CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183008_s0 (97894)

Formula C₂₀H₂₂O₁₅

MW 502.38

InChIKey BGKRYWQFWGZKSG-CATZCVBWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 2

Number_Bonds 58

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 15

HB_Donor 7

HB_Acceptor 11

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.63

logP -2.7933

PSA 246.81

MR 107.657

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -576.80178

PM7_Total_Energy_ev -7182.19524

PM7_Electronic_Energy_ev -59550.62338

PM7_Dipole_Debye 1.49803

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.925

PM7_LUMO_Energy_ev -0.987

PM7_COSMO_Area_square_ang 444.26

PM7_COSMO_Volue_cubic_ang 523.28

PM7_Electron_Affinity_ev 0.987

PM7_Ionization_Energy_ev 8.925

PM7_Energy_Gap_ev 7.938

PM7_Global_Hardness_ev 3.969

PM7_Global_Softness_ev 0.25195263290501385

PM7_Chemical_Potential_ev -4.956

PM7_Electronigativity_ev 4.956

PM7_Back_Donation_Energy_ev -0.99225

PM7_Electrophilicity_ev 3.094222222222222

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[(2~{S},3~{R})-3-carboxy-3-hydroxy-2-[(~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-propanoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC(C(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C(C(=O)O)O)OC)O

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@@H]([C@H](C(=O)O)O)C(=O)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)ccc1O

InChI 1/C20H22O15/c1-32-9-6-7(2-4-8(9)21)3-5-10(22)33-16(14(26)17(27)28)19(31)35-20-13(25)11(23)12(24)15(34-20)18(29)30/h2-6,11-16,20-21,23-26H,1H3,(H,27,28)(H,29,30)/f/h27,29H

InChI_3D 1S/C20H22O15/c1-32-9-6-7(2-4-8(9)21)3-5-10(22)33-16(14(26)17(27)28)19(31)35-20-13(25)11(23)12(24)15(34-20)18(29)30/h2-6,11-16,20-21,23-26H,1H3,(H,27,28)(H,29,30)/b5-3+/t11-,12-,13-,14+,15-,16-,20-/m0/s1

AuxInfo 1/1/N:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,26,21,30,29,31,32,23,28,22,27,24,33,34,25,35/E:(27,28)(29,30)/F:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,26,21,30,29,31,32,28,23,27,22,24,33,34,25,35/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s13;s14;s15;s16;;s11;s12s19;d9;d10;d11;d12;s13s17;s5;s10;s11;s14;s15;s16;s19;s6s18;s9s20;s12s17;s1;s2;s3;s7;s8;s13;s14;s15;s16;s17;s18;s18;s18;s19;s20;s26;s27;s28;s29;s30;s31;s32;/rC:7.0678,2.8063,0;8.0046,2.4565,0;7.6701,4.4335,0;6.8966,3.7915,0;8.7781,3.0984,0;8.6148,4.0902,0;5.9582,4.1373,0;5.1897,3.4975,0;4.2513,3.8432,0;-1.2132,2.441,0;3.2358,5.4258,0;2.1987,2.6108,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;10.3221,4.3818,0;2.8901,4.4875,0;2.5444,3.5492,0;4.0815,4.8287,0;-.5734,3.2096,0;2.5961,6.1944,0;2.8385,1.8422,0;0,2.0104,0;9.7149,2.7486,0;-2.1987,2.6108,0;4.2213,5.5956,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.9518,4.8332,0;9.3843,4.7289,0;3.4828,3.2034,0;1.2132,2.441,0;6.683,2.487,0;8.0881,1.9635,0;7.5844,4.9261,0;5.8733,4.63,0;5.2745,3.0048,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;10.1486,3.9129,0;10.4956,4.8507,0;10.791,4.2083,0;3.3593,4.3146,0;2.0752,3.722,0;9.7977,2.2555,0;-2.3716,3.08,0;4.3942,6.0648,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;1.8669,5.3259,0;

