CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191887_s0 (105609)

Formula C₁₆H₁₅O₈S

MW 367.35

InChIKey XBOIKARYUAGYEQ-NHSUGEPKNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 41

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 43

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.98

logP 2.5247

PSA 144.89

MR 88.3141

ABS 0.56

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.67407

PM7_Total_Energy_ev -4707.71965

PM7_Electronic_Energy_ev -33424.02538

PM7_Dipole_Debye 8.32328

PM7_Point_Group C1

PM7_HOMO_Energy_ev -4.254

PM7_LUMO_Energy_ev 2.301

PM7_COSMO_Area_square_ang 347.71

PM7_COSMO_Volue_cubic_ang 383.31

PM7_Electron_Affinity_ev -2.301

PM7_Ionization_Energy_ev 4.254

PM7_Energy_Gap_ev 6.555

PM7_Global_Hardness_ev 3.2775

PM7_Global_Softness_ev 0.30511060259344014

PM7_Chemical_Potential_ev -0.9765

PM7_Electronigativity_ev 0.9765

PM7_Back_Donation_Energy_ev -0.819375

PM7_Electrophilicity_ev 0.14546945080091533

OPENEYE_Name (2~{R},3~{S})-3,6-dihydroxy-7-[(~{R})-hydroxysulfinyl]oxy-2-(3-methoxyphenyl)chroman-5-olate

SMILES c1cc(cc(c1)OC)C2C(Cc3c(c(c(cc3O2)OS(=O)O)O)[O-])O

Canonical_SMILES COc1cccc(c1)[C@H]1Oc2cc(O[S@](=O)O)c(c(c2C[C@@H]1O)O)O

InChI 1/C16H16O8S/c1-22-9-4-2-3-8(5-9)16-11(17)6-10-12(23-16)7-13(24-25(20)21)15(19)14(10)18/h2-5,7,11,16-19H,6H2,1H3,(H,20,21)/p-1/fC16H15O8S/h18h,20H/q-1

InChI_3D 1S/C16H16O8S/c1-22-9-4-2-3-8(5-9)16-11(17)6-10-12(23-16)7-13(24-25(20)21)15(19)14(10)18/h2-5,7,11,16-19H,6H2,1H3,(H,20,21)/t11-,16+/m0/s1

AuxInfo 1/1/N:16,1,2,3,4,13,5,6,10,7,15,9,11,8,12,14,21,17,20,18,22,23,19,24,25/E:(20,21)/F:16,1,2,3,4,13,5,6,10,7,15,9,11,8,12,14,21,17,20,22,18,23,19,24,25/rA:40cCCCCCCCCCCCCCCCCO-OOOOOOOSHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;;d7;d5s7;d3s4;s5;s8d11;s7;s6;s13s14;;s8;;s9s14;s12;s15;;s10s16;s11;d18s22s24;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s20;s21;s22;/rC:5.1556,3.0519,0;4.807,2.1146,0;4.5127,3.8246,0;3.179,2.7149,0;.868,1.5138,0;3.8219,1.9422,0;1.736,-.0012,0;.868,-.4978,0;1.7374,1.0057,0;3.5211,3.66,0;0,1.0057,0;;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;3.2274,5.367,0;.8675,-1.4978,0;-1.729,.0005,0;2.6052,1.5109,0;-.8653,-.5013,0;5.2002,.2965,0;-2.5996,1.4979,0;2.8815,4.4287,0;-.8675,1.5031,0;-1.732,1.0005,0;5.6485,3.136,0;5.1268,1.7303,0;4.687,4.2932,0;2.6865,2.6286,0;.8678,2.0138,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;2.7583,5.5399,0;3.4003,5.8361,0;3.6965,5.194,0;-.8646,-1.0013,0;5.5207,-.0873,0;-3.0318,1.2466,0;

Duplicates ChEBI191887_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.sdf

Formula	C₁₆H₁₅O₈S
MW	367.35
InChIKey	XBOIKARYUAGYEQ-NHSUGEPKNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	41
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	43
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.98
logP	2.5247
PSA	144.89
MR	88.3141
ABS	0.56
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.67407
PM7_Total_Energy_ev	-4707.71965
PM7_Electronic_Energy_ev	-33424.02538
PM7_Dipole_Debye	8.32328
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-4.254
PM7_LUMO_Energy_ev	2.301
PM7_COSMO_Area_square_ang	347.71
PM7_COSMO_Volue_cubic_ang	383.31
PM7_Electron_Affinity_ev	-2.301
PM7_Ionization_Energy_ev	4.254
PM7_Energy_Gap_ev	6.555
PM7_Global_Hardness_ev	3.2775
PM7_Global_Softness_ev	0.30511060259344014
PM7_Chemical_Potential_ev	-0.9765
PM7_Electronigativity_ev	0.9765
PM7_Back_Donation_Energy_ev	-0.819375
PM7_Electrophilicity_ev	0.14546945080091533
OPENEYE_Name	(2~{R},3~{S})-3,6-dihydroxy-7-[(~{R})-hydroxysulfinyl]oxy-2-(3-methoxyphenyl)chroman-5-olate
SMILES	c1cc(cc(c1)OC)C2C(Cc3c(c(c(cc3O2)OS(=O)O)O)[O-])O
Canonical_SMILES	COc1cccc(c1)[C@H]1Oc2cc(O[S@](=O)O)c(c(c2C[C@@H]1O)O)O
InChI	1/C16H16O8S/c1-22-9-4-2-3-8(5-9)16-11(17)6-10-12(23-16)7-13(24-25(20)21)15(19)14(10)18/h2-5,7,11,16-19H,6H2,1H3,(H,20,21)/p-1/fC16H15O8S/h18h,20H/q-1
InChI_3D	1S/C16H16O8S/c1-22-9-4-2-3-8(5-9)16-11(17)6-10-12(23-16)7-13(24-25(20)21)15(19)14(10)18/h2-5,7,11,16-19H,6H2,1H3,(H,20,21)/t11-,16+/m0/s1
AuxInfo	1/1/N:16,1,2,3,4,13,5,6,10,7,15,9,11,8,12,14,21,17,20,18,22,23,19,24,25/E:(20,21)/F:16,1,2,3,4,13,5,6,10,7,15,9,11,8,12,14,21,17,20,22,18,23,19,24,25/rA:40cCCCCCCCCCCCCCCCCO-OOOOOOOSHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;;d7;d5s7;d3s4;s5;s8d11;s7;s6;s13s14;;s8;;s9s14;s12;s15;;s10s16;s11;d18s22s24;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s20;s21;s22;/rC:5.1556,3.0519,0;4.807,2.1146,0;4.5127,3.8246,0;3.179,2.7149,0;.868,1.5138,0;3.8219,1.9422,0;1.736,-.0012,0;.868,-.4978,0;1.7374,1.0057,0;3.5211,3.66,0;0,1.0057,0;;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;3.2274,5.367,0;.8675,-1.4978,0;-1.729,.0005,0;2.6052,1.5109,0;-.8653,-.5013,0;5.2002,.2965,0;-2.5996,1.4979,0;2.8815,4.4287,0;-.8675,1.5031,0;-1.732,1.0005,0;5.6485,3.136,0;5.1268,1.7303,0;4.687,4.2932,0;2.6865,2.6286,0;.8678,2.0138,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;2.7583,5.5399,0;3.4003,5.8361,0;3.6965,5.194,0;-.8646,-1.0013,0;5.5207,-.0873,0;-3.0318,1.2466,0;
Duplicates	ChEBI191887_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191887_s0.sdf