CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02827 (3098)

Formula C₁₈H₁₄N₂O₉S₂

MW 466.44

InChIKey MDYIGSPVMWSFEZ-WBIWAGAVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 1.21

logP 1.8383

PSA 205.28

MR 109.443

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -261.4161

PM7_Total_Energy_ev -5782.01535

PM7_Electronic_Energy_ev -45320.57786

PM7_Dipole_Debye 6.61373

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.477

PM7_LUMO_Energy_ev -1.76

PM7_COSMO_Area_square_ang 402.24

PM7_COSMO_Volue_cubic_ang 465.7

PM7_Electron_Affinity_ev 1.76

PM7_Ionization_Energy_ev 9.477

PM7_Energy_Gap_ev 7.717

PM7_Global_Hardness_ev 3.8585

PM7_Global_Softness_ev 0.25916807049371515

PM7_Chemical_Potential_ev -5.6185

PM7_Electronigativity_ev 5.6185

PM7_Back_Donation_Energy_ev -0.964625

PM7_Electrophilicity_ev 4.090649507580666

OPENEYE_Name (7~{S})-7-[(1,1-dioxo-1,2-benzothiazol-3-yl)oxymethyl]-2-(oxaloamino)-5,7-dihydro-4~{H}-thieno[2,3-c]pyran-3-carboxylic acid

SMILES c1ccc2c(c1)C(=NS2(=O)=O)OCC3c4c(c(c(s4)NC(=O)C(=O)O)C(=O)O)CCO3

Canonical_SMILES OC(=O)C(=O)Nc1sc2c(c1C(=O)O)CCO[C@H]2COC1=NS(=O)(=O)c2c1cccc2

InChI 1/C18H14N2O9S2/c21-14(18(24)25)19-16-12(17(22)23)9-5-6-28-10(13(9)30-16)7-29-15-8-3-1-2-4-11(8)31(26,27)20-15/h1-4,10H,5-7H2,(H,19,21)(H,22,23)(H,24,25)/f/h19,22,24H

InChI_3D 1S/C18H14N2O9S2/c21-14(18(24)25)19-16-12(17(22)23)9-5-6-28-10(13(9)30-16)7-29-15-8-3-1-2-4-11(8)31(26,27)20-15/h1-4,10H,5-7H2,(H,19,21)(H,22,23)(H,24,25)/t10-/m0/s1

AuxInfo 1/1/N:1,2,3,4,15,16,18,5,7,17,8,6,9,13,11,10,12,14,20,19,22,21,27,23,28,24,25,26,29,30,31/E:(22,23)(24,25)(26,27)/F:1,2,3,4,15,16,18,5,7,17,8,6,9,13,11,10,12,14,20,19,22,27,21,28,23,24,25,26,29,30,31/E:(26,27)/CRV:31.6/rA:45cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSSHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;s6;d4s5;d7;d6;s5;s6;;s13;s7;s15;s9;s17;d11;s10s13;d12;d13;d14;;;s16s17;s12;s14;s11s18;s9s10;s8s19d24d25;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s20;s27;s28;/rC:;0,1.0058,0;.868,-.4979,0;.868,1.5137,0;1.736,-.0013,0;5.3753,-4.3902,0;5.9372,-3.5545,0;1.736,1.0058,0;5.3159,-2.7619,0;4.4068,-4.1143,0;2.6938,-.3126,0;5.7188,-5.3293,0;2.6921,-4.3583,0;1.9051,-4.9753,0;6.9337,-3.4187,0;7.3035,-2.4835,0;5.6926,-1.8356,0;3.9809,-1.4716,0;3.2858,.5022,0;3.6199,-4.7313,0;5.0773,-6.0964,0;2.5512,-3.3682,0;2.046,-5.9653,0;2.2871,2.2304,0;3.5598,1.8168,0;6.6829,-1.6919,0;6.7039,-5.5014,0;.9773,-4.6022,0;3.0028,-1.2637,0;4.3701,-3.1078,0;2.6938,1.3168,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9979,0;.868,2.0137,0;7.4231,-3.5209,0;6.9161,-3.9184,0;7.6367,-2.1107,0;7.729,-2.7461,0;5.709,-1.3358,0;3.8769,-1.9607,0;4.0849,-.9826,0;3.6903,-5.2263,0;6.8757,-5.9709,0;.5838,-4.9107,0;

