CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04596_s0 (4906)

Formula C₁₅H₂₂O₁₄

MW 426.33

InChIKey GZJXZKGVHLWBOW-ARKZRILENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 11

ONatoms 14

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -3.69

logP -4.4419

PSA 221.9

MR 82.6926

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -569.32267

PM7_Total_Energy_ev -6272.81677

PM7_Electronic_Energy_ev -51511.77057

PM7_Dipole_Debye 5.24742

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.432

PM7_LUMO_Energy_ev -0.101

PM7_COSMO_Area_square_ang 366.19

PM7_COSMO_Volue_cubic_ang 446.24

PM7_Electron_Affinity_ev 0.101

PM7_Ionization_Energy_ev 10.432

PM7_Energy_Gap_ev 10.331

PM7_Global_Hardness_ev 5.1655

PM7_Global_Softness_ev 0.19359210144226116

PM7_Chemical_Potential_ev -5.2665

PM7_Electronigativity_ev 5.2665

PM7_Back_Donation_Energy_ev -1.291375

PM7_Electrophilicity_ev 2.684737416513406

OPENEYE_Name (2~{S},4~{a}~{R},6~{S},7~{S},8~{R},8~{a}~{R})-6-[(2~{S},3~{S},4~{R},5~{R},6~{R})-2-carboxy-4,5,6-trihydroxy-tetrahydropyran-3-yl]oxy-7,8-dihydroxy-2-methyl-4,4~{a},6,7,8,8~{a}-hexahydropyrano[3,2-d][1,3]dioxine-2-carboxylic acid

SMILES C(=O)(C1C(C(C(C(O1)O)O)O)OC2C(C(C3C(O2)COC(O3)(C(=O)O)C)O)O)O

Canonical_SMILES O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H]1O)O[C@@](OC2)(C)C(=O)O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O)C(=O)O

InChI 1/C15H22O14/c1-15(14(23)24)25-2-3-8(29-15)5(17)7(19)13(26-3)28-9-4(16)6(18)12(22)27-10(9)11(20)21/h3-10,12-13,16-19,22H,2H2,1H3,(H,20,21)(H,23,24)/f/h20,23H

InChI_3D 1S/C15H22O14/c1-15(14(23)24)25-2-3-8(29-15)5(17)7(19)13(26-3)28-9-4(16)6(18)12(22)27-10(9)11(20)21/h3-10,12-13,16-19,22H,2H2,1H3,(H,20,21)(H,23,24)/t3-,4-,5-,6-,7+,8+,9+,10+,12-,13+,15+/m1/s1

AuxInfo 1/1/N:15,3,5,9,8,11,10,6,7,4,1,12,13,2,14,25,24,27,26,16,22,28,17,23,18,20,19,29,21/E:(20,21)(23,24)/F:15,3,5,9,8,11,10,6,7,4,1,12,13,2,14,25,24,27,26,22,16,28,23,17,18,20,19,29,21/rA:51cCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;s1;s3;s5;s4;s6;s7;s8;s9;s11;s10;s2;s14;d1;d2;s3s14;s4s12;s5s13;s6s14;s1;s2;s8;s9;s10;s11;s12;s7s13;s3;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s15;s22;s23;s24;s25;s26;s27;s28;/rC:4.9602,.8721,0;-3.8191,.9362,0;-2.6056,-1.5057,0;4.3192,.1045,0;-1.7364,-1.0079,0;-1.7377,-.0022,0;3.4479,-.3967,0;-.8723,.5045,0;3.4492,-1.3967,0;;4.313,-1.9006,0;5.1844,-1.3994,0;.0013,-1.0057,0;-3.4735,-.0022,0;-5.1963,-.3094,0;4.616,1.8109,0;-3.1793,1.7047,0;-3.4735,-1.0079,0;5.1919,-.3943,0;-.8697,-1.5068,0;-2.6056,.5056,0;5.9454,.7007,0;-4.8046,1.106,0;-1.518,1.2681,0;2.8465,-3.0397,0;.5987,1.6444,0;5.4345,-3.2441,0;6.1701,-1.2312,0;1.7246,-.7012,0;-2.2847,-1.8892,0;-2.9267,-1.889,0;3.9977,.4874,0;-2.1691,-.7574,0;-1.3038,-.2506,0;3.2772,.0732,0;-.5515,.888,0;2.9569,-1.3096,0;.4925,-.0865,0;3.9903,-2.2825,0;5.3537,-1.8699,0;.172,-1.4756,0;-5.1086,-.8016,0;-5.2841,.1828,0;-5.6886,-.3972,0;6.2659,1.0845,0;-4.9774,1.5752,0;-1.3488,1.7386,0;2.3539,-3.1252,0;1.0911,1.7312,0;5.2623,-3.7135,0;6.3437,-.7623,0;

