CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189735_m1 (103881)

Formula C₂₁H₁₆O₁₄S

MW 524.41

InChIKey KYWPDPYIBFQJOX-RXIWMFOQNA-L

Entry_Date 2023-11-01

Net_Charge -2

Number_Atoms 54

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 14

HB_Donor 6

HB_Acceptor 10

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -1.11

logP 0.699

PSA 238.87

MR 116.919

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -541.73826

PM7_Total_Energy_ev -7107.42134

PM7_Electronic_Energy_ev -55689.82957

PM7_Dipole_Debye 28.04134

PM7_Point_Group C1

PM7_HOMO_Energy_ev -2.806

PM7_LUMO_Energy_ev 2.369

PM7_COSMO_Area_square_ang 454.65

PM7_COSMO_Volue_cubic_ang 522.9

PM7_Electron_Affinity_ev -2.369

PM7_Ionization_Energy_ev 2.806

PM7_Energy_Gap_ev 5.175

PM7_Global_Hardness_ev 2.5875

PM7_Global_Softness_ev 0.3864734299516908

PM7_Chemical_Potential_ev -0.2185

PM7_Electronigativity_ev 0.2185

PM7_Back_Donation_Energy_ev -0.646875

PM7_Electrophilicity_ev 0.009225555555555556

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-oxido-4-oxo-3-(4-sulfooxyphenyl)chromen-7-yl]oxy-tetrahydropyran-2-carboxylate

SMILES c1cc(ccc1c2coc3cc(cc(c3c2=O)[O-])OC4C(C(C(C(O4)C(=O)[O-])O)O)O)OS(=O)(=O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)OS(=O)(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H18O14S/c22-12-5-10(33-21-18(26)16(24)17(25)19(34-21)20(27)28)6-13-14(12)15(23)11(7-32-13)8-1-3-9(4-2-8)35-36(29,30)31/h1-7,16-19,21-22,24-26H,(H,27,28)(H,29,30,31)/p-2/fC21H16O14S/h22h,29H/q-2

InChI_3D 1S/C21H18O14S/c22-12-5-10(33-21-18(26)16(24)17(25)19(34-21)20(27)28)6-13-14(12)15(23)11(7-32-13)8-1-3-9(4-2-8)35-36(29,30)31/h1-7,16-19,21-22,24-26H,(H,27,28)(H,29,30,31)/t16-,17-,18+,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,13,7,11,12,14,9,10,8,15,19,18,20,17,16,21,22,24,31,30,32,23,25,26,27,33,28,34,29,35,36/E:(1,2)(3,4)(27,28)(29,30,31)/F:1,2,3,4,5,6,13,7,11,12,14,9,10,8,15,19,18,20,17,16,21,22,24,31,30,32,23,25,33,26,27,28,34,29,35,36/E:(1,2)(3,4)(27,28)(30,31)/CRV:36.6/rA:52cCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOOOSHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s6d8;s3d4;s5d6;;s7d13;s8s14;;s16;s17;s18;s19;s20;s9;s16;d15;d16;;;s10s13;s17s21;s18;s19;s20;;s12s21;s11;d26d27s33s35;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s30;s31;s32;s33;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;.868,-.4978,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;.8675,-1.4978,0;-3.3881,3.8089,0;2.5999,-1.5032,0;-1.7542,3.2342,0;7.962,-1.0298,0;8.9574,-2.7645,0;2.6052,1.5109,0;-2.0768,1.9447,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;9.3271,-1.3995,0;-.8675,1.5031,0;7.5923,-2.3948,0;8.4597,-1.8971,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;9.3284,-.8995,0;

Duplicates ChEBI189735_m1

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.sdf

Formula	C₂₁H₁₆O₁₄S
MW	524.41
InChIKey	KYWPDPYIBFQJOX-RXIWMFOQNA-L
Entry_Date	2023-11-01
Net_Charge	-2
Number_Atoms	54
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	14
HB_Donor	6
HB_Acceptor	10
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-1.11
logP	0.699
PSA	238.87
MR	116.919
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-541.73826
PM7_Total_Energy_ev	-7107.42134
PM7_Electronic_Energy_ev	-55689.82957
PM7_Dipole_Debye	28.04134
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-2.806
PM7_LUMO_Energy_ev	2.369
PM7_COSMO_Area_square_ang	454.65
PM7_COSMO_Volue_cubic_ang	522.9
PM7_Electron_Affinity_ev	-2.369
PM7_Ionization_Energy_ev	2.806
PM7_Energy_Gap_ev	5.175
PM7_Global_Hardness_ev	2.5875
PM7_Global_Softness_ev	0.3864734299516908
PM7_Chemical_Potential_ev	-0.2185
PM7_Electronigativity_ev	0.2185
PM7_Back_Donation_Energy_ev	-0.646875
PM7_Electrophilicity_ev	0.009225555555555556
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-oxido-4-oxo-3-(4-sulfooxyphenyl)chromen-7-yl]oxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(ccc1c2coc3cc(cc(c3c2=O)[O-])OC4C(C(C(C(O4)C(=O)[O-])O)O)O)OS(=O)(=O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)OS(=O)(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H18O14S/c22-12-5-10(33-21-18(26)16(24)17(25)19(34-21)20(27)28)6-13-14(12)15(23)11(7-32-13)8-1-3-9(4-2-8)35-36(29,30)31/h1-7,16-19,21-22,24-26H,(H,27,28)(H,29,30,31)/p-2/fC21H16O14S/h22h,29H/q-2
InChI_3D	1S/C21H18O14S/c22-12-5-10(33-21-18(26)16(24)17(25)19(34-21)20(27)28)6-13-14(12)15(23)11(7-32-13)8-1-3-9(4-2-8)35-36(29,30)31/h1-7,16-19,21-22,24-26H,(H,27,28)(H,29,30,31)/t16-,17-,18+,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,13,7,11,12,14,9,10,8,15,19,18,20,17,16,21,22,24,31,30,32,23,25,26,27,33,28,34,29,35,36/E:(1,2)(3,4)(27,28)(29,30,31)/F:1,2,3,4,5,6,13,7,11,12,14,9,10,8,15,19,18,20,17,16,21,22,24,31,30,32,23,25,33,26,27,28,34,29,35,36/E:(1,2)(3,4)(27,28)(30,31)/CRV:36.6/rA:52cCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOOOSHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s6d8;s3d4;s5d6;;s7d13;s8s14;;s16;s17;s18;s19;s20;s9;s16;d15;d16;;;s10s13;s17s21;s18;s19;s20;;s12s21;s11;d26d27s33s35;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s30;s31;s32;s33;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;.868,-.4978,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;.8675,-1.4978,0;-3.3881,3.8089,0;2.5999,-1.5032,0;-1.7542,3.2342,0;7.962,-1.0298,0;8.9574,-2.7645,0;2.6052,1.5109,0;-2.0768,1.9447,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;9.3271,-1.3995,0;-.8675,1.5031,0;7.5923,-2.3948,0;8.4597,-1.8971,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;9.3284,-.8995,0;
Duplicates	ChEBI189735_m1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189735_m1.sdf