CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188101_s0 (102465)

Formula C₂₁H₁₈O₁₆S

MW 558.42

InChIKey UZHUMGQOPXDLRD-SCXYCHFONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 14

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 16

HB_Donor 8

HB_Acceptor 12

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -3.07

logP 0.1102

PSA 279.33

MR 120.965

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -580.88145

PM7_Total_Energy_ev -7722.53022

PM7_Electronic_Energy_ev -67954.237

PM7_Dipole_Debye 3.73302

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.372

PM7_LUMO_Energy_ev -1.471

PM7_COSMO_Area_square_ang 445.05

PM7_COSMO_Volue_cubic_ang 555.38

PM7_Electron_Affinity_ev 1.471

PM7_Ionization_Energy_ev 9.372

PM7_Energy_Gap_ev 7.901

PM7_Global_Hardness_ev 3.9505

PM7_Global_Softness_ev 0.25313251487153526

PM7_Chemical_Potential_ev -5.4215

PM7_Electronigativity_ev 5.4215

PM7_Back_Donation_Energy_ev -0.987625

PM7_Electrophilicity_ev 3.720119257056069

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-sulfooxy-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OS(=O)(=O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)OS(=O)(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H18O16S/c22-8-2-1-6(3-9(8)23)17-18(35-21-16(28)14(26)15(27)19(36-21)20(29)30)13(25)12-10(24)4-7(5-11(12)34-17)37-38(31,32)33/h1-5,14-16,19,21-24,26-28H,(H,29,30)(H,31,32,33)/f/h29,31H

InChI_3D 1S/C21H18O16S/c22-8-2-1-6(3-9(8)23)17-18(35-21-16(28)14(26)15(27)19(36-21)20(29)30)13(25)12-10(24)4-7(5-11(12)34-17)37-38(31,32)33/h1-5,14-16,19,21-24,26-28H,(H,29,30)(H,31,32,33)/t14-,15-,16-,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,3,5,4,6,11,9,10,12,8,7,14,19,18,20,13,15,17,16,21,28,29,30,22,33,32,34,23,31,24,25,35,26,37,27,36,38/E:(29,30)(31,32,33)/F:1,2,3,5,4,6,11,9,10,12,8,7,14,19,18,20,13,15,17,16,21,28,29,30,22,33,32,34,31,23,35,24,25,26,37,27,36,38/E:(32,33)/CRV:38.6/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;d14;d16;;;s8s13;s17s21;s9;s10;s12;s16;s18;s19;s20;;s11;s15s21;d24d25s35s36;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s28;s29;s30;s31;s32;s33;s34;s35;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;2.5998,-1.5032,0;6.9318,-.7843,0;-1.8801,.509,0;-2.8853,2.2381,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;5.2216,4.011,0;.8675,-1.4978,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;-3.2472,.871,0;-1.5182,1.8762,0;4.9893,-.8827,0;-2.3827,1.3736,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;7.3841,2.7412,0;5.6556,4.2593,0;1.3004,-1.748,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;-3.2457,.371,0;

Duplicates ChEBI188101_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.sdf

Formula	C₂₁H₁₈O₁₆S
MW	558.42
InChIKey	UZHUMGQOPXDLRD-SCXYCHFONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	14
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	16
HB_Donor	8
HB_Acceptor	12
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-3.07
logP	0.1102
PSA	279.33
MR	120.965
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-580.88145
PM7_Total_Energy_ev	-7722.53022
PM7_Electronic_Energy_ev	-67954.237
PM7_Dipole_Debye	3.73302
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.372
PM7_LUMO_Energy_ev	-1.471
PM7_COSMO_Area_square_ang	445.05
PM7_COSMO_Volue_cubic_ang	555.38
PM7_Electron_Affinity_ev	1.471
PM7_Ionization_Energy_ev	9.372
PM7_Energy_Gap_ev	7.901
PM7_Global_Hardness_ev	3.9505
PM7_Global_Softness_ev	0.25313251487153526
PM7_Chemical_Potential_ev	-5.4215
PM7_Electronigativity_ev	5.4215
PM7_Back_Donation_Energy_ev	-0.987625
PM7_Electrophilicity_ev	3.720119257056069
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-sulfooxy-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OS(=O)(=O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)OS(=O)(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H18O16S/c22-8-2-1-6(3-9(8)23)17-18(35-21-16(28)14(26)15(27)19(36-21)20(29)30)13(25)12-10(24)4-7(5-11(12)34-17)37-38(31,32)33/h1-5,14-16,19,21-24,26-28H,(H,29,30)(H,31,32,33)/f/h29,31H
InChI_3D	1S/C21H18O16S/c22-8-2-1-6(3-9(8)23)17-18(35-21-16(28)14(26)15(27)19(36-21)20(29)30)13(25)12-10(24)4-7(5-11(12)34-17)37-38(31,32)33/h1-5,14-16,19,21-24,26-28H,(H,29,30)(H,31,32,33)/t14-,15-,16-,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,3,5,4,6,11,9,10,12,8,7,14,19,18,20,13,15,17,16,21,28,29,30,22,33,32,34,23,31,24,25,35,26,37,27,36,38/E:(29,30)(31,32,33)/F:1,2,3,5,4,6,11,9,10,12,8,7,14,19,18,20,13,15,17,16,21,28,29,30,22,33,32,34,31,23,35,24,25,26,37,27,36,38/E:(32,33)/CRV:38.6/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;d14;d16;;;s8s13;s17s21;s9;s10;s12;s16;s18;s19;s20;;s11;s15s21;d24d25s35s36;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s28;s29;s30;s31;s32;s33;s34;s35;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;2.5998,-1.5032,0;6.9318,-.7843,0;-1.8801,.509,0;-2.8853,2.2381,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;5.2216,4.011,0;.8675,-1.4978,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;-3.2472,.871,0;-1.5182,1.8762,0;4.9893,-.8827,0;-2.3827,1.3736,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;7.3841,2.7412,0;5.6556,4.2593,0;1.3004,-1.748,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;-3.2457,.371,0;
Duplicates	ChEBI188101_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188101_s0.sdf