CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189772_s0 (103919)

Formula C₂₂H₂₂O₁₄

MW 510.41

InChIKey AHEHHVHIQJMZGY-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 14

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -2.08

logP -1.2397

PSA 232.9

MR 113.98

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -501.63876

PM7_Total_Energy_ev -7131.39156

PM7_Electronic_Energy_ev -62097.35535

PM7_Dipole_Debye 5.75348

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.949

PM7_LUMO_Energy_ev -1.421

PM7_COSMO_Area_square_ang 444.65

PM7_COSMO_Volue_cubic_ang 521.47

PM7_Electron_Affinity_ev 1.421

PM7_Ionization_Energy_ev 8.949

PM7_Energy_Gap_ev 7.528

PM7_Global_Hardness_ev 3.764

PM7_Global_Softness_ev 0.26567481402763016

PM7_Chemical_Potential_ev -5.185

PM7_Electronigativity_ev 5.185

PM7_Back_Donation_Energy_ev -0.941

PM7_Electrophilicity_ev 3.571230738575983

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[(2~{R},3~{R})-3,6,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chroman-5-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C2C(C(=O)c3c(cc(c(c3OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O2)O)OC)O

Canonical_SMILES COc1cc(ccc1O)[C@H]1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O

InChI 1/C22H22O14/c1-33-9-4-6(2-3-7(9)23)18-15(28)13(26)11-10(34-18)5-8(24)12(25)19(11)35-22-17(30)14(27)16(29)20(36-22)21(31)32/h2-5,14-18,20,22-25,27-30H,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C22H22O14/c1-33-9-4-6(2-3-7(9)23)18-15(28)13(26)11-10(34-18)5-8(24)12(25)19(11)35-22-17(30)14(27)16(29)20(36-22)21(31)32/h2-5,14-18,20,22-25,27-30H,1H3,(H,31,32)/t14-,15+,16+,17+,18-,20+,22+/m1/s1

AuxInfo 1/1/N:22,1,2,3,4,6,8,10,9,7,5,12,13,19,16,18,20,15,11,17,14,21,27,28,29,23,33,31,32,34,24,30,36,25,35,26/E:(31,32)/F:22,1,2,3,4,6,8,10,9,7,5,12,13,19,16,18,20,15,11,17,14,21,27,28,29,23,33,31,32,34,30,24,36,25,35,26/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;s5;;s6;s13s15;s14;s17;s18;s19;s20;;d13;d14;s7s15;s17s21;s8;s10;s12;s14;s16;s18;s19;s20;s11s21;s9s22;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;s34;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;;2.6026,-.5032,0;1.2782,-3.8892,0;3.4774,1.0034,0;3.4761,-.0036,0;.2949,-3.7073,0;-.6958,-3.8775,0;-1.333,-3.1067,0;-.9895,-2.1675,0;.0012,-1.9973,0;6.4908,4.1693,0;2.5998,-1.5032,0;1.9274,-3.1286,0;2.6052,1.5109,0;.6484,-2.7664,0;4.8533,4.7648,0;-.8675,1.5031,0;-.8653,-.5013,0;1.6123,-4.8317,0;5.2002,.2965,0;-2.2169,-4.7428,0;-2.8455,-2.2264,0;-1.9739,-1.9914,0;.8675,-1.4978,0;6.1476,3.23,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;3.9696,.9156,0;3.6456,-.474,0;.2916,-4.2073,0;-.5274,-4.3482,0;-1.6565,-3.488,0;-.9878,-1.6675,0;-.1686,-1.5271,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;4.5313,5.1473,0;-1.2998,1.2518,0;-1.2987,-.2519,0;2.104,-4.9227,0;5.5207,-.0873,0;-2.2201,-5.2427,0;-3.2794,-2.4749,0;-2.1437,-1.5211,0;

