CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02443_p0_t0 (2712)

Formula C₂₀H₂₅N₃O₉S

MW 483.49

InChIKey GFYFFUGNPVBDAK-GZKDMGQMNA-L

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 60

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -4.41

logP 1.2555

PSA 215.3

MR 122.294

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -363.64305

PM7_Total_Energy_ev -6188.67899

PM7_Electronic_Energy_ev -55038.22974

PM7_Dipole_Debye 22.34518

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.068

PM7_LUMO_Energy_ev 3.893

PM7_COSMO_Area_square_ang 432.02

PM7_COSMO_Volue_cubic_ang 554.78

PM7_Electron_Affinity_ev -3.893

PM7_Ionization_Energy_ev 3.068

PM7_Energy_Gap_ev 6.961

PM7_Global_Hardness_ev 3.4805

PM7_Global_Softness_ev 0.28731504094239335

PM7_Chemical_Potential_ev 0.4125

PM7_Electronigativity_ev -0.4125

PM7_Back_Donation_Energy_ev -0.870125

PM7_Electrophilicity_ev 0.024444224967677057

OPENEYE_Name (2~{S})-2-amino-3-[(2~{R})-2-[(2~{R},4~{S})-4-carboxy-5,5-dimethyl-thiazolidin-2-yl]-2-[(~{Z})-[(2,6-dimethoxyphenyl)-oxido-methylene]amino]acetyl]oxy-propanoate

SMILES c1cc(c(c(c1)OC)C(=NC(C(=O)OCC(C(=O)[O-])N)C2NC(C(S2)(C)C)C(=O)O)[O-])OC

Canonical_SMILES COc1cccc(c1/C(=N/[C@@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)C(=O)OC[C@@H](C(=O)O)N)/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)/p-2/fC20H25N3O9S/h27H/q-2

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)/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:14,15,16,17,1,2,3,18,19,5,6,4,20,11,7,12,9,8,10,13,23,21,22,24,25,27,29,26,28,30,31,32,33/E:(1,2)(3,4)(6,7)(10,11)(25,26)(30,31)/rA:58cCCCCCCCCCCCCCCCCCCCCNNNO-O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;/rC:5.6507,-.5472,0;4.7812,-1.0413,0;5.6546,.4579,0;3.9197,.4648,0;3.9157,-.5404,0;4.7892,.9691,0;3.0541,.9657,0;.1036,-.9946,0;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;-.7059,-1.5817,0;4.0576,4.4288,0;3.6905,3.3311,0;1.0168,-1.4022,0;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;1.2948,-.4048,0;3.4444,7.2284,0;4.194,6.7947,0;1.0687,-1.8995,0;

Duplicates DB02443_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.sdf

Formula	C₂₀H₂₅N₃O₉S
MW	483.49
InChIKey	GFYFFUGNPVBDAK-GZKDMGQMNA-L
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	60
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-4.41
logP	1.2555
PSA	215.3
MR	122.294
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-363.64305
PM7_Total_Energy_ev	-6188.67899
PM7_Electronic_Energy_ev	-55038.22974
PM7_Dipole_Debye	22.34518
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.068
PM7_LUMO_Energy_ev	3.893
PM7_COSMO_Area_square_ang	432.02
PM7_COSMO_Volue_cubic_ang	554.78
PM7_Electron_Affinity_ev	-3.893
PM7_Ionization_Energy_ev	3.068
PM7_Energy_Gap_ev	6.961
PM7_Global_Hardness_ev	3.4805
PM7_Global_Softness_ev	0.28731504094239335
PM7_Chemical_Potential_ev	0.4125
PM7_Electronigativity_ev	-0.4125
PM7_Back_Donation_Energy_ev	-0.870125
PM7_Electrophilicity_ev	0.024444224967677057
OPENEYE_Name	(2~{S})-2-amino-3-[(2~{R})-2-[(2~{R},4~{S})-4-carboxy-5,5-dimethyl-thiazolidin-2-yl]-2-[(~{Z})-[(2,6-dimethoxyphenyl)-oxido-methylene]amino]acetyl]oxy-propanoate
SMILES	c1cc(c(c(c1)OC)C(=NC(C(=O)OCC(C(=O)[O-])N)C2NC(C(S2)(C)C)C(=O)O)[O-])OC
Canonical_SMILES	COc1cccc(c1/C(=N/[C@@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)C(=O)OC[C@@H](C(=O)O)N)/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)/p-2/fC20H25N3O9S/h27H/q-2
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)/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:14,15,16,17,1,2,3,18,19,5,6,4,20,11,7,12,9,8,10,13,23,21,22,24,25,27,29,26,28,30,31,32,33/E:(1,2)(3,4)(6,7)(10,11)(25,26)(30,31)/rA:58cCCCCCCCCCCCCCCCCCCCCNNNO-O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;/rC:5.6507,-.5472,0;4.7812,-1.0413,0;5.6546,.4579,0;3.9197,.4648,0;3.9157,-.5404,0;4.7892,.9691,0;3.0541,.9657,0;.1036,-.9946,0;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;-.7059,-1.5817,0;4.0576,4.4288,0;3.6905,3.3311,0;1.0168,-1.4022,0;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;1.2948,-.4048,0;3.4444,7.2284,0;4.194,6.7947,0;1.0687,-1.8995,0;
Duplicates	DB02443_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02443_p0_t0.sdf