CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188373_s0 (102700)

Formula C₂₁H₂₂O₁₂

MW 466.4

InChIKey RXOUSSLDPXRDIG-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.31

logP -0.4045

PSA 214.44

MR 108.778

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -454.41777

PM7_Total_Energy_ev -6419.45946

PM7_Electronic_Energy_ev -50370.07686

PM7_Dipole_Debye 4.2336

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.254

PM7_LUMO_Energy_ev -1.004

PM7_COSMO_Area_square_ang 431.67

PM7_COSMO_Volue_cubic_ang 499.58

PM7_Electron_Affinity_ev 1.004

PM7_Ionization_Energy_ev 9.254

PM7_Energy_Gap_ev 8.25

PM7_Global_Hardness_ev 4.125

PM7_Global_Softness_ev 0.24242424242424243

PM7_Chemical_Potential_ev -5.129

PM7_Electronigativity_ev 5.129

PM7_Back_Donation_Energy_ev -1.03125

PM7_Electrophilicity_ev 3.1886837575757574

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[4-[3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)propyl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1CCC(=O)c2c(cc(c(c2O)O)O)O)OC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES O[C@@H]1[C@H](O)[C@H](Oc2ccc(cc2)CCC(=O)c2c(O)cc(c(c2O)O)O)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C21H22O12/c22-10(13-11(23)7-12(24)14(25)15(13)26)6-3-8-1-4-9(5-2-8)32-21-18(29)16(27)17(28)19(33-21)20(30)31/h1-2,4-5,7,16-19,21,23-29H,3,6H2,(H,30,31)/f/h30H

InChI_3D 1S/C21H22O12/c22-10(13-11(23)7-12(24)14(25)15(13)26)6-3-8-1-4-9(5-2-8)32-21-18(29)16(27)17(28)19(33-21)20(30)31/h1-2,4-5,7,16-19,21,23-29H,3,6H2,(H,30,31)/t16-,17-,18-,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,20,3,4,21,5,7,8,13,9,10,6,12,11,17,16,18,15,14,19,22,25,26,28,27,31,30,32,23,29,33,24/E:(1,2)(4,5)(30,31)/F:1,2,20,3,4,21,5,7,8,13,9,10,6,12,11,17,16,18,15,14,19,22,25,26,28,27,31,30,32,29,23,33,24/E:(1,2)(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5s6;s5;d6;d10s11;s6;;s14;s15;s16;s17;s18;s7;s13s20;d13;d14;s15s19;s9;s10;s11;s12;s14;s16;s17;s18;s8s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;9.405,2.0954,0;7.7761,2.6929,0;4.1799,2.9521,0;2.1987,2.6108,0;8.7619,2.8612,0;9.0589,1.1517,0;7.43,1.7492,0;8.0696,.9738,0;7.1364,3.4614,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1654,3.1219,0;6.1509,3.2917,0;7.4821,4.3998,0;-.5734,3.2096,0;0,2.0104,0;9.1062,3.8001,0;9.702,.386,0;6.4443,1.5809,0;7.7253,.0349,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;9.8975,2.1817,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.0805,3.6146,0;5.2503,2.6292,0;6.2358,2.7989,0;6.066,3.7844,0;8.7858,4.1839,0;10.1944,.473,0;6.2707,1.1119,0;8.0457,-.3489,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI188373_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.sdf

Formula	C₂₁H₂₂O₁₂
MW	466.4
InChIKey	RXOUSSLDPXRDIG-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.31
logP	-0.4045
PSA	214.44
MR	108.778
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-454.41777
PM7_Total_Energy_ev	-6419.45946
PM7_Electronic_Energy_ev	-50370.07686
PM7_Dipole_Debye	4.2336
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.254
PM7_LUMO_Energy_ev	-1.004
PM7_COSMO_Area_square_ang	431.67
PM7_COSMO_Volue_cubic_ang	499.58
PM7_Electron_Affinity_ev	1.004
PM7_Ionization_Energy_ev	9.254
PM7_Energy_Gap_ev	8.25
PM7_Global_Hardness_ev	4.125
PM7_Global_Softness_ev	0.24242424242424243
PM7_Chemical_Potential_ev	-5.129
PM7_Electronigativity_ev	5.129
PM7_Back_Donation_Energy_ev	-1.03125
PM7_Electrophilicity_ev	3.1886837575757574
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[4-[3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)propyl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1CCC(=O)c2c(cc(c(c2O)O)O)O)OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@H](O)[C@H](Oc2ccc(cc2)CCC(=O)c2c(O)cc(c(c2O)O)O)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C21H22O12/c22-10(13-11(23)7-12(24)14(25)15(13)26)6-3-8-1-4-9(5-2-8)32-21-18(29)16(27)17(28)19(33-21)20(30)31/h1-2,4-5,7,16-19,21,23-29H,3,6H2,(H,30,31)/f/h30H
InChI_3D	1S/C21H22O12/c22-10(13-11(23)7-12(24)14(25)15(13)26)6-3-8-1-4-9(5-2-8)32-21-18(29)16(27)17(28)19(33-21)20(30)31/h1-2,4-5,7,16-19,21,23-29H,3,6H2,(H,30,31)/t16-,17-,18-,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,20,3,4,21,5,7,8,13,9,10,6,12,11,17,16,18,15,14,19,22,25,26,28,27,31,30,32,23,29,33,24/E:(1,2)(4,5)(30,31)/F:1,2,20,3,4,21,5,7,8,13,9,10,6,12,11,17,16,18,15,14,19,22,25,26,28,27,31,30,32,29,23,33,24/E:(1,2)(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5s6;s5;d6;d10s11;s6;;s14;s15;s16;s17;s18;s7;s13s20;d13;d14;s15s19;s9;s10;s11;s12;s14;s16;s17;s18;s8s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;9.405,2.0954,0;7.7761,2.6929,0;4.1799,2.9521,0;2.1987,2.6108,0;8.7619,2.8612,0;9.0589,1.1517,0;7.43,1.7492,0;8.0696,.9738,0;7.1364,3.4614,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1654,3.1219,0;6.1509,3.2917,0;7.4821,4.3998,0;-.5734,3.2096,0;0,2.0104,0;9.1062,3.8001,0;9.702,.386,0;6.4443,1.5809,0;7.7253,.0349,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;9.8975,2.1817,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.0805,3.6146,0;5.2503,2.6292,0;6.2358,2.7989,0;6.066,3.7844,0;8.7858,4.1839,0;10.1944,.473,0;6.2707,1.1119,0;8.0457,-.3489,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI188373_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188373_s0.sdf