CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193102 (106529)

Formula C₂₂H₂₂O₁₂

MW 478.41

InChIKey CCQDWIRWKWIUKK-SDLMPETONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 8

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 -0.64

logP -1.8882

PSA 206.6

MR 114.943

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -373.02379

PM7_Total_Energy_ev -6538.99685

PM7_Electronic_Energy_ev -57546.98528

PM7_Dipole_Debye 13.54426

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.33

PM7_LUMO_Energy_ev -1.734

PM7_COSMO_Area_square_ang 412.91

PM7_COSMO_Volue_cubic_ang 520.39

PM7_Electron_Affinity_ev 1.734

PM7_Ionization_Energy_ev 8.33

PM7_Energy_Gap_ev 6.596

PM7_Global_Hardness_ev 3.298

PM7_Global_Softness_ev 0.30321406913280774

PM7_Chemical_Potential_ev -5.032

PM7_Electronigativity_ev 5.032

PM7_Back_Donation_Energy_ev -0.8245

PM7_Electrophilicity_ev 3.838845360824742

OPENEYE_Name 2-(3,4-dihydroxy-5-methoxy-phenyl)-7-hydroxy-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromenylium-5-olate

SMILES c1c(cc(c(c1O)O)OC)c2c(cc3c(cc(cc3[o+]2)O)[O-])OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OC2=C([O]=c3c(=C2)c(O)cc(c3)O)c2cc(O)c(c(c2)OC)O)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/f/h24,26-27H

InChI_3D 1S/C22H23O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-30H,7H2,1H3/t16-,18+,19+,20-,22-/m1/s1

AuxInfo 1/2/N:21,1,2,8,9,7,22,3,14,11,12,4,15,5,13,19,6,17,16,18,10,20,32,28,23,26,27,30,29,31,33,25,34,24/F:m/CRV:25-1,32+1/rA:56cCCCCCCCCCCCCCCCCCCCCCCO-OO+OOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;;;s3;d7;d8s11;s7d10;s8d9;s9s11;;s16;s16;s17;s18;;s19;s12;s19s20;s10d15;s4;s6;s14;s16;s17;s18;s22;s5s21;s13s20;s1;s2;s7;s8;s9;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:5.208,.9968,0;4.344,2.5014,0;4.3446,1.5014,0;6.0797,1.4974,0;5.2157,3.002,0;6.088,2.5025,0;2.6026,-.5032,0;;.868,1.5138,0;3.4774,1.0034,0;1.736,-.0012,0;.868,-.4978,0;3.4761,-.0036,0;0,1.0057,0;1.7374,1.0057,0;4.628,-3.2166,0;5.6145,-3.0524,0;3.9881,-2.4482,0;5.9645,-2.1101,0;4.3381,-1.5059,0;4.3488,4.5014,0;6.6153,-1.3509,0;.8675,-1.4978,0;5.3281,-1.3321,0;2.6052,1.5109,0;6.9431,.9928,0;6.9552,3.0005,0;-.8675,1.5031,0;3.1076,-4.0831,0;5.5995,-4.8023,0;3.1249,-1.9433,0;7.2662,-.5916,0;5.2151,4.002,0;4.3408,-.5059,0;5.2061,.4968,0;3.9112,2.7518,0;2.6012,-1.0032,0;-.4327,-.2506,0;.8678,2.0138,0;4.7955,-3.6878,0;6.1062,-3.1429,0;3.6649,-2.8297,0;6.3954,-2.3638,0;3.8461,-1.4168,0;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;6.995,-1.6763,0;6.2357,-1.0254,0;6.9404,.4928,0;7.3876,2.7495,0;-1.2998,1.2518,0;3.1048,-4.5831,0;6.0304,-5.056,0;2.6905,-2.1909,0;7.7576,-.6836,0;

Duplicates ChEBI193102;ChEBI193103

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.sdf

Formula	C₂₂H₂₂O₁₂
MW	478.41
InChIKey	CCQDWIRWKWIUKK-SDLMPETONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	8
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	-0.64
logP	-1.8882
PSA	206.6
MR	114.943
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-373.02379
PM7_Total_Energy_ev	-6538.99685
PM7_Electronic_Energy_ev	-57546.98528
PM7_Dipole_Debye	13.54426
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.33
PM7_LUMO_Energy_ev	-1.734
PM7_COSMO_Area_square_ang	412.91
PM7_COSMO_Volue_cubic_ang	520.39
PM7_Electron_Affinity_ev	1.734
PM7_Ionization_Energy_ev	8.33
PM7_Energy_Gap_ev	6.596
PM7_Global_Hardness_ev	3.298
PM7_Global_Softness_ev	0.30321406913280774
PM7_Chemical_Potential_ev	-5.032
PM7_Electronigativity_ev	5.032
PM7_Back_Donation_Energy_ev	-0.8245
PM7_Electrophilicity_ev	3.838845360824742
OPENEYE_Name	2-(3,4-dihydroxy-5-methoxy-phenyl)-7-hydroxy-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromenylium-5-olate
SMILES	c1c(cc(c(c1O)O)OC)c2c(cc3c(cc(cc3[o+]2)O)[O-])OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OC2=C([O]=c3c(=C2)c(O)cc(c3)O)c2cc(O)c(c(c2)OC)O)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/f/h24,26-27H
InChI_3D	1S/C22H23O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-30H,7H2,1H3/t16-,18+,19+,20-,22-/m1/s1
AuxInfo	1/2/N:21,1,2,8,9,7,22,3,14,11,12,4,15,5,13,19,6,17,16,18,10,20,32,28,23,26,27,30,29,31,33,25,34,24/F:m/CRV:25-1,32+1/rA:56cCCCCCCCCCCCCCCCCCCCCCCO-OO+OOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;;;s3;d7;d8s11;s7d10;s8d9;s9s11;;s16;s16;s17;s18;;s19;s12;s19s20;s10d15;s4;s6;s14;s16;s17;s18;s22;s5s21;s13s20;s1;s2;s7;s8;s9;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:5.208,.9968,0;4.344,2.5014,0;4.3446,1.5014,0;6.0797,1.4974,0;5.2157,3.002,0;6.088,2.5025,0;2.6026,-.5032,0;;.868,1.5138,0;3.4774,1.0034,0;1.736,-.0012,0;.868,-.4978,0;3.4761,-.0036,0;0,1.0057,0;1.7374,1.0057,0;4.628,-3.2166,0;5.6145,-3.0524,0;3.9881,-2.4482,0;5.9645,-2.1101,0;4.3381,-1.5059,0;4.3488,4.5014,0;6.6153,-1.3509,0;.8675,-1.4978,0;5.3281,-1.3321,0;2.6052,1.5109,0;6.9431,.9928,0;6.9552,3.0005,0;-.8675,1.5031,0;3.1076,-4.0831,0;5.5995,-4.8023,0;3.1249,-1.9433,0;7.2662,-.5916,0;5.2151,4.002,0;4.3408,-.5059,0;5.2061,.4968,0;3.9112,2.7518,0;2.6012,-1.0032,0;-.4327,-.2506,0;.8678,2.0138,0;4.7955,-3.6878,0;6.1062,-3.1429,0;3.6649,-2.8297,0;6.3954,-2.3638,0;3.8461,-1.4168,0;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;6.995,-1.6763,0;6.2357,-1.0254,0;6.9404,.4928,0;7.3876,2.7495,0;-1.2998,1.2518,0;3.1048,-4.5831,0;6.0304,-5.056,0;2.6905,-2.1909,0;7.7576,-.6836,0;
Duplicates	ChEBI193102;ChEBI193103
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193102.sdf