CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178179_s0 (94328)

Formula C₂₂H₂₂O₁₃

MW 494.41

InChIKey WJYMEDBNOOSKGW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.82

logP -0.5303

PSA 219.74

MR 116.649

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -454.58722

PM7_Total_Energy_ev -6836.00266

PM7_Electronic_Energy_ev -57613.20407

PM7_Dipole_Debye 3.75985

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.781

PM7_LUMO_Energy_ev -1.233

PM7_COSMO_Area_square_ang 447.68

PM7_COSMO_Volue_cubic_ang 518.01

PM7_Electron_Affinity_ev 1.233

PM7_Ionization_Energy_ev 8.781

PM7_Energy_Gap_ev 7.548

PM7_Global_Hardness_ev 3.774

PM7_Global_Softness_ev 0.2649708532061473

PM7_Chemical_Potential_ev -5.007

PM7_Electronigativity_ev 5.007

PM7_Back_Donation_Energy_ev -0.9435

PM7_Electrophilicity_ev 3.3214161367249604

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

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3oc(c4ccc(c(c4)OC)O)c(c(=O)c3c(c2O)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H22O13/c1-32-9-4-7(2-3-8(9)24)21-19(30)17(28)13-10(33-21)5-11(14(25)16(13)27)34-22-20(31)18(29)15(26)12(6-23)35-22/h2-5,12,15,18,20,22-27,29-31H,6H2,1H3

InChI_3D 1S/C22H22O13/c1-32-9-4-7(2-3-8(9)24)21-19(30)17(28)13-10(33-21)5-11(14(25)16(13)27)34-22-20(31)18(29)15(26)12(6-23)35-22/h2-5,12,15,18,20,22-27,29-31H,6H2,1H3/t12-,15-,18+,20+,22-/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,22,5,8,9,7,10,19,6,12,17,11,14,16,15,18,13,20,33,26,28,31,27,23,30,29,32,35,24,34,25/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s16;s17;s18;;s19;d14;s7s13;s19s20;s8;s11;s12;s15;s16;s17;s18;s22;s10s20;s9s21;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/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;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-1.1701,4.2122,0;-2.1556,4.0423,0;-.5258,3.4474,0;-2.5003,3.098,0;-.8705,2.5031,0;7.8206,1.4931,0;-3.6317,1.763,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;.8675,-1.4978,0;-.8653,-.5013,0;4.3408,-.5059,0;.3454,5.0872,0;-2.1506,5.7923,0;.3402,2.9474,0;-4.2782,1,0;-.8675,1.5031,0;6.9541,.9939,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;-1.3403,4.6823,0;-2.6479,4.1301,0;-.2048,3.8307,0;-2.9326,3.3493,0;-.378,2.4168,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-4.0132,2.0862,0;-3.2503,1.4397,0;6.9475,3.5016,0;1.3004,-1.748,0;-.8646,-1.0013,0;4.3394,-1.0059,0;.3454,5.5872,0;-2.5829,6.0435,0;.7732,3.1974,0;-4.7702,1.0893,0;

Duplicates ChEBI178179_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.sdf

Formula	C₂₂H₂₂O₁₃
MW	494.41
InChIKey	WJYMEDBNOOSKGW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.82
logP	-0.5303
PSA	219.74
MR	116.649
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-454.58722
PM7_Total_Energy_ev	-6836.00266
PM7_Electronic_Energy_ev	-57613.20407
PM7_Dipole_Debye	3.75985
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.781
PM7_LUMO_Energy_ev	-1.233
PM7_COSMO_Area_square_ang	447.68
PM7_COSMO_Volue_cubic_ang	518.01
PM7_Electron_Affinity_ev	1.233
PM7_Ionization_Energy_ev	8.781
PM7_Energy_Gap_ev	7.548
PM7_Global_Hardness_ev	3.774
PM7_Global_Softness_ev	0.2649708532061473
PM7_Chemical_Potential_ev	-5.007
PM7_Electronigativity_ev	5.007
PM7_Back_Donation_Energy_ev	-0.9435
PM7_Electrophilicity_ev	3.3214161367249604
OPENEYE_Name	3,5,6-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3oc(c4ccc(c(c4)OC)O)c(c(=O)c3c(c2O)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O13/c1-32-9-4-7(2-3-8(9)24)21-19(30)17(28)13-10(33-21)5-11(14(25)16(13)27)34-22-20(31)18(29)15(26)12(6-23)35-22/h2-5,12,15,18,20,22-27,29-31H,6H2,1H3
InChI_3D	1S/C22H22O13/c1-32-9-4-7(2-3-8(9)24)21-19(30)17(28)13-10(33-21)5-11(14(25)16(13)27)34-22-20(31)18(29)15(26)12(6-23)35-22/h2-5,12,15,18,20,22-27,29-31H,6H2,1H3/t12-,15-,18+,20+,22-/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,22,5,8,9,7,10,19,6,12,17,11,14,16,15,18,13,20,33,26,28,31,27,23,30,29,32,35,24,34,25/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s16;s17;s18;;s19;d14;s7s13;s19s20;s8;s11;s12;s15;s16;s17;s18;s22;s10s20;s9s21;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/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;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-1.1701,4.2122,0;-2.1556,4.0423,0;-.5258,3.4474,0;-2.5003,3.098,0;-.8705,2.5031,0;7.8206,1.4931,0;-3.6317,1.763,0;2.5998,-1.5032,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;.8675,-1.4978,0;-.8653,-.5013,0;4.3408,-.5059,0;.3454,5.0872,0;-2.1506,5.7923,0;.3402,2.9474,0;-4.2782,1,0;-.8675,1.5031,0;6.9541,.9939,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;-1.3403,4.6823,0;-2.6479,4.1301,0;-.2048,3.8307,0;-2.9326,3.3493,0;-.378,2.4168,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-4.0132,2.0862,0;-3.2503,1.4397,0;6.9475,3.5016,0;1.3004,-1.748,0;-.8646,-1.0013,0;4.3394,-1.0059,0;.3454,5.5872,0;-2.5829,6.0435,0;.7732,3.1974,0;-4.7702,1.0893,0;
Duplicates	ChEBI178179_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178179_s0.sdf