CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02443_p7_t0 (2714)

Formula C₂₀H₂₇N₃O₉S

MW 485.51

InChIKey GFYFFUGNPVBDAK-FFXSCOAXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 63

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -4.76

logP 0.0526

PSA 221.5

MR 124.514

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -291.95564

PM7_Total_Energy_ev -6211.79865

PM7_Electronic_Energy_ev -57560.70618

PM7_Dipole_Debye 18.7453

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.934

PM7_LUMO_Energy_ev -0.836

PM7_COSMO_Area_square_ang 425.59

PM7_COSMO_Volue_cubic_ang 546.79

PM7_Electron_Affinity_ev 0.836

PM7_Ionization_Energy_ev 8.934

PM7_Energy_Gap_ev 8.098

PM7_Global_Hardness_ev 4.049

PM7_Global_Softness_ev 0.24697456162015313

PM7_Chemical_Potential_ev -4.885

PM7_Electronigativity_ev 4.885

PM7_Back_Donation_Energy_ev -1.01225

PM7_Electrophilicity_ev 2.946804766609039

OPENEYE_Name (2~{R},4~{S})-2-[(1~{R})-2-[(2~{S})-2-azaniumyl-2-carboxylato-ethoxy]-1-[(~{Z})-[(2,6-dimethoxyphenyl)-hydroxy-methylene]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidin-3-ium-4-carboxylate

SMILES c1cc(c(c(c1)OC)C(=NC(C(=O)OCC(C(=O)[O-])[NH3+])C2[NH2+]C(C(S2)(C)C)C(=O)[O-])O)OC

Canonical_SMILES COc1cccc(c1/C(=N/[C@@H]([C@@H]1[NH2+][C@H](C(S1)(C)C)C(=O)O)C(=O)OC[C@@H](C(=O)O)[NH3+])/O)OC

InChI 1/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/f/h21,23-24H

InChI_3D 1S/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/p+2/t9-,13-,14-,16+/m0/s1

AuxInfo 1/1/N:14,15,16,17,1,2,3,18,19,5,6,4,20,11,7,12,9,8,10,13,23,21,22,24,25,27,26,29,28,30,31,32,33/E:(1,2)(3,4)(6,7)(10,11)(25,26)(27,28)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCNN+N+OO-OOOO-OOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;;s8;;s11;s13;s13;;;;s9s18;s10s12;w7s20;s11s12;s19;s7;s9;d8;d9;d10;s8;s5s16;s6s17;s10s18;s12s13;s1;s2;s3;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s20;s22;s23;s23;s22;s23;s24;/rC:5.6507,-.5472,0;4.7812,-1.0413,0;5.6546,.458,0;3.9197,.4648,0;3.9157,-.5404,0;4.7892,.9691,0;3.0541,.9657,0;.1814,-1.7406,0;4.0586,5.4288,0;2.6905,3.3321,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;3.0459,-2.0382,0;5.6611,2.4656,0;2.6922,5.0641,0;3.1931,5.9297,0;2.1896,2.4666,0;3.0551,1.9657,0;1.0014,0,0;3.694,6.7952,0;2.1876,.4666,0;4.9252,5.9279,0;-.6282,-2.3276,0;4.0576,4.4288,0;3.6905,3.3311,0;1.0946,-2.1481,0;3.0484,-1.0382,0;4.7931,1.9691,0;2.1914,4.1986,0;.5007,1.5426,0;6.0823,-.7996,0;4.7792,-1.5413,0;6.0894,.705,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;3.5459,-2.0395,0;2.5459,-2.0369,0;3.0446,-2.5382,0;5.9094,2.0316,0;5.4128,2.8996,0;6.0951,2.7139,0;3.125,4.8137,0;2.2595,5.3146,0;2.7604,6.1801,0;1.7569,2.717,0;1.4903,-.1047,0;3.2612,7.0456,0;4.1267,6.5447,0;.9488,-.4972,0;3.9444,7.2279,0;2.1871,-.0334,0;

