CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188006_s0 (102368)

Formula C₂₁H₂₀O₁₃S

MW 512.44

InChIKey IFHBLQSSJDMWJS-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.65

logP 0.3774

PSA 232.8

MR 115.97

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -465.70241

PM7_Total_Energy_ev -6863.63997

PM7_Electronic_Energy_ev -61900.54293

PM7_Dipole_Debye 7.98756

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.68

PM7_LUMO_Energy_ev -1.132

PM7_COSMO_Area_square_ang 417.2

PM7_COSMO_Volue_cubic_ang 528.49

PM7_Electron_Affinity_ev 1.132

PM7_Ionization_Energy_ev 9.68

PM7_Energy_Gap_ev 8.548

PM7_Global_Hardness_ev 4.274

PM7_Global_Softness_ev 0.2339728591483388

PM7_Chemical_Potential_ev -5.406

PM7_Electronigativity_ev 5.406

PM7_Back_Donation_Energy_ev -1.0685

PM7_Electrophilicity_ev 3.4189092185306507

OPENEYE_Name 5,7-dihydroxy-4-oxo-2-phenyl-3-[(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromene-8-sulfonic acid

SMILES c1ccc(cc1)c2c(c(=O)c3c(o2)c(c(cc3O)O)S(=O)(=O)O)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3S(=O)(=O)O)O)c2ccccc2)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O13S/c22-7-11-13(25)15(27)16(28)21(32-11)34-19-14(26)12-9(23)6-10(24)20(35(29,30)31)18(12)33-17(19)8-4-2-1-3-5-8/h1-6,11,13,15-16,21-25,27-28H,7H2,(H,29,30,31)/f/h29H

InChI_3D 1S/C21H20O13S/c22-7-11-13(25)15(27)16(28)21(32-11)34-19-14(26)12-9(23)6-10(24)20(35(29,30)31)18(12)33-17(19)8-4-2-1-3-5-8/h1-6,11,13,15-16,21-25,27-28H,7H2,(H,29,30,31)/t11-,13+,15-,16-,21-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,21,7,10,11,19,8,17,14,16,18,13,9,15,12,20,32,27,28,30,22,29,31,23,24,33,26,25,34,35/E:(2,3)(4,5)(29,30,31)/F:1,2,3,4,5,6,21,7,10,11,19,8,17,14,16,18,13,9,15,12,20,32,27,28,30,22,29,31,33,23,24,26,25,34,35/E:(2,3)(4,5)(30,31)/CRV:35.6/rA:55cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;d8;d6s8;s6;s9d11;s7;s8;d13s14;;s16;s16;s17;s18;s19;d14;;;s9s13;s19s20;s10;s11;s16;s17;s18;s21;;s15s20;s12d23d24s33;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;s30;s31;s32;s33;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2766,-3.5934,0;6.263,-3.4291,0;4.6366,-2.8249,0;6.613,-2.4868,0;4.9866,-1.8826,0;7.752,-1.1582,0;2.5998,-1.5032,0;-.1324,2.5134,0;1.8676,2.5142,0;2.6052,1.5109,0;5.9766,-1.7088,0;.8675,-1.4978,0;-.8675,1.5031,0;3.7561,-4.4598,0;6.248,-5.179,0;3.7734,-2.3201,0;8.4028,-.3989,0;.8673,3.5138,0;4.9893,-.8827,0;.8676,2.5138,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.5071,0;5.2172,.5019,0;3.9212,2.7588,0;-.4327,-.2506,0;5.444,-4.0645,0;6.7547,-3.5197,0;4.3134,-3.2064,0;7.0439,-2.7405,0;4.4946,-1.7935,0;8.1316,-1.4836,0;7.3724,-.8328,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.7533,-4.9598,0;6.6789,-5.4327,0;3.339,-2.5676,0;8.8943,-.491,0;.4342,3.7636,0;

