CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02353 (2616)

Formula C₁₂H₁₆NO₁₆S₂

MW 494.38

InChIKey GSYQGRODWXMUOO-BCJPSCSUNA-K

Entry_Date 2023-09-01

Net_Charge -3

Number_Atoms 50

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 51

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 17

HB_Donor 8

HB_Acceptor 12

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 17

Lipinski_Violations 1

XLogP3 0

XLogP -7.43

logP -2.3708

PSA 292.67

MR 89.7283

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -669.37142

PM7_Total_Energy_ev -6955.39176

PM7_Electronic_Energy_ev -55356.26902

PM7_Dipole_Debye 8.64146

PM7_Point_Group C1

PM7_HOMO_Energy_ev -1.538

PM7_LUMO_Energy_ev 8.032

PM7_COSMO_Area_square_ang 390.34

PM7_COSMO_Volue_cubic_ang 466.38

PM7_Electron_Affinity_ev -8.032

PM7_Ionization_Energy_ev 1.538

PM7_Energy_Gap_ev 9.57

PM7_Global_Hardness_ev 4.785

PM7_Global_Softness_ev 0.2089864158829676

PM7_Chemical_Potential_ev 3.247

PM7_Electronigativity_ev -3.247

PM7_Back_Donation_Energy_ev -1.19625

PM7_Electrophilicity_ev 1.1016728317659352

OPENEYE_Name (2~{R},3~{R},4~{S})-2-[(2~{R},3~{S},4~{R},5~{R},6~{S})-4,6-dihydroxy-2-(hydroxymethyl)-5-(sulfonatoamino)tetrahydropyran-3-yl]oxy-4-hydroxy-3-sulfonatooxy-3,4-dihydro-2~{H}-pyran-6-carboxylate

SMILES C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(C(C(OC2CO)O)NS(=O)(=O)[O-])O)C(=O)[O-]

Canonical_SMILES OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1OC(=C[C@@H]([C@H]1OS(=O)(=O)O)O)C(=O)O)O)NS(=O)(=O)O

InChI 1/C12H19NO16S2/c14-2-5-9(7(16)6(11(19)26-5)13-30(20,21)22)28-12-8(29-31(23,24)25)3(15)1-4(27-12)10(17)18/h1,3,5-9,11-16,19H,2H2,(H,17,18)(H,20,21,22)(H,23,24,25)/p-3/fC12H16NO16S2/q-3

InChI_3D 1S/C12H19NO16S2/c14-2-5-9(7(16)6(11(19)26-5)13-30(20,21)22)28-12-8(29-31(23,24)25)3(15)1-4(27-12)10(17)18/h1,3,5-9,11-16,19H,2H2,(H,17,18)(H,20,21,22)(H,23,24,25)/t3-,5+,6+,7+,8+,9+,11-,12-/m0/s1

AuxInfo 1/1/N:1,12,4,2,9,5,7,6,8,3,10,11,13,27,24,25,14,17,26,15,18,19,16,20,21,23,22,28,29,30,31/E:(17,18)(20,21,22)(23,24,25)/F:m/E:m/CRV:30.6,31.6/rA:47cCCCCCCCCCCCCNO-O-O-OOOOOOOOOOOOOSSHHHHHHHHHHHHHHHH/rB:d1;s2;s1;;s4;s5;s7;s8;s5;s6;s9;s5;s3;;;d3;;;;;s2s11;s9s10;s4;s7;s10;s12;s8s11;s6;s13s15d18d19;s16d20d21s29;s1;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s13;s24;s25;s26;s27;/rC:-.8675,.4975,0;-.8675,1.5027,0;-2.3856,2.3732,0;;2.1279,5.7903,0;.8675,.4975,0;2.4626,4.8479,0;1.8182,4.0831,0;.8292,4.2625,0;1.1388,5.9697,0;.8675,1.5027,0;-.8946,3.9603,0;3.8533,6.0824,0;-3.2502,1.8707,0;4.5502,7.957,0;4.5612,1.1451,0;-2.3886,3.3732,0;3.2644,7.3681,0;5.1391,6.6713,0;3.7489,-.0126,0;3.4035,1.9574,0;0,2.0104,0;.4844,5.2067,0;1.1236,-1.3417,0;3.5821,3.5029,0;1.7486,7.61,0;-1.0673,4.9453,0;1.2132,2.441,0;2.5912,.7997,0;4.2018,7.0197,0;3.5762,.9724,0;-1.3001,.2469,0;-.321,-.3833,0;2.1308,6.2903,0;1.0376,.0273,0;2.897,5.0954,0;2.2505,3.8319,0;.8277,3.7625,0;.708,6.2235,0;1.3597,1.4149,0;-1.387,3.874,0;-.8082,3.4678,0;4.1721,5.6972,0;.9521,-1.8113,0;4.0749,3.5878,0;1.4299,7.9952,0;-1.5369,5.1168,0;

