CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189461_s0 (103661)

Formula C₂₂H₂₂O₁₂

MW 478.41

InChIKey LWOXGQKLDYQLMZ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.86

logP -0.27

PSA 203.44

MR 112.816

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -430.95525

PM7_Total_Energy_ev -6541.76214

PM7_Electronic_Energy_ev -51722.59355

PM7_Dipole_Debye 3.1868

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.376

PM7_LUMO_Energy_ev -1.195

PM7_COSMO_Area_square_ang 465.26

PM7_COSMO_Volue_cubic_ang 516.83

PM7_Electron_Affinity_ev 1.195

PM7_Ionization_Energy_ev 9.376

PM7_Energy_Gap_ev 8.181

PM7_Global_Hardness_ev 4.0905

PM7_Global_Softness_ev 0.2444688913335778

PM7_Chemical_Potential_ev -5.2855

PM7_Electronigativity_ev 5.2855

PM7_Back_Donation_Energy_ev -1.022625

PM7_Electrophilicity_ev 3.414803844273316

OPENEYE_Name [(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]tetrahydropyran-2-yl] 3,4,5-trihydroxybenzoate

SMILES c1cc(ccc1C=CC(=O)OCC2C(C(C(C(O2)OC(=O)c3cc(c(c(c3)O)O)O)O)O)O)O

Canonical_SMILES O=C(/C=C/c1ccc(cc1)O)OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H22O12/c23-12-4-1-10(2-5-12)3-6-16(26)32-9-15-18(28)19(29)20(30)22(33-15)34-21(31)11-7-13(24)17(27)14(25)8-11/h1-8,15,18-20,22-25,27-30H,9H2

InChI_3D 1S/C22H22O12/c23-12-4-1-10(2-5-12)3-6-16(26)32-9-15-18(28)19(29)20(30)22(33-15)34-21(31)11-7-13(24)17(27)14(25)8-11/h1-8,15,18-20,22-25,27-30H,9H2/b6-3+/t15-,18-,19+,20+,22+/m1/s1

AuxInfo 1/0/N:1,2,13,3,4,14,5,6,22,7,8,9,10,11,20,16,12,18,17,19,15,21,26,27,28,24,29,31,30,32,23,34,25,33/E:(1,2)(4,5)(7,8)(13,14)(24,25)/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5s6;s3d4;s5;d6;d10s11;s7;w13;s8;s14;;s17;s17;s18;s19;s20;d15;d16;s20s21;s9;s10;s11;s12;s17;s18;s19;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s13;s14;s17;s18;s19;s20;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:-6.5615,-2.1534,0;-6.8661,-.4454,0;-7.5511,-2.3299,0;-7.8557,-.6219,0;.2771,4.9147,0;1.9052,4.3149,0;-6.224,-1.2121,0;.9192,4.1479,0;-8.2032,-1.5651,0;.6247,5.8579,0;2.2527,5.2581,0;1.6142,6.0344,0;-5.2396,-1.0365,0;-4.8994,-.0961,0;.5734,3.2096,0;-3.9149,.0795,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;-3.2707,-.6853,0;0,2.0104,0;-9.1877,-1.7406,0;-.0174,6.6246,0;3.2387,5.4249,0;1.9599,6.9727,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.2132,2.441,0;-3.5748,1.0198,0;-6.2388,-2.5354,0;-6.6954,.0245,0;-7.7198,-2.8006,0;-8.1767,-.2385,0;-.2155,4.8291,0;2.2245,3.9301,0;-4.9174,-1.4189,0;-5.2216,.2863,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;-9.3578,-2.2108,0;-.5099,6.5382,0;3.4129,5.8936,0;1.64,7.357,0;.9521,-1.8113,0;-1.1407,-1.5305,0;2.9122,.4164,0;

Duplicates ChEBI189461_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.sdf

Formula	C₂₂H₂₂O₁₂
MW	478.41
InChIKey	LWOXGQKLDYQLMZ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.86
logP	-0.27
PSA	203.44
MR	112.816
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-430.95525
PM7_Total_Energy_ev	-6541.76214
PM7_Electronic_Energy_ev	-51722.59355
PM7_Dipole_Debye	3.1868
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.376
PM7_LUMO_Energy_ev	-1.195
PM7_COSMO_Area_square_ang	465.26
PM7_COSMO_Volue_cubic_ang	516.83
PM7_Electron_Affinity_ev	1.195
PM7_Ionization_Energy_ev	9.376
PM7_Energy_Gap_ev	8.181
PM7_Global_Hardness_ev	4.0905
PM7_Global_Softness_ev	0.2444688913335778
PM7_Chemical_Potential_ev	-5.2855
PM7_Electronigativity_ev	5.2855
PM7_Back_Donation_Energy_ev	-1.022625
PM7_Electrophilicity_ev	3.414803844273316
OPENEYE_Name	[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]tetrahydropyran-2-yl] 3,4,5-trihydroxybenzoate
SMILES	c1cc(ccc1C=CC(=O)OCC2C(C(C(C(O2)OC(=O)c3cc(c(c(c3)O)O)O)O)O)O)O
Canonical_SMILES	O=C(/C=C/c1ccc(cc1)O)OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O12/c23-12-4-1-10(2-5-12)3-6-16(26)32-9-15-18(28)19(29)20(30)22(33-15)34-21(31)11-7-13(24)17(27)14(25)8-11/h1-8,15,18-20,22-25,27-30H,9H2
InChI_3D	1S/C22H22O12/c23-12-4-1-10(2-5-12)3-6-16(26)32-9-15-18(28)19(29)20(30)22(33-15)34-21(31)11-7-13(24)17(27)14(25)8-11/h1-8,15,18-20,22-25,27-30H,9H2/b6-3+/t15-,18-,19+,20+,22+/m1/s1
AuxInfo	1/0/N:1,2,13,3,4,14,5,6,22,7,8,9,10,11,20,16,12,18,17,19,15,21,26,27,28,24,29,31,30,32,23,34,25,33/E:(1,2)(4,5)(7,8)(13,14)(24,25)/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5s6;s3d4;s5;d6;d10s11;s7;w13;s8;s14;;s17;s17;s18;s19;s20;d15;d16;s20s21;s9;s10;s11;s12;s17;s18;s19;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s13;s14;s17;s18;s19;s20;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:-6.5615,-2.1534,0;-6.8661,-.4454,0;-7.5511,-2.3299,0;-7.8557,-.6219,0;.2771,4.9147,0;1.9052,4.3149,0;-6.224,-1.2121,0;.9192,4.1479,0;-8.2032,-1.5651,0;.6247,5.8579,0;2.2527,5.2581,0;1.6142,6.0344,0;-5.2396,-1.0365,0;-4.8994,-.0961,0;.5734,3.2096,0;-3.9149,.0795,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;-3.2707,-.6853,0;0,2.0104,0;-9.1877,-1.7406,0;-.0174,6.6246,0;3.2387,5.4249,0;1.9599,6.9727,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.2132,2.441,0;-3.5748,1.0198,0;-6.2388,-2.5354,0;-6.6954,.0245,0;-7.7198,-2.8006,0;-8.1767,-.2385,0;-.2155,4.8291,0;2.2245,3.9301,0;-4.9174,-1.4189,0;-5.2216,.2863,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;-9.3578,-2.2108,0;-.5099,6.5382,0;3.4129,5.8936,0;1.64,7.357,0;.9521,-1.8113,0;-1.1407,-1.5305,0;2.9122,.4164,0;
Duplicates	ChEBI189461_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189461_s0.sdf