Duplicates ChEBI183008_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.sdf

Formula	C₂₀H₂₂O₁₅
MW	502.38
InChIKey	BGKRYWQFWGZKSG-CATZCVBWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	2
Number_Bonds	58
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	15
HB_Donor	7
HB_Acceptor	11
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.63
logP	-2.7933
PSA	246.81
MR	107.657
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-576.80178
PM7_Total_Energy_ev	-7182.19524
PM7_Electronic_Energy_ev	-59550.62338
PM7_Dipole_Debye	1.49803
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.925
PM7_LUMO_Energy_ev	-0.987
PM7_COSMO_Area_square_ang	444.26
PM7_COSMO_Volue_cubic_ang	523.28
PM7_Electron_Affinity_ev	0.987
PM7_Ionization_Energy_ev	8.925
PM7_Energy_Gap_ev	7.938
PM7_Global_Hardness_ev	3.969
PM7_Global_Softness_ev	0.25195263290501385
PM7_Chemical_Potential_ev	-4.956
PM7_Electronigativity_ev	4.956
PM7_Back_Donation_Energy_ev	-0.99225
PM7_Electrophilicity_ev	3.094222222222222
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[(2~{S},3~{R})-3-carboxy-3-hydroxy-2-[(~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-propanoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC(C(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C(C(=O)O)O)OC)O
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@@H]([C@H](C(=O)O)O)C(=O)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)ccc1O
InChI	1/C20H22O15/c1-32-9-6-7(2-4-8(9)21)3-5-10(22)33-16(14(26)17(27)28)19(31)35-20-13(25)11(23)12(24)15(34-20)18(29)30/h2-6,11-16,20-21,23-26H,1H3,(H,27,28)(H,29,30)/f/h27,29H
InChI_3D	1S/C20H22O15/c1-32-9-6-7(2-4-8(9)21)3-5-10(22)33-16(14(26)17(27)28)19(31)35-20-13(25)11(23)12(24)15(34-20)18(29)30/h2-6,11-16,20-21,23-26H,1H3,(H,27,28)(H,29,30)/b5-3+/t11-,12-,13-,14+,15-,16-,20-/m0/s1
AuxInfo	1/1/N:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,26,21,30,29,31,32,23,28,22,27,24,33,34,25,35/E:(27,28)(29,30)/F:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,26,21,30,29,31,32,28,23,27,22,24,33,34,25,35/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s13;s14;s15;s16;;s11;s12s19;d9;d10;d11;d12;s13s17;s5;s10;s11;s14;s15;s16;s19;s6s18;s9s20;s12s17;s1;s2;s3;s7;s8;s13;s14;s15;s16;s17;s18;s18;s18;s19;s20;s26;s27;s28;s29;s30;s31;s32;/rC:7.0678,2.8063,0;8.0046,2.4565,0;7.6701,4.4335,0;6.8966,3.7915,0;8.7781,3.0984,0;8.6148,4.0902,0;5.9582,4.1373,0;5.1897,3.4975,0;4.2513,3.8432,0;-1.2132,2.441,0;3.2358,5.4258,0;2.1987,2.6108,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;10.3221,4.3818,0;2.8901,4.4875,0;2.5444,3.5492,0;4.0815,4.8287,0;-.5734,3.2096,0;2.5961,6.1944,0;2.8385,1.8422,0;0,2.0104,0;9.7149,2.7486,0;-2.1987,2.6108,0;4.2213,5.5956,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.9518,4.8332,0;9.3843,4.7289,0;3.4828,3.2034,0;1.2132,2.441,0;6.683,2.487,0;8.0881,1.9635,0;7.5844,4.9261,0;5.8733,4.63,0;5.2745,3.0048,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;10.1486,3.9129,0;10.4956,4.8507,0;10.791,4.2083,0;3.3593,4.3146,0;2.0752,3.722,0;9.7977,2.2555,0;-2.3716,3.08,0;4.3942,6.0648,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;1.8669,5.3259,0;
Duplicates	ChEBI183008_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183008_s0.sdf