Duplicates DB02353

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.sdf

Formula	C₁₂H₁₆NO₁₆S₂
MW	494.38
InChIKey	GSYQGRODWXMUOO-BCJPSCSUNA-K
Entry_Date	2023-09-01
Net_Charge	-3
Number_Atoms	50
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	51
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	17
HB_Donor	8
HB_Acceptor	12
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	17
Lipinski_Violations	1
XLogP3	0
XLogP	-7.43
logP	-2.3708
PSA	292.67
MR	89.7283
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-669.37142
PM7_Total_Energy_ev	-6955.39176
PM7_Electronic_Energy_ev	-55356.26902
PM7_Dipole_Debye	8.64146
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-1.538
PM7_LUMO_Energy_ev	8.032
PM7_COSMO_Area_square_ang	390.34
PM7_COSMO_Volue_cubic_ang	466.38
PM7_Electron_Affinity_ev	-8.032
PM7_Ionization_Energy_ev	1.538
PM7_Energy_Gap_ev	9.57
PM7_Global_Hardness_ev	4.785
PM7_Global_Softness_ev	0.2089864158829676
PM7_Chemical_Potential_ev	3.247
PM7_Electronigativity_ev	-3.247
PM7_Back_Donation_Energy_ev	-1.19625
PM7_Electrophilicity_ev	1.1016728317659352
OPENEYE_Name	(2~{R},3~{R},4~{S})-2-[(2~{R},3~{S},4~{R},5~{R},6~{S})-4,6-dihydroxy-2-(hydroxymethyl)-5-(sulfonatoamino)tetrahydropyran-3-yl]oxy-4-hydroxy-3-sulfonatooxy-3,4-dihydro-2~{H}-pyran-6-carboxylate
SMILES	C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(C(C(OC2CO)O)NS(=O)(=O)[O-])O)C(=O)[O-]
Canonical_SMILES	OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1OC(=C[C@@H]([C@H]1OS(=O)(=O)O)O)C(=O)O)O)NS(=O)(=O)O
InChI	1/C12H19NO16S2/c14-2-5-9(7(16)6(11(19)26-5)13-30(20,21)22)28-12-8(29-31(23,24)25)3(15)1-4(27-12)10(17)18/h1,3,5-9,11-16,19H,2H2,(H,17,18)(H,20,21,22)(H,23,24,25)/p-3/fC12H16NO16S2/q-3
InChI_3D	1S/C12H19NO16S2/c14-2-5-9(7(16)6(11(19)26-5)13-30(20,21)22)28-12-8(29-31(23,24)25)3(15)1-4(27-12)10(17)18/h1,3,5-9,11-16,19H,2H2,(H,17,18)(H,20,21,22)(H,23,24,25)/t3-,5+,6+,7+,8+,9+,11-,12-/m0/s1
AuxInfo	1/1/N:1,12,4,2,9,5,7,6,8,3,10,11,13,27,24,25,14,17,26,15,18,19,16,20,21,23,22,28,29,30,31/E:(17,18)(20,21,22)(23,24,25)/F:m/E:m/CRV:30.6,31.6/rA:47cCCCCCCCCCCCCNO-O-O-OOOOOOOOOOOOOSSHHHHHHHHHHHHHHHH/rB:d1;s2;s1;;s4;s5;s7;s8;s5;s6;s9;s5;s3;;;d3;;;;;s2s11;s9s10;s4;s7;s10;s12;s8s11;s6;s13s15d18d19;s16d20d21s29;s1;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s13;s24;s25;s26;s27;/rC:-.8675,.4975,0;-.8675,1.5027,0;-2.3856,2.3732,0;;2.1279,5.7903,0;.8675,.4975,0;2.4626,4.8479,0;1.8182,4.0831,0;.8292,4.2625,0;1.1388,5.9697,0;.8675,1.5027,0;-.8946,3.9603,0;3.8533,6.0824,0;-3.2502,1.8707,0;4.5502,7.957,0;4.5612,1.1451,0;-2.3886,3.3732,0;3.2644,7.3681,0;5.1391,6.6713,0;3.7489,-.0126,0;3.4035,1.9574,0;0,2.0104,0;.4844,5.2067,0;1.1236,-1.3417,0;3.5821,3.5029,0;1.7486,7.61,0;-1.0673,4.9453,0;1.2132,2.441,0;2.5912,.7997,0;4.2018,7.0197,0;3.5762,.9724,0;-1.3001,.2469,0;-.321,-.3833,0;2.1308,6.2903,0;1.0376,.0273,0;2.897,5.0954,0;2.2505,3.8319,0;.8277,3.7625,0;.708,6.2235,0;1.3597,1.4149,0;-1.387,3.874,0;-.8082,3.4678,0;4.1721,5.6972,0;.9521,-1.8113,0;4.0749,3.5878,0;1.4299,7.9952,0;-1.5369,5.1168,0;
Duplicates	DB02353
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02353.sdf