CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182997_s0 (97883)

Formula C₂₀H₂₂O₁₅

MW 502.38

InChIKey QSOHRNNBDAPZRQ-MCGURSJENA-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 -1.29

logP -2.5787

PSA 246.81

MR 107.806

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -572.89226

PM7_Total_Energy_ev -7182.06164

PM7_Electronic_Energy_ev -58250.7616

PM7_Dipole_Debye 3.10653

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.49

PM7_LUMO_Energy_ev -1.217

PM7_COSMO_Area_square_ang 453.02

PM7_COSMO_Volue_cubic_ang 535.8

PM7_Electron_Affinity_ev 1.217

PM7_Ionization_Energy_ev 9.49

PM7_Energy_Gap_ev 8.273

PM7_Global_Hardness_ev 4.1365

PM7_Global_Softness_ev 0.24175027196905596

PM7_Chemical_Potential_ev -5.3535

PM7_Electronigativity_ev 5.3535

PM7_Back_Donation_Energy_ev -1.034125

PM7_Electrophilicity_ev 3.4642768342801884

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

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

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@@H]([C@H](C(=O)O)O)C(=O)O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C20H22O15/c1-32-9-6-7(3-5-10(21)34-16(19(30)31)14(25)17(26)27)2-4-8(9)33-20-13(24)11(22)12(23)15(35-20)18(28)29/h2-6,11-16,20,22-25H,1H3,(H,26,27)(H,28,29)(H,30,31)/f/h26,28,30H

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

AuxInfo 1/1/N:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,21,30,29,31,32,23,27,22,26,24,28,34,33,35,25/E:(26,27)(28,29)(30,31)/F:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,21,30,29,31,32,27,23,26,22,28,24,34,33,35,25/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s13;s14;s15;s16;;s11;s12s19;d9;d10;d11;d12;s13s17;s10;s11;s12;s14;s15;s16;s19;s5s17;s6s18;s9s20;s1;s2;s3;s7;s8;s13;s14;s15;s16;s17;s18;s18;s18;s19;s20;s26;s27;s28;s29;s30;s31;s32;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;5.1625,3.1078,0;5.5123,4.0447,0;6.4985,4.2101,0;-1.2132,2.441,0;7.5037,7.2848,0;8.8208,5.4778,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.9199,4.1586,0;7.6692,6.2986,0;7.8346,5.3123,0;7.1349,3.4387,0;-.5734,3.2096,0;6.5669,7.6346,0;9.1707,6.4146,0;0,2.0104,0;-2.1987,2.6108,0;8.2751,7.9212,0;9.4572,4.7064,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;6.6829,6.1331,0;1.2132,2.441,0;1.9059,4.3255,0;6.8484,5.1469,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;5.4807,2.7222,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;8.1623,6.3813,0;7.9173,4.8192,0;-2.3716,3.08,0;8.1924,8.4143,0;9.9503,4.7891,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;6.3647,6.5188,0;

Duplicates ChEBI182997_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.sdf

Formula	C₂₀H₂₂O₁₅
MW	502.38
InChIKey	QSOHRNNBDAPZRQ-MCGURSJENA-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	-1.29
logP	-2.5787
PSA	246.81
MR	107.806
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-572.89226
PM7_Total_Energy_ev	-7182.06164
PM7_Electronic_Energy_ev	-58250.7616
PM7_Dipole_Debye	3.10653
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.49
PM7_LUMO_Energy_ev	-1.217
PM7_COSMO_Area_square_ang	453.02
PM7_COSMO_Volue_cubic_ang	535.8
PM7_Electron_Affinity_ev	1.217
PM7_Ionization_Energy_ev	9.49
PM7_Energy_Gap_ev	8.273
PM7_Global_Hardness_ev	4.1365
PM7_Global_Softness_ev	0.24175027196905596
PM7_Chemical_Potential_ev	-5.3535
PM7_Electronigativity_ev	5.3535
PM7_Back_Donation_Energy_ev	-1.034125
PM7_Electrophilicity_ev	3.4642768342801884
OPENEYE_Name	(2~{S},3~{R})-2-[(~{E})-3-[4-[(2~{S},3~{S},4~{S},5~{S},6~{S})-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-methoxy-phenyl]prop-2-enoyl]oxy-3-hydroxy-butanedioic acid
SMILES	c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)O)OC)OC2C(C(C(C(O2)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@@H]([C@H](C(=O)O)O)C(=O)O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C20H22O15/c1-32-9-6-7(3-5-10(21)34-16(19(30)31)14(25)17(26)27)2-4-8(9)33-20-13(24)11(22)12(23)15(35-20)18(28)29/h2-6,11-16,20,22-25H,1H3,(H,26,27)(H,28,29)(H,30,31)/f/h26,28,30H
InChI_3D	1S/C20H22O15/c1-32-9-6-7(3-5-10(21)34-16(19(30)31)14(25)17(26)27)2-4-8(9)33-20-13(24)11(22)12(23)15(35-20)18(28)29/h2-6,11-16,20,22-25H,1H3,(H,26,27)(H,28,29)(H,30,31)/b5-3+/t11-,12-,13-,14+,15-,16-,20+/m0/s1
AuxInfo	1/1/N:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,21,30,29,31,32,23,27,22,26,24,28,34,33,35,25/E:(26,27)(28,29)(30,31)/F:18,1,7,2,8,3,4,5,6,9,15,14,16,19,13,20,11,10,12,17,21,30,29,31,32,27,23,26,22,28,24,34,33,35,25/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s13;s14;s15;s16;;s11;s12s19;d9;d10;d11;d12;s13s17;s10;s11;s12;s14;s15;s16;s19;s5s17;s6s18;s9s20;s1;s2;s3;s7;s8;s13;s14;s15;s16;s17;s18;s18;s18;s19;s20;s26;s27;s28;s29;s30;s31;s32;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;5.1625,3.1078,0;5.5123,4.0447,0;6.4985,4.2101,0;-1.2132,2.441,0;7.5037,7.2848,0;8.8208,5.4778,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.9199,4.1586,0;7.6692,6.2986,0;7.8346,5.3123,0;7.1349,3.4387,0;-.5734,3.2096,0;6.5669,7.6346,0;9.1707,6.4146,0;0,2.0104,0;-2.1987,2.6108,0;8.2751,7.9212,0;9.4572,4.7064,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;6.6829,6.1331,0;1.2132,2.441,0;1.9059,4.3255,0;6.8484,5.1469,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;5.4807,2.7222,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;8.1623,6.3813,0;7.9173,4.8192,0;-2.3716,3.08,0;8.1924,8.4143,0;9.9503,4.7891,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;6.3647,6.5188,0;
Duplicates	ChEBI182997_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182997_s0.sdf