CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187026_s0 (101485)

Formula C₂₃H₂₂O₁₃

MW 506.42

InChIKey VSXQXYNBFPOEGX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.36

logP -0.0552

PSA 205.58

MR 119.556

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -448.32258

PM7_Total_Energy_ev -6958.89026

PM7_Electronic_Energy_ev -59211.38834

PM7_Dipole_Debye 2.91934

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.187

PM7_LUMO_Energy_ev -1.348

PM7_COSMO_Area_square_ang 465.39

PM7_COSMO_Volue_cubic_ang 534.39

PM7_Electron_Affinity_ev 1.348

PM7_Ionization_Energy_ev 9.187

PM7_Energy_Gap_ev 7.839

PM7_Global_Hardness_ev 3.9195

PM7_Global_Softness_ev 0.25513458349279244

PM7_Chemical_Potential_ev -5.2675

PM7_Electronigativity_ev 5.2675

PM7_Back_Donation_Energy_ev -0.979875

PM7_Electrophilicity_ev 3.5395530361015437

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

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

Canonical_SMILES COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2OC)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H22O13/c1-32-20-14(35-23-19(30)17(28)18(29)21(36-23)22(31)33-2)7-13-15(16(20)27)11(26)6-12(34-13)8-3-4-9(24)10(25)5-8/h3-7,17-19,21,23-25,27-30H,1-2H3

InChI_3D 1S/C23H22O13/c1-32-20-14(35-23-19(30)17(28)18(29)21(36-23)22(31)33-2)7-13-15(16(20)27)11(26)6-12(34-13)8-3-4-9(24)10(25)5-8/h3-7,17-19,21,23-25,27-30H,1-2H3/t17-,18-,19-,21-,23+/m0/s1

AuxInfo 1/0/N:22,23,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,28,29,24,30,32,31,33,25,35,36,26,34,27/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;;d15;d16;s7s14;s17s21;s8;s9;s11;s18;s19;s20;s10s21;s12s22;s16s23;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;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;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;-4.2324,3.1031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI187026_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.sdf

Formula	C₂₃H₂₂O₁₃
MW	506.42
InChIKey	VSXQXYNBFPOEGX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.36
logP	-0.0552
PSA	205.58
MR	119.556
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-448.32258
PM7_Total_Energy_ev	-6958.89026
PM7_Electronic_Energy_ev	-59211.38834
PM7_Dipole_Debye	2.91934
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.187
PM7_LUMO_Energy_ev	-1.348
PM7_COSMO_Area_square_ang	465.39
PM7_COSMO_Volue_cubic_ang	534.39
PM7_Electron_Affinity_ev	1.348
PM7_Ionization_Energy_ev	9.187
PM7_Energy_Gap_ev	7.839
PM7_Global_Hardness_ev	3.9195
PM7_Global_Softness_ev	0.25513458349279244
PM7_Chemical_Potential_ev	-5.2675
PM7_Electronigativity_ev	5.2675
PM7_Back_Donation_Energy_ev	-0.979875
PM7_Electrophilicity_ev	3.5395530361015437
OPENEYE_Name	methyl (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)OC)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O)O
Canonical_SMILES	COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2OC)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H22O13/c1-32-20-14(35-23-19(30)17(28)18(29)21(36-23)22(31)33-2)7-13-15(16(20)27)11(26)6-12(34-13)8-3-4-9(24)10(25)5-8/h3-7,17-19,21,23-25,27-30H,1-2H3
InChI_3D	1S/C23H22O13/c1-32-20-14(35-23-19(30)17(28)18(29)21(36-23)22(31)33-2)7-13-15(16(20)27)11(26)6-12(34-13)8-3-4-9(24)10(25)5-8/h3-7,17-19,21,23-25,27-30H,1-2H3/t17-,18-,19-,21-,23+/m0/s1
AuxInfo	1/0/N:22,23,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,28,29,24,30,32,31,33,25,35,36,26,34,27/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;;d15;d16;s7s14;s17s21;s8;s9;s11;s18;s19;s20;s10s21;s12s22;s16s23;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;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;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;-4.2324,3.1031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI187026_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187026_s0.sdf