-1.5013,0;-1.7284,-2.0063,0;-1.7373,-.0012,0;-.8653,-.5013,0;-2.6004,-1.5063,0;-2.6093,-.5012,0;2.6039,-.5053,0;.8761,2.5245,0;2.6262,2.5061,0;;1.7371,0,0;1.7393,1.0052,0;.8707,1.5185,0;2.6132,1.498,0;.8707,-.4993,0;3.4805,-.0074,0;1.7576,3.0193,0;4.3437,-.5123,0;-2.9076,-6.6421,0;-.9411,-6.2772,0;3.7238,-4.2313,0;3.0871,-5.0024,0;3.3798,-3.2923,0;2.0963,-4.8328,0;2.3891,-3.1227,0;-1.9243,-6.4597,0;.3757,-5.1521,0;1.7687,4.0192,0;4.338,-1.5123,0;-3.5572,-5.8819,0;-.2915,-7.0375,0;0,1.0089,0;3.4848,1.0014,0;1.7423,-3.8921,0;-3.4635,-2.0114,0;-3.4767,-.0037,0;5.2125,-.0172,0;-3.2412,-7.5848,0;5.2358,-3.3502,0;4.6087,-5.8669,0;3.3758,-2.2923,0;.8726,-2.2493,0;-.6075,-5.3345,0;-.4315,-1.75,0;-1.7262,-2.5063,0;-1.7373,.4988,0;2.6011,-1.0053,0;.4453,2.7783,0;3.0621,2.7511,0;4.0475,-4.6124,0;2.9189,-5.4733,0;3.872,-3.2039,0;2.0998,-5.3328,0;2.5586,-2.6523,0;-2.0156,-5.9681,0;-1.8331,-6.9513,0;.4669,-5.6437,0;.2845,-4.6605,0;-3.4605,-2.5114,0;-3.909,-.255,0;5.6441,-.2696,0;-3.7328,-7.6761,0;5.6699,-3.5984,0;4.6122,-6.3669,0;3.8078,-2.0405,0;
Duplicates	ChEBI187822_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187750-0000187999/ChEBI187822_s0.sdf