CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188396_s0 (102724)

Formula C₂₁H₂₂O₉

MW 418.4

InChIKey KXAAUVHIGIFUSM-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.74

logP 1.0178

PSA 142.75

MR 101.893

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -321.41022

PM7_Total_Energy_ev -5533.31862

PM7_Electronic_Energy_ev -45648.47647

PM7_Dipole_Debye 0.93723

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.118

PM7_LUMO_Energy_ev -0.284

PM7_COSMO_Area_square_ang 396.47

PM7_COSMO_Volue_cubic_ang 480.12

PM7_Electron_Affinity_ev 0.284

PM7_Ionization_Energy_ev 9.118

PM7_Energy_Gap_ev 8.834

PM7_Global_Hardness_ev 4.417

PM7_Global_Softness_ev 0.22639800769753227

PM7_Chemical_Potential_ev -4.701

PM7_Electronigativity_ev 4.701

PM7_Back_Donation_Energy_ev -1.10425

PM7_Electrophilicity_ev 2.501630178854426

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(2~{R})-2-(3-phenoxyphenyl)propanoyl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)Oc2cccc(c2)C(C(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)C

Canonical_SMILES O=C([C@@H](c1cccc(c1)Oc1ccccc1)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C21H22O9/c1-11(12-6-5-9-14(10-12)28-13-7-3-2-4-8-13)20(27)30-21-17(24)15(22)16(23)18(29-21)19(25)26/h2-11,15-18,21-24H,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C21H22O9/c1-11(12-6-5-9-14(10-12)28-13-7-3-2-4-8-13)20(27)30-21-17(24)15(22)16(23)18(29-21)19(25)26/h2-11,15-18,21-24H,1H3,(H,25,26)/t11-,15+,16+,17-,18+,21+/m1/s1

AuxInfo 1/1/N:20,1,2,3,4,5,6,7,8,9,21,10,11,12,17,16,18,15,13,14,19,27,26,28,22,25,23,29,24,30/E:(3,4)(7,8)(25,26)/F:20,1,2,3,4,5,6,7,8,9,21,10,11,12,17,16,18,15,13,14,19,27,26,28,25,22,23,29,24,30/E:(3,4)(7,8)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;s13;s15;s16;s17;s18;;s10s14s20;d13;d14;s15s19;s13;s16;s17;s18;s11s12;s14s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s17;s18;s19;s20;s20;s20;s21;s25;s26;s27;s28;/rC:-3.1199,7.6447,0;-2.4835,6.8733,0;-2.7755,8.5836,0;2.8592,6.8981,0;2.5094,5.9613,0;-1.4926,7.0426,0;-1.7847,8.7528,0;2.2173,7.6716,0;.8822,6.5635,0;1.5242,5.79,0;-1.1382,7.9831,0;1.2255,7.5082,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.0192,4.4937,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;.5868,8.2777,0;1.2132,2.441,0;-3.6128,7.5605,0;-2.6577,6.4047,0;-3.0954,8.9679,0;3.3522,6.9816,0;2.8288,5.5765,0;-1.1744,6.6569,0;-1.6125,9.2222,0;2.3922,8.14,0;.3896,6.4779,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.192,4.0245,0;.1537,4.9628,0;-.4884,4.6665,0;1.3883,3.9751,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI188396_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.sdf

Formula	C₂₁H₂₂O₉
MW	418.4
InChIKey	KXAAUVHIGIFUSM-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.74
logP	1.0178
PSA	142.75
MR	101.893
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-321.41022
PM7_Total_Energy_ev	-5533.31862
PM7_Electronic_Energy_ev	-45648.47647
PM7_Dipole_Debye	0.93723
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.118
PM7_LUMO_Energy_ev	-0.284
PM7_COSMO_Area_square_ang	396.47
PM7_COSMO_Volue_cubic_ang	480.12
PM7_Electron_Affinity_ev	0.284
PM7_Ionization_Energy_ev	9.118
PM7_Energy_Gap_ev	8.834
PM7_Global_Hardness_ev	4.417
PM7_Global_Softness_ev	0.22639800769753227
PM7_Chemical_Potential_ev	-4.701
PM7_Electronigativity_ev	4.701
PM7_Back_Donation_Energy_ev	-1.10425
PM7_Electrophilicity_ev	2.501630178854426
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(2~{R})-2-(3-phenoxyphenyl)propanoyl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)Oc2cccc(c2)C(C(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)C
Canonical_SMILES	O=C([C@@H](c1cccc(c1)Oc1ccccc1)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C21H22O9/c1-11(12-6-5-9-14(10-12)28-13-7-3-2-4-8-13)20(27)30-21-17(24)15(22)16(23)18(29-21)19(25)26/h2-11,15-18,21-24H,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C21H22O9/c1-11(12-6-5-9-14(10-12)28-13-7-3-2-4-8-13)20(27)30-21-17(24)15(22)16(23)18(29-21)19(25)26/h2-11,15-18,21-24H,1H3,(H,25,26)/t11-,15+,16+,17-,18+,21+/m1/s1
AuxInfo	1/1/N:20,1,2,3,4,5,6,7,8,9,21,10,11,12,17,16,18,15,13,14,19,27,26,28,22,25,23,29,24,30/E:(3,4)(7,8)(25,26)/F:20,1,2,3,4,5,6,7,8,9,21,10,11,12,17,16,18,15,13,14,19,27,26,28,25,22,23,29,24,30/E:(3,4)(7,8)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;s13;s15;s16;s17;s18;;s10s14s20;d13;d14;s15s19;s13;s16;s17;s18;s11s12;s14s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s17;s18;s19;s20;s20;s20;s21;s25;s26;s27;s28;/rC:-3.1199,7.6447,0;-2.4835,6.8733,0;-2.7755,8.5836,0;2.8592,6.8981,0;2.5094,5.9613,0;-1.4926,7.0426,0;-1.7847,8.7528,0;2.2173,7.6716,0;.8822,6.5635,0;1.5242,5.79,0;-1.1382,7.9831,0;1.2255,7.5082,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.0192,4.4937,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;.5868,8.2777,0;1.2132,2.441,0;-3.6128,7.5605,0;-2.6577,6.4047,0;-3.0954,8.9679,0;3.3522,6.9816,0;2.8288,5.5765,0;-1.1744,6.6569,0;-1.6125,9.2222,0;2.3922,8.14,0;.3896,6.4779,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.192,4.0245,0;.1537,4.9628,0;-.4884,4.6665,0;1.3883,3.9751,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI188396_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188396_s0.sdf