Duplicates DB02443_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.sdf

Formula	C₂₀H₂₇N₃O₉S
MW	485.51
InChIKey	GFYFFUGNPVBDAK-FFXSCOAXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	63
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-4.76
logP	0.0526
PSA	221.5
MR	124.514
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-291.95564
PM7_Total_Energy_ev	-6211.79865
PM7_Electronic_Energy_ev	-57560.70618
PM7_Dipole_Debye	18.7453
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.934
PM7_LUMO_Energy_ev	-0.836
PM7_COSMO_Area_square_ang	425.59
PM7_COSMO_Volue_cubic_ang	546.79
PM7_Electron_Affinity_ev	0.836
PM7_Ionization_Energy_ev	8.934
PM7_Energy_Gap_ev	8.098
PM7_Global_Hardness_ev	4.049
PM7_Global_Softness_ev	0.24697456162015313
PM7_Chemical_Potential_ev	-4.885
PM7_Electronigativity_ev	4.885
PM7_Back_Donation_Energy_ev	-1.01225
PM7_Electrophilicity_ev	2.946804766609039
OPENEYE_Name	(2~{R},4~{S})-2-[(1~{R})-2-[(2~{S})-2-azaniumyl-2-carboxylato-ethoxy]-1-[(~{Z})-[(2,6-dimethoxyphenyl)-hydroxy-methylene]amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidin-3-ium-4-carboxylate
SMILES	c1cc(c(c(c1)OC)C(=NC(C(=O)OCC(C(=O)[O-])[NH3+])C2[NH2+]C(C(S2)(C)C)C(=O)[O-])O)OC
Canonical_SMILES	COc1cccc(c1/C(=N/[C@@H]([C@@H]1[NH2+][C@H](C(S1)(C)C)C(=O)O)C(=O)OC[C@@H](C(=O)O)[NH3+])/O)OC
InChI	1/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/f/h21,23-24H
InChI_3D	1S/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/p+2/t9-,13-,14-,16+/m0/s1
AuxInfo	1/1/N:14,15,16,17,1,2,3,18,19,5,6,4,20,11,7,12,9,8,10,13,23,21,22,24,25,27,26,29,28,30,31,32,33/E:(1,2)(3,4)(6,7)(10,11)(25,26)(27,28)(30,31)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCNN+N+OO-OOOO-OOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;;s8;;s11;s13;s13;;;;s9s18;s10s12;w7s20;s11s12;s19;s7;s9;d8;d9;d10;s8;s5s16;s6s17;s10s18;s12s13;s1;s2;s3;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s20;s22;s23;s23;s22;s23;s24;/rC:5.6507,-.5472,0;4.7812,-1.0413,0;5.6546,.458,0;3.9197,.4648,0;3.9157,-.5404,0;4.7892,.9691,0;3.0541,.9657,0;.1814,-1.7406,0;4.0586,5.4288,0;2.6905,3.3321,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;3.0459,-2.0382,0;5.6611,2.4656,0;2.6922,5.0641,0;3.1931,5.9297,0;2.1896,2.4666,0;3.0551,1.9657,0;1.0014,0,0;3.694,6.7952,0;2.1876,.4666,0;4.9252,5.9279,0;-.6282,-2.3276,0;4.0576,4.4288,0;3.6905,3.3311,0;1.0946,-2.1481,0;3.0484,-1.0382,0;4.7931,1.9691,0;2.1914,4.1986,0;.5007,1.5426,0;6.0823,-.7996,0;4.7792,-1.5413,0;6.0894,.705,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;3.5459,-2.0395,0;2.5459,-2.0369,0;3.0446,-2.5382,0;5.9094,2.0316,0;5.4128,2.8996,0;6.0951,2.7139,0;3.125,4.8137,0;2.2595,5.3146,0;2.7604,6.1801,0;1.7569,2.717,0;1.4903,-.1047,0;3.2612,7.0456,0;4.1267,6.5447,0;.9488,-.4972,0;3.9444,7.2279,0;2.1871,-.0334,0;
Duplicates	DB02443_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p7_t0.sdf