CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191737 (105495)

Formula C₂₂H₂₂O₁₂

MW 478.41

InChIKey WLDSVYQTJXGHOT-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.93

logP -0.2359

PSA 199.51

MR 114.626

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -421.8593

PM7_Total_Energy_ev -6541.01519

PM7_Electronic_Energy_ev -54684.91858

PM7_Dipole_Debye 7.63734

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.455

PM7_LUMO_Energy_ev -1.373

PM7_COSMO_Area_square_ang 433.59

PM7_COSMO_Volue_cubic_ang 505.3

PM7_Electron_Affinity_ev 1.373

PM7_Ionization_Energy_ev 9.455

PM7_Energy_Gap_ev 8.082

PM7_Global_Hardness_ev 4.041

PM7_Global_Softness_ev 0.24746349913387775

PM7_Chemical_Potential_ev -5.414

PM7_Electronigativity_ev 5.414

PM7_Back_Donation_Energy_ev -1.01025

PM7_Electrophilicity_ev 3.626750309329374

OPENEYE_Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(OC)cc3c(c2O)c(=O)cc(o3)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H22O12/c1-31-14-6-13-16(11(26)5-12(32-13)8-2-3-9(24)10(25)4-8)18(28)21(14)34-22-20(30)19(29)17(27)15(7-23)33-22/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3

InChI_3D 1S/C22H22O12/c1-31-14-6-13-16(11(26)5-12(32-13)8-2-3-9(24)10(25)4-8)18(28)21(14)34-22-20(30)19(29)17(27)15(7-23)33-22/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3/t15-,17-,19+,20-,22+/m1/s1

AuxInfo 1/0/N:21,1,2,3,13,4,22,5,8,9,15,14,7,10,19,6,17,11,16,18,12,20,32,26,27,23,30,28,29,31,34,24,25,33/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s16;s17;s18;;s19;d15;s7s14;s19s20;s8;s9;s11;s16;s17;s18;s22;s12s20;s10s21;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;-1.732,1.0005,0;-3.6283,-.7734,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8536,-1.3262,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.1304,-3.2078,0;-4.2782,-.0134,0;-.8653,-.5013,0;-.8675,1.5031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.0831,-2.1921,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.6225,-3.1193,0;-4.7698,-.1048,0;

Duplicates ChEBI191737

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.sdf

Formula	C₂₂H₂₂O₁₂
MW	478.41
InChIKey	WLDSVYQTJXGHOT-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.93
logP	-0.2359
PSA	199.51
MR	114.626
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-421.8593
PM7_Total_Energy_ev	-6541.01519
PM7_Electronic_Energy_ev	-54684.91858
PM7_Dipole_Debye	7.63734
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.455
PM7_LUMO_Energy_ev	-1.373
PM7_COSMO_Area_square_ang	433.59
PM7_COSMO_Volue_cubic_ang	505.3
PM7_Electron_Affinity_ev	1.373
PM7_Ionization_Energy_ev	9.455
PM7_Energy_Gap_ev	8.082
PM7_Global_Hardness_ev	4.041
PM7_Global_Softness_ev	0.24746349913387775
PM7_Chemical_Potential_ev	-5.414
PM7_Electronigativity_ev	5.414
PM7_Back_Donation_Energy_ev	-1.01025
PM7_Electrophilicity_ev	3.626750309329374
OPENEYE_Name	2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(OC)cc3c(c2O)c(=O)cc(o3)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O12/c1-31-14-6-13-16(11(26)5-12(32-13)8-2-3-9(24)10(25)4-8)18(28)21(14)34-22-20(30)19(29)17(27)15(7-23)33-22/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3
InChI_3D	1S/C22H22O12/c1-31-14-6-13-16(11(26)5-12(32-13)8-2-3-9(24)10(25)4-8)18(28)21(14)34-22-20(30)19(29)17(27)15(7-23)33-22/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3/t15-,17-,19+,20-,22+/m1/s1
AuxInfo	1/0/N:21,1,2,3,13,4,22,5,8,9,15,14,7,10,19,6,17,11,16,18,12,20,32,26,27,23,30,28,29,31,34,24,25,33/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s16;s17;s18;;s19;d15;s7s14;s19s20;s8;s9;s11;s16;s17;s18;s22;s12s20;s10s21;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;-1.732,1.0005,0;-3.6283,-.7734,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8536,-1.3262,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.1304,-3.2078,0;-4.2782,-.0134,0;-.8653,-.5013,0;-.8675,1.5031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.0831,-2.1921,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;-1.4807,.5682,0;-1.9833,1.4328,0;-2.1643,.7492,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.6225,-3.1193,0;-4.7698,-.1048,0;
Duplicates	ChEBI191737
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191737.sdf