Duplicates ChEBI188006_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.sdf

Formula	C₂₁H₂₀O₁₃S
MW	512.44
InChIKey	IFHBLQSSJDMWJS-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.65
logP	0.3774
PSA	232.8
MR	115.97
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-465.70241
PM7_Total_Energy_ev	-6863.63997
PM7_Electronic_Energy_ev	-61900.54293
PM7_Dipole_Debye	7.98756
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.68
PM7_LUMO_Energy_ev	-1.132
PM7_COSMO_Area_square_ang	417.2
PM7_COSMO_Volue_cubic_ang	528.49
PM7_Electron_Affinity_ev	1.132
PM7_Ionization_Energy_ev	9.68
PM7_Energy_Gap_ev	8.548
PM7_Global_Hardness_ev	4.274
PM7_Global_Softness_ev	0.2339728591483388
PM7_Chemical_Potential_ev	-5.406
PM7_Electronigativity_ev	5.406
PM7_Back_Donation_Energy_ev	-1.0685
PM7_Electrophilicity_ev	3.4189092185306507
OPENEYE_Name	5,7-dihydroxy-4-oxo-2-phenyl-3-[(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromene-8-sulfonic acid
SMILES	c1ccc(cc1)c2c(c(=O)c3c(o2)c(c(cc3O)O)S(=O)(=O)O)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3S(=O)(=O)O)O)c2ccccc2)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O13S/c22-7-11-13(25)15(27)16(28)21(32-11)34-19-14(26)12-9(23)6-10(24)20(35(29,30)31)18(12)33-17(19)8-4-2-1-3-5-8/h1-6,11,13,15-16,21-25,27-28H,7H2,(H,29,30,31)/f/h29H
InChI_3D	1S/C21H20O13S/c22-7-11-13(25)15(27)16(28)21(32-11)34-19-14(26)12-9(23)6-10(24)20(35(29,30)31)18(12)33-17(19)8-4-2-1-3-5-8/h1-6,11,13,15-16,21-25,27-28H,7H2,(H,29,30,31)/t11-,13+,15-,16-,21-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,21,7,10,11,19,8,17,14,16,18,13,9,15,12,20,32,27,28,30,22,29,31,23,24,33,26,25,34,35/E:(2,3)(4,5)(29,30,31)/F:1,2,3,4,5,6,21,7,10,11,19,8,17,14,16,18,13,9,15,12,20,32,27,28,30,22,29,31,33,23,24,26,25,34,35/E:(2,3)(4,5)(30,31)/CRV:35.6/rA:55cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;d8;d6s8;s6;s9d11;s7;s8;d13s14;;s16;s16;s17;s18;s19;d14;;;s9s13;s19s20;s10;s11;s16;s17;s18;s21;;s15s20;s12d23d24s33;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;s30;s31;s32;s33;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2766,-3.5934,0;6.263,-3.4291,0;4.6366,-2.8249,0;6.613,-2.4868,0;4.9866,-1.8826,0;7.752,-1.1582,0;2.5998,-1.5032,0;-.1324,2.5134,0;1.8676,2.5142,0;2.6052,1.5109,0;5.9766,-1.7088,0;.8675,-1.4978,0;-.8675,1.5031,0;3.7561,-4.4598,0;6.248,-5.179,0;3.7734,-2.3201,0;8.4028,-.3989,0;.8673,3.5138,0;4.9893,-.8827,0;.8676,2.5138,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.5071,0;5.2172,.5019,0;3.9212,2.7588,0;-.4327,-.2506,0;5.444,-4.0645,0;6.7547,-3.5197,0;4.3134,-3.2064,0;7.0439,-2.7405,0;4.4946,-1.7935,0;8.1316,-1.4836,0;7.3724,-.8328,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.7533,-4.9598,0;6.6789,-5.4327,0;3.339,-2.5676,0;8.8943,-.491,0;.4342,3.7636,0;
Duplicates	ChEBI188006_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188006_s0.sdf