CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191555 (105345)

Formula C₂₂H₂₄O₁₃

MW 496.42

InChIKey DAQFRQALPPBZDR-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 13

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.78

logP -0.8799

PSA 215.83

MR 113.558

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -482.8767

PM7_Total_Energy_ev -6863.97462

PM7_Electronic_Energy_ev -59818.79195

PM7_Dipole_Debye 7.53711

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.215

PM7_LUMO_Energy_ev -0.692

PM7_COSMO_Area_square_ang 448.96

PM7_COSMO_Volue_cubic_ang 525.14

PM7_Electron_Affinity_ev 0.692

PM7_Ionization_Energy_ev 9.215

PM7_Energy_Gap_ev 8.523

PM7_Global_Hardness_ev 4.2615

PM7_Global_Softness_ev 0.23465915757362432

PM7_Chemical_Potential_ev -4.9535

PM7_Electronigativity_ev 4.9535

PM7_Back_Donation_Energy_ev -1.065375

PM7_Electrophilicity_ev 2.878934911416168

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

SMILES c1c(cc(c(c1O)OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)C3C(Cc4c(cc(cc4O)O)O3)O

Canonical_SMILES COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(cc1O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O

InChI 1/C22H24O13/c1-32-19-11(25)2-7(18-12(26)6-9-10(24)4-8(23)5-13(9)33-18)3-14(19)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,12,15-18,20,22-29H,6H2,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C22H24O13/c1-32-19-11(25)2-7(18-12(26)6-9-10(24)4-8(23)5-13(9)33-18)3-14(19)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,12,15-18,20,22-29H,6H2,1H3,(H,30,31)/t12-,15+,16+,17-,18-,20+,22-/m1/s1

AuxInfo 1/1/N:22,1,2,4,3,14,5,10,6,11,8,17,7,9,19,18,20,15,12,16,13,21,27,28,26,30,32,31,33,23,29,35,24,34,25/E:(30,31)/F:22,1,2,4,3,14,5,10,6,11,8,17,7,9,19,18,20,15,12,16,13,21,27,28,26,30,32,31,33,29,23,35,24,34,25/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s6;s5;s13;s14s15;s16;s18;s19;s20;;d13;s7s15;s16s21;s8;s10;s11;s13;s17;s18;s19;s20;s9s21;s12s22;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;8.4278,4.0301,0;2.6026,-.5032,0;3.4774,1.0034,0;8.4143,3.0302,0;3.4761,-.0036,0;8.749,2.0824,0;8.0967,1.3244,0;7.113,1.5046,0;6.7783,2.4524,0;4.2184,5.536,0;7.5686,4.5418,0;2.6052,1.5109,0;7.4272,3.22,0;2.8823,4.4176,0;-.8675,1.5031,0;.8675,-1.4978,0;9.3005,4.5184,0;4.4613,.1679,0;9.8584,.729,0;7.484,-.3149,0;6.1268,1.3394,0;6.1398,3.2221,0;4.8591,4.7683,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;8.9076,3.1113,0;3.6456,-.474,0;9.1846,2.3278,0;8.5271,1.0698,0;7.1092,1.0046,0;6.3434,2.2057,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;2.3899,4.3307,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.3072,5.0183,0;4.7818,-.2159,0;10.3518,.8101,0;7.8021,-.7006,0;5.9517,.8711,0;

Duplicates ChEBI191555

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.sdf

Formula	C₂₂H₂₄O₁₃
MW	496.42
InChIKey	DAQFRQALPPBZDR-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	13
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.78
logP	-0.8799
PSA	215.83
MR	113.558
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-482.8767
PM7_Total_Energy_ev	-6863.97462
PM7_Electronic_Energy_ev	-59818.79195
PM7_Dipole_Debye	7.53711
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.215
PM7_LUMO_Energy_ev	-0.692
PM7_COSMO_Area_square_ang	448.96
PM7_COSMO_Volue_cubic_ang	525.14
PM7_Electron_Affinity_ev	0.692
PM7_Ionization_Energy_ev	9.215
PM7_Energy_Gap_ev	8.523
PM7_Global_Hardness_ev	4.2615
PM7_Global_Softness_ev	0.23465915757362432
PM7_Chemical_Potential_ev	-4.9535
PM7_Electronigativity_ev	4.9535
PM7_Back_Donation_Energy_ev	-1.065375
PM7_Electrophilicity_ev	2.878934911416168
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[3-hydroxy-2-methoxy-5-[(2~{R},3~{R})-3,5,7-trihydroxychroman-2-yl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)C3C(Cc4c(cc(cc4O)O)O3)O
Canonical_SMILES	COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(cc1O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O
InChI	1/C22H24O13/c1-32-19-11(25)2-7(18-12(26)6-9-10(24)4-8(23)5-13(9)33-18)3-14(19)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,12,15-18,20,22-29H,6H2,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C22H24O13/c1-32-19-11(25)2-7(18-12(26)6-9-10(24)4-8(23)5-13(9)33-18)3-14(19)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,12,15-18,20,22-29H,6H2,1H3,(H,30,31)/t12-,15+,16+,17-,18-,20+,22-/m1/s1
AuxInfo	1/1/N:22,1,2,4,3,14,5,10,6,11,8,17,7,9,19,18,20,15,12,16,13,21,27,28,26,30,32,31,33,23,29,35,24,34,25/E:(30,31)/F:22,1,2,4,3,14,5,10,6,11,8,17,7,9,19,18,20,15,12,16,13,21,27,28,26,30,32,31,33,29,23,35,24,34,25/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s6;s5;s13;s14s15;s16;s18;s19;s20;;d13;s7s15;s16s21;s8;s10;s11;s13;s17;s18;s19;s20;s9s21;s12s22;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;8.4278,4.0301,0;2.6026,-.5032,0;3.4774,1.0034,0;8.4143,3.0302,0;3.4761,-.0036,0;8.749,2.0824,0;8.0967,1.3244,0;7.113,1.5046,0;6.7783,2.4524,0;4.2184,5.536,0;7.5686,4.5418,0;2.6052,1.5109,0;7.4272,3.22,0;2.8823,4.4176,0;-.8675,1.5031,0;.8675,-1.4978,0;9.3005,4.5184,0;4.4613,.1679,0;9.8584,.729,0;7.484,-.3149,0;6.1268,1.3394,0;6.1398,3.2221,0;4.8591,4.7683,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;8.9076,3.1113,0;3.6456,-.474,0;9.1846,2.3278,0;8.5271,1.0698,0;7.1092,1.0046,0;6.3434,2.2057,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;2.3899,4.3307,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.3072,5.0183,0;4.7818,-.2159,0;10.3518,.8101,0;7.8021,-.7006,0;5.9517,.8711,0;
Duplicates	ChEBI191555
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191555.sdf