CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186421_s0 (100956)

Formula C₂₁H₂₀O₁₄S

MW 528.44

InChIKey LPBOXONDWRTDPQ-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -3.47

logP 0.3541

PSA 253.03

MR 118.829

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -512.00598

PM7_Total_Energy_ev -7159.0697

PM7_Electronic_Energy_ev -64332.85274

PM7_Dipole_Debye 10.28709

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.258

PM7_LUMO_Energy_ev -1.207

PM7_COSMO_Area_square_ang 426.24

PM7_COSMO_Volue_cubic_ang 536.05

PM7_Electron_Affinity_ev 1.207

PM7_Ionization_Energy_ev 9.258

PM7_Energy_Gap_ev 8.051

PM7_Global_Hardness_ev 4.0255

PM7_Global_Softness_ev 0.24841634579555336

PM7_Chemical_Potential_ev -5.2325

PM7_Electronigativity_ev 5.2325

PM7_Back_Donation_Energy_ev -1.006375

PM7_Electrophilicity_ev 3.400702552477953

OPENEYE_Name [2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-8-[(2~{R},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-7-yl] hydrogen sulfate

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)OS(=O)(=O)O)C4C(C(C(C(O4)CO)O)O)O)O)O

Canonical_SMILES OC[C@@H]1O[C@@H]([C@H]([C@H]([C@@H]1O)O)O)c1c(cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O)OS(=O)(=O)O

InChI 1/C21H20O14S/c22-6-14-17(27)18(28)19(29)21(34-14)16-13(35-36(30,31)32)5-11(26)15-10(25)4-12(33-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-24,26-29H,6H2,(H,30,31,32)/f/h30H

InChI_3D 1S/C21H20O14S/c22-6-14-17(27)18(28)19(29)21(34-14)16-13(35-36(30,31)32)5-11(26)15-10(25)4-12(33-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-24,26-29H,6H2,(H,30,31,32)/t14-,17+,18-,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,3,13,4,21,5,9,10,15,11,14,12,20,6,7,19,18,17,8,16,33,27,28,22,29,32,31,30,23,24,34,25,26,35,36/E:(30,31,32)/F:1,2,3,13,4,21,5,9,10,15,11,14,12,20,6,7,19,18,17,8,16,33,27,28,22,29,32,31,30,34,23,24,25,26,35,36/E:(31,32)/CRV:36.6/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s5d13;s6s13;s7;s16;s17;s18;s19;s20;d15;;;s8s14;s16s20;s9;s10;s11;s17;s18;s19;s21;;s12;d23d24s34s35;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;s30;s31;s32;s33;s34;/rC:4.9988,2.8749,0;5.8638,3.3766,0;5.8651,1.3715,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7339,2.8733,0;6.7389,1.8681,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;-1.8801,.509,0;-2.8853,2.2381,0;2.6052,1.5109,0;.5196,4.2068,0;7.5989,3.3751,0;7.6045,1.3674,0;.8675,-1.4978,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;-3.2472,.871,0;-1.5182,1.8762,0;-2.3827,1.3736,0;4.566,3.1253,0;5.8635,3.8766,0;5.8632,.8715,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.5979,3.8751,0;8.0378,1.617,0;1.3004,-1.748,0;3.8058,2.4633,0;4.0179,5.2256,0;2.5992,6.7947,0;-1.6369,6.1126,0;-3.2457,.371,0;

Duplicates ChEBI186421_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.sdf

Formula	C₂₁H₂₀O₁₄S
MW	528.44
InChIKey	LPBOXONDWRTDPQ-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-3.47
logP	0.3541
PSA	253.03
MR	118.829
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-512.00598
PM7_Total_Energy_ev	-7159.0697
PM7_Electronic_Energy_ev	-64332.85274
PM7_Dipole_Debye	10.28709
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.258
PM7_LUMO_Energy_ev	-1.207
PM7_COSMO_Area_square_ang	426.24
PM7_COSMO_Volue_cubic_ang	536.05
PM7_Electron_Affinity_ev	1.207
PM7_Ionization_Energy_ev	9.258
PM7_Energy_Gap_ev	8.051
PM7_Global_Hardness_ev	4.0255
PM7_Global_Softness_ev	0.24841634579555336
PM7_Chemical_Potential_ev	-5.2325
PM7_Electronigativity_ev	5.2325
PM7_Back_Donation_Energy_ev	-1.006375
PM7_Electrophilicity_ev	3.400702552477953
OPENEYE_Name	[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-8-[(2~{R},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-7-yl] hydrogen sulfate
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)OS(=O)(=O)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@@H]([C@H]([C@H]([C@@H]1O)O)O)c1c(cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O)OS(=O)(=O)O
InChI	1/C21H20O14S/c22-6-14-17(27)18(28)19(29)21(34-14)16-13(35-36(30,31)32)5-11(26)15-10(25)4-12(33-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-24,26-29H,6H2,(H,30,31,32)/f/h30H
InChI_3D	1S/C21H20O14S/c22-6-14-17(27)18(28)19(29)21(34-14)16-13(35-36(30,31)32)5-11(26)15-10(25)4-12(33-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-24,26-29H,6H2,(H,30,31,32)/t14-,17+,18-,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,3,13,4,21,5,9,10,15,11,14,12,20,6,7,19,18,17,8,16,33,27,28,22,29,32,31,30,23,24,34,25,26,35,36/E:(30,31,32)/F:1,2,3,13,4,21,5,9,10,15,11,14,12,20,6,7,19,18,17,8,16,33,27,28,22,29,32,31,30,34,23,24,25,26,35,36/E:(31,32)/CRV:36.6/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s5d13;s6s13;s7;s16;s17;s18;s19;s20;d15;;;s8s14;s16s20;s9;s10;s11;s17;s18;s19;s21;;s12;d23d24s34s35;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;s30;s31;s32;s33;s34;/rC:4.9988,2.8749,0;5.8638,3.3766,0;5.8651,1.3715,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7339,2.8733,0;6.7389,1.8681,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;-1.8801,.509,0;-2.8853,2.2381,0;2.6052,1.5109,0;.5196,4.2068,0;7.5989,3.3751,0;7.6045,1.3674,0;.8675,-1.4978,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;-3.2472,.871,0;-1.5182,1.8762,0;-2.3827,1.3736,0;4.566,3.1253,0;5.8635,3.8766,0;5.8632,.8715,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.5979,3.8751,0;8.0378,1.617,0;1.3004,-1.748,0;3.8058,2.4633,0;4.0179,5.2256,0;2.5992,6.7947,0;-1.6369,6.1126,0;-3.2457,.371,0;
Duplicates	ChEBI186421_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186421_s0.sdf