CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188109_s0 (102472)

Formula C₂₂H₂₂O₁₄S

MW 542.47

InChIKey ICXGFKZMXFCHLZ-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.62

logP 0.9664

PSA 231.03

MR 123.062

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -502.08338

PM7_Total_Energy_ev -7308.3922

PM7_Electronic_Energy_ev -67943.98018

PM7_Dipole_Debye 4.66614

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.301

PM7_LUMO_Energy_ev -0.929

PM7_COSMO_Area_square_ang 440.26

PM7_COSMO_Volue_cubic_ang 562.83

PM7_Electron_Affinity_ev 0.929

PM7_Ionization_Energy_ev 9.301

PM7_Energy_Gap_ev 8.372

PM7_Global_Hardness_ev 4.186

PM7_Global_Softness_ev 0.23889154323936931

PM7_Chemical_Potential_ev -5.115

PM7_Electronigativity_ev 5.115

PM7_Back_Donation_Energy_ev -1.0465

PM7_Electrophilicity_ev 3.1250865981844242

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

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)CO)O)O)OS(=O)(=O)O)OC

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(O)cc(c3c2oc(cc3=O)c2ccc(cc2)OC)O)[C@H]([C@H]([C@@H]1O)O)OS(=O)(=O)O

InChI 1/C22H22O14S/c1-32-10-4-2-9(3-5-10)14-7-12(25)16-11(24)6-13(26)19(20(16)33-14)35-22-21(36-37(29,30)31)18(28)17(27)15(8-23)34-22/h2-7,15,17-18,21-24,26-28H,8H2,1H3,(H,29,30,31)/f/h29H

InChI_3D 1S/C22H22O14S/c1-32-10-4-2-9(3-5-10)14-7-12(25)16-11(24)6-13(26)19(20(16)33-14)35-22-21(36-37(29,30)31)18(28)17(27)15(8-23)34-22/h2-7,15,17-18,21-24,26-28H,8H2,1H3,(H,29,30,31)/t15-,17-,18+,21+,22+/m1/s1

AuxInfo 1/1/N:21,1,2,3,4,5,13,22,6,9,10,15,11,14,19,7,17,16,12,8,18,20,32,28,23,29,31,30,24,25,33,35,26,27,34,36,37/E:(2,3)(4,5)(29,30,31)/F:21,1,2,3,4,5,13,22,6,9,10,15,11,14,19,7,17,16,12,8,18,20,32,28,23,29,31,30,33,24,25,35,26,27,34,36,37/E:(2,3)(4,5)(30,31)/CRV:37.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d7;s3d4;d5s7;s5;s8d11;;s6d13;s7s13;;s16;s16;s17;s18;;s19;d15;;;s8s14;s19s20;s10;s11;s16;s17;s22;;s12s20;s9s21;s18;d24d25s33s36;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s28;s29;s30;s31;s32;s33;/rC:5.208,.9968,0;4.344,2.5014,0;6.0797,1.4974,0;5.2157,3.002,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.2768,4.7376,0;-2.6249,3.8001,0;-1.2918,4.9106,0;-1.9815,3.0278,0;-.6485,4.1383,0;7.82,2.4985,0;-3.5019,2.1612,0;2.5998,-1.5032,0;.5956,7.1467,0;1.5911,5.412,0;2.6052,1.5109,0;-.9901,3.1929,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2722,6.4876,0;-4.1356,4.6835,0;-4.3707,1.666,0;1.9607,6.7771,0;.8674,3.2638,0;6.9552,3.0005,0;.226,5.7816,0;1.0933,6.2794,0;5.2061,.4968,0;3.9112,2.7518,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;3.9084,-.2548,0;-2.7688,4.8267,0;-2.948,3.4186,0;-1.4621,5.3807,0;-1.8141,2.5567,0;-.3265,4.5208,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;-3.7495,2.5956,0;-3.2543,1.7268,0;1.3004,-1.748,0;-1.2998,1.2518,0;-2.7046,6.7387,0;-4.57,4.4359,0;-4.8023,1.9184,0;1.962,7.2771,0;