Duplicates DB02827

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.sdf

Formula	C₁₈H₁₄N₂O₉S₂
MW	466.44
InChIKey	MDYIGSPVMWSFEZ-WBIWAGAVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	1.21
logP	1.8383
PSA	205.28
MR	109.443
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-261.4161
PM7_Total_Energy_ev	-5782.01535
PM7_Electronic_Energy_ev	-45320.57786
PM7_Dipole_Debye	6.61373
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.477
PM7_LUMO_Energy_ev	-1.76
PM7_COSMO_Area_square_ang	402.24
PM7_COSMO_Volue_cubic_ang	465.7
PM7_Electron_Affinity_ev	1.76
PM7_Ionization_Energy_ev	9.477
PM7_Energy_Gap_ev	7.717
PM7_Global_Hardness_ev	3.8585
PM7_Global_Softness_ev	0.25916807049371515
PM7_Chemical_Potential_ev	-5.6185
PM7_Electronigativity_ev	5.6185
PM7_Back_Donation_Energy_ev	-0.964625
PM7_Electrophilicity_ev	4.090649507580666
OPENEYE_Name	(7~{S})-7-[(1,1-dioxo-1,2-benzothiazol-3-yl)oxymethyl]-2-(oxaloamino)-5,7-dihydro-4~{H}-thieno[2,3-c]pyran-3-carboxylic acid
SMILES	c1ccc2c(c1)C(=NS2(=O)=O)OCC3c4c(c(c(s4)NC(=O)C(=O)O)C(=O)O)CCO3
Canonical_SMILES	OC(=O)C(=O)Nc1sc2c(c1C(=O)O)CCO[C@H]2COC1=NS(=O)(=O)c2c1cccc2
InChI	1/C18H14N2O9S2/c21-14(18(24)25)19-16-12(17(22)23)9-5-6-28-10(13(9)30-16)7-29-15-8-3-1-2-4-11(8)31(26,27)20-15/h1-4,10H,5-7H2,(H,19,21)(H,22,23)(H,24,25)/f/h19,22,24H
InChI_3D	1S/C18H14N2O9S2/c21-14(18(24)25)19-16-12(17(22)23)9-5-6-28-10(13(9)30-16)7-29-15-8-3-1-2-4-11(8)31(26,27)20-15/h1-4,10H,5-7H2,(H,19,21)(H,22,23)(H,24,25)/t10-/m0/s1
AuxInfo	1/1/N:1,2,3,4,15,16,18,5,7,17,8,6,9,13,11,10,12,14,20,19,22,21,27,23,28,24,25,26,29,30,31/E:(22,23)(24,25)(26,27)/F:1,2,3,4,15,16,18,5,7,17,8,6,9,13,11,10,12,14,20,19,22,27,21,28,23,24,25,26,29,30,31/E:(26,27)/CRV:31.6/rA:45cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSSHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;s6;d4s5;d7;d6;s5;s6;;s13;s7;s15;s9;s17;d11;s10s13;d12;d13;d14;;;s16s17;s12;s14;s11s18;s9s10;s8s19d24d25;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s20;s27;s28;/rC:;0,1.0058,0;.868,-.4979,0;.868,1.5137,0;1.736,-.0013,0;5.3753,-4.3902,0;5.9372,-3.5545,0;1.736,1.0058,0;5.3159,-2.7619,0;4.4068,-4.1143,0;2.6938,-.3126,0;5.7188,-5.3293,0;2.6921,-4.3583,0;1.9051,-4.9753,0;6.9337,-3.4187,0;7.3035,-2.4835,0;5.6926,-1.8356,0;3.9809,-1.4716,0;3.2858,.5022,0;3.6199,-4.7313,0;5.0773,-6.0964,0;2.5512,-3.3682,0;2.046,-5.9653,0;2.2871,2.2304,0;3.5598,1.8168,0;6.6829,-1.6919,0;6.7039,-5.5014,0;.9773,-4.6022,0;3.0028,-1.2637,0;4.3701,-3.1078,0;2.6938,1.3168,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9979,0;.868,2.0137,0;7.4231,-3.5209,0;6.9161,-3.9184,0;7.6367,-2.1107,0;7.729,-2.7461,0;5.709,-1.3358,0;3.8769,-1.9607,0;4.0849,-.9826,0;3.6903,-5.2263,0;6.8757,-5.9709,0;.5838,-4.9107,0;
Duplicates	DB02827
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02827.sdf