Duplicates DB04596_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.sdf

Formula	C₁₅H₂₂O₁₄
MW	426.33
InChIKey	GZJXZKGVHLWBOW-ARKZRILENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	11
ONatoms	14
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-3.69
logP	-4.4419
PSA	221.9
MR	82.6926
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-569.32267
PM7_Total_Energy_ev	-6272.81677
PM7_Electronic_Energy_ev	-51511.77057
PM7_Dipole_Debye	5.24742
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.432
PM7_LUMO_Energy_ev	-0.101
PM7_COSMO_Area_square_ang	366.19
PM7_COSMO_Volue_cubic_ang	446.24
PM7_Electron_Affinity_ev	0.101
PM7_Ionization_Energy_ev	10.432
PM7_Energy_Gap_ev	10.331
PM7_Global_Hardness_ev	5.1655
PM7_Global_Softness_ev	0.19359210144226116
PM7_Chemical_Potential_ev	-5.2665
PM7_Electronigativity_ev	5.2665
PM7_Back_Donation_Energy_ev	-1.291375
PM7_Electrophilicity_ev	2.684737416513406
OPENEYE_Name	(2~{S},4~{a}~{R},6~{S},7~{S},8~{R},8~{a}~{R})-6-[(2~{S},3~{S},4~{R},5~{R},6~{R})-2-carboxy-4,5,6-trihydroxy-tetrahydropyran-3-yl]oxy-7,8-dihydroxy-2-methyl-4,4~{a},6,7,8,8~{a}-hexahydropyrano[3,2-d][1,3]dioxine-2-carboxylic acid
SMILES	C(=O)(C1C(C(C(C(O1)O)O)O)OC2C(C(C3C(O2)COC(O3)(C(=O)O)C)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H]1O)O[C@@](OC2)(C)C(=O)O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O)C(=O)O
InChI	1/C15H22O14/c1-15(14(23)24)25-2-3-8(29-15)5(17)7(19)13(26-3)28-9-4(16)6(18)12(22)27-10(9)11(20)21/h3-10,12-13,16-19,22H,2H2,1H3,(H,20,21)(H,23,24)/f/h20,23H
InChI_3D	1S/C15H22O14/c1-15(14(23)24)25-2-3-8(29-15)5(17)7(19)13(26-3)28-9-4(16)6(18)12(22)27-10(9)11(20)21/h3-10,12-13,16-19,22H,2H2,1H3,(H,20,21)(H,23,24)/t3-,4-,5-,6-,7+,8+,9+,10+,12-,13+,15+/m1/s1
AuxInfo	1/1/N:15,3,5,9,8,11,10,6,7,4,1,12,13,2,14,25,24,27,26,16,22,28,17,23,18,20,19,29,21/E:(20,21)(23,24)/F:15,3,5,9,8,11,10,6,7,4,1,12,13,2,14,25,24,27,26,22,16,28,23,17,18,20,19,29,21/rA:51cCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;s1;s3;s5;s4;s6;s7;s8;s9;s11;s10;s2;s14;d1;d2;s3s14;s4s12;s5s13;s6s14;s1;s2;s8;s9;s10;s11;s12;s7s13;s3;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s15;s22;s23;s24;s25;s26;s27;s28;/rC:4.9602,.8721,0;-3.8191,.9362,0;-2.6056,-1.5057,0;4.3192,.1045,0;-1.7364,-1.0079,0;-1.7377,-.0022,0;3.4479,-.3967,0;-.8723,.5045,0;3.4492,-1.3967,0;;4.313,-1.9006,0;5.1844,-1.3994,0;.0013,-1.0057,0;-3.4735,-.0022,0;-5.1963,-.3094,0;4.616,1.8109,0;-3.1793,1.7047,0;-3.4735,-1.0079,0;5.1919,-.3943,0;-.8697,-1.5068,0;-2.6056,.5056,0;5.9454,.7007,0;-4.8046,1.106,0;-1.518,1.2681,0;2.8465,-3.0397,0;.5987,1.6444,0;5.4345,-3.2441,0;6.1701,-1.2312,0;1.7246,-.7012,0;-2.2847,-1.8892,0;-2.9267,-1.889,0;3.9977,.4874,0;-2.1691,-.7574,0;-1.3038,-.2506,0;3.2772,.0732,0;-.5515,.888,0;2.9569,-1.3096,0;.4925,-.0865,0;3.9903,-2.2825,0;5.3537,-1.8699,0;.172,-1.4756,0;-5.1086,-.8016,0;-5.2841,.1828,0;-5.6886,-.3972,0;6.2659,1.0845,0;-4.9774,1.5752,0;-1.3488,1.7386,0;2.3539,-3.1252,0;1.0911,1.7312,0;5.2623,-3.7135,0;6.3437,-.7623,0;
Duplicates	DB04596_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04596_s0.sdf