Duplicates ChEBI189772_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.sdf

Formula	C₂₂H₂₂O₁₄
MW	510.41
InChIKey	AHEHHVHIQJMZGY-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	14
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-2.08
logP	-1.2397
PSA	232.9
MR	113.98
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-501.63876
PM7_Total_Energy_ev	-7131.39156
PM7_Electronic_Energy_ev	-62097.35535
PM7_Dipole_Debye	5.75348
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.949
PM7_LUMO_Energy_ev	-1.421
PM7_COSMO_Area_square_ang	444.65
PM7_COSMO_Volue_cubic_ang	521.47
PM7_Electron_Affinity_ev	1.421
PM7_Ionization_Energy_ev	8.949
PM7_Energy_Gap_ev	7.528
PM7_Global_Hardness_ev	3.764
PM7_Global_Softness_ev	0.26567481402763016
PM7_Chemical_Potential_ev	-5.185
PM7_Electronigativity_ev	5.185
PM7_Back_Donation_Energy_ev	-0.941
PM7_Electrophilicity_ev	3.571230738575983
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[(2~{R},3~{R})-3,6,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chroman-5-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C2C(C(=O)c3c(cc(c(c3OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O2)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)[C@H]1Oc2cc(O)c(c(c2C(=O)[C@@H]1O)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O
InChI	1/C22H22O14/c1-33-9-4-6(2-3-7(9)23)18-15(28)13(26)11-10(34-18)5-8(24)12(25)19(11)35-22-17(30)14(27)16(29)20(36-22)21(31)32/h2-5,14-18,20,22-25,27-30H,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C22H22O14/c1-33-9-4-6(2-3-7(9)23)18-15(28)13(26)11-10(34-18)5-8(24)12(25)19(11)35-22-17(30)14(27)16(29)20(36-22)21(31)32/h2-5,14-18,20,22-25,27-30H,1H3,(H,31,32)/t14-,15+,16+,17+,18-,20+,22+/m1/s1
AuxInfo	1/1/N:22,1,2,3,4,6,8,10,9,7,5,12,13,19,16,18,20,15,11,17,14,21,27,28,29,23,33,31,32,34,24,30,36,25,35,26/E:(31,32)/F:22,1,2,3,4,6,8,10,9,7,5,12,13,19,16,18,20,15,11,17,14,21,27,28,29,23,33,31,32,34,30,24,36,25,35,26/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;s5;;s6;s13s15;s14;s17;s18;s19;s20;;d13;d14;s7s15;s17s21;s8;s10;s12;s14;s16;s18;s19;s20;s11s21;s9s22;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;s34;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;;2.6026,-.5032,0;1.2782,-3.8892,0;3.4774,1.0034,0;3.4761,-.0036,0;.2949,-3.7073,0;-.6958,-3.8775,0;-1.333,-3.1067,0;-.9895,-2.1675,0;.0012,-1.9973,0;6.4908,4.1693,0;2.5998,-1.5032,0;1.9274,-3.1286,0;2.6052,1.5109,0;.6484,-2.7664,0;4.8533,4.7648,0;-.8675,1.5031,0;-.8653,-.5013,0;1.6123,-4.8317,0;5.2002,.2965,0;-2.2169,-4.7428,0;-2.8455,-2.2264,0;-1.9739,-1.9914,0;.8675,-1.4978,0;6.1476,3.23,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;3.9696,.9156,0;3.6456,-.474,0;.2916,-4.2073,0;-.5274,-4.3482,0;-1.6565,-3.488,0;-.9878,-1.6675,0;-.1686,-1.5271,0;6.0212,4.3408,0;6.9604,3.9977,0;6.6624,4.6389,0;4.5313,5.1473,0;-1.2998,1.2518,0;-1.2987,-.2519,0;2.104,-4.9227,0;5.5207,-.0873,0;-2.2201,-5.2427,0;-3.2794,-2.4749,0;-2.1437,-1.5211,0;
Duplicates	ChEBI189772_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189772_s0.sdf