Duplicates ChEBI188109_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.sdf

Formula	C₂₂H₂₂O₁₄S
MW	542.47
InChIKey	ICXGFKZMXFCHLZ-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.62
logP	0.9664
PSA	231.03
MR	123.062
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-502.08338
PM7_Total_Energy_ev	-7308.3922
PM7_Electronic_Energy_ev	-67943.98018
PM7_Dipole_Debye	4.66614
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.301
PM7_LUMO_Energy_ev	-0.929
PM7_COSMO_Area_square_ang	440.26
PM7_COSMO_Volue_cubic_ang	562.83
PM7_Electron_Affinity_ev	0.929
PM7_Ionization_Energy_ev	9.301
PM7_Energy_Gap_ev	8.372
PM7_Global_Hardness_ev	4.186
PM7_Global_Softness_ev	0.23889154323936931
PM7_Chemical_Potential_ev	-5.115
PM7_Electronigativity_ev	5.115
PM7_Back_Donation_Energy_ev	-1.0465
PM7_Electrophilicity_ev	3.1250865981844242
OPENEYE_Name	[(2~{S},3~{S},4~{S},5~{S},6~{R})-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-chromen-8-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] hydrogen sulfate
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)CO)O)O)OS(=O)(=O)O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(O)cc(c3c2oc(cc3=O)c2ccc(cc2)OC)O)[C@H]([C@H]([C@@H]1O)O)OS(=O)(=O)O
InChI	1/C22H22O14S/c1-32-10-4-2-9(3-5-10)14-7-12(25)16-11(24)6-13(26)19(20(16)33-14)35-22-21(36-37(29,30)31)18(28)17(27)15(8-23)34-22/h2-7,15,17-18,21-24,26-28H,8H2,1H3,(H,29,30,31)/f/h29H
InChI_3D	1S/C22H22O14S/c1-32-10-4-2-9(3-5-10)14-7-12(25)16-11(24)6-13(26)19(20(16)33-14)35-22-21(36-37(29,30)31)18(28)17(27)15(8-23)34-22/h2-7,15,17-18,21-24,26-28H,8H2,1H3,(H,29,30,31)/t15-,17-,18+,21+,22+/m1/s1
AuxInfo	1/1/N:21,1,2,3,4,5,13,22,6,9,10,15,11,14,19,7,17,16,12,8,18,20,32,28,23,29,31,30,24,25,33,35,26,27,34,36,37/E:(2,3)(4,5)(29,30,31)/F:21,1,2,3,4,5,13,22,6,9,10,15,11,14,19,7,17,16,12,8,18,20,32,28,23,29,31,30,33,24,25,35,26,27,34,36,37/E:(2,3)(4,5)(30,31)/CRV:37.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d7;s3d4;d5s7;s5;s8d11;;s6d13;s7s13;;s16;s16;s17;s18;;s19;d15;;;s8s14;s19s20;s10;s11;s16;s17;s22;;s12s20;s9s21;s18;d24d25s33s36;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s28;s29;s30;s31;s32;s33;/rC:5.208,.9968,0;4.344,2.5014,0;6.0797,1.4974,0;5.2157,3.002,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.2768,4.7376,0;-2.6249,3.8001,0;-1.2918,4.9106,0;-1.9815,3.0278,0;-.6485,4.1383,0;7.82,2.4985,0;-3.5019,2.1612,0;2.5998,-1.5032,0;.5956,7.1467,0;1.5911,5.412,0;2.6052,1.5109,0;-.9901,3.1929,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2722,6.4876,0;-4.1356,4.6835,0;-4.3707,1.666,0;1.9607,6.7771,0;.8674,3.2638,0;6.9552,3.0005,0;.226,5.7816,0;1.0933,6.2794,0;5.2061,.4968,0;3.9112,2.7518,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;3.9084,-.2548,0;-2.7688,4.8267,0;-2.948,3.4186,0;-1.4621,5.3807,0;-1.8141,2.5567,0;-.3265,4.5208,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;-3.7495,2.5956,0;-3.2543,1.7268,0;1.3004,-1.748,0;-1.2998,1.2518,0;-2.7046,6.7387,0;-4.57,4.4359,0;-4.8023,1.9184,0;1.962,7.2771,0;
Duplicates	ChEBI188109_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188109_s0.sdf