| DB02537_p0_t0 (2811) |
| Formula | C20H22N2O6 |
| MW | 386.4 |
| InChIKey | FSNBWEOGSXUNGF-HXTKINSTNA-N |
| Entry_Date | 2023-09-01 |
| Net_Charge | 0 |
| Number_Atoms | 50 |
| Number_Heavy_Atoms | 28 |
| Number_Rings | 2 |
| Number_Bonds | 51 |
| Rotat_Bonds | 12 |
| Unbranched_Chain | 3 |
| Chiral_Centers | 1 |
| ONatoms | 8 |
| HB_Donor | 5 |
| HB_Acceptor | 5 |
| OpenEye_HB_Donors | 6 |
| OpenEye_HB_Acceptors | 3 |
| Lipinski_HB_Donors | 5 |
| Lipinski_HB_Acceptors | 8 |
| Lipinski_Violations | 0 |
| XLogP3 | 0 |
| XLogP | -2.25 |
| logP | 2.7076 |
| PSA | 142.11 |
| MR | 103.979 |
| ABS | 0.55 |
| Solubility | moderately |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -183.35902 |
| PM7_Total_Energy_ev | -4896.92495 |
| PM7_Electronic_Energy_ev | -37645.43424 |
| PM7_Dipole_Debye | 9.21279 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -8.395 |
| PM7_LUMO_Energy_ev | -0.698 |
| PM7_COSMO_Area_square_ang | 407.42 |
| PM7_COSMO_Volue_cubic_ang | 457.8 |
| PM7_Electron_Affinity_ev | 0.698 |
| PM7_Ionization_Energy_ev | 8.395 |
| PM7_Energy_Gap_ev | 7.697 |
| PM7_Global_Hardness_ev | 3.8485 |
| PM7_Global_Softness_ev | 0.2598414966870209 |
| PM7_Chemical_Potential_ev | -4.5465 |
| PM7_Electronigativity_ev | 4.5465 |
| PM7_Back_Donation_Energy_ev | -0.962125 |
| PM7_Electrophilicity_ev | 2.6855479082759515 |
| OPENEYE_Name | (2~{S})-2-amino-3-[2,4-dihydroxy-5-[[(~{E})-1-[(4-methylphenoxy)methyl]-3-oxo-prop-1-enyl]amino]phenyl]propanoic acid |
| SMILES | c1cc(ccc1C)OCC(=CC=O)Nc2cc(c(cc2O)O)CC(C(=O)O)N |
| Canonical_SMILES | O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)N)c(cc1O)O)COc1ccc(cc1)C |
| InChI | 1/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/f/h26H |
| InChI_3D | 1S/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/b14-6+/t16-/m0/s1 |
| AuxInfo | 1/1/N:17,1,2,3,4,13,14,18,5,6,19,7,8,15,10,20,9,11,12,16,21,22,23,25,26,24,27,28/E:(2,3)(4,5)(26,27)/F:17,1,2,3,4,13,14,18,5,6,19,7,8,15,10,20,9,11,12,16,21,22,23,25,26,27,24,28/E:(2,3)(4,5)/rA:50cCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s5;s3d4;d6s8;s6d9;;s13;w13;;s7;s8;s15;s16s18;s20;s9s15;d14;d16;s11;s12;s16;s10s19;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s25;s26;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.1107,5.3906,0;5.8486,4.3905,0;;4.9767,5.8907,0;4.1136,4.3854,0;0,2.0104,0;5.8456,5.3957,0;4.9826,3.8803,0;1.7321,5.0104,0;.866,5.5104,0;1.7321,4.0104,0;3.9708,7.8877,0;0,-1,0;4.9737,6.8906,0;.866,3.5104,0;4.9708,7.8906,0;4.9678,8.8906,0;2.5981,3.5104,0;0,5.0104,0;3.4733,7.0202,0;6.7095,5.8995,0;4.9856,2.8803,0;3.4682,8.7522,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.6773,5.6399,0;6.2831,4.1431,0;2.1651,5.2604,0;.866,6.0104,0;.5,-1,0;0,-1.5,0;-.5,-1,0;5.4737,6.8921,0;4.4737,6.8892,0;.616,3.9434,0;1.116,3.0774,0;5.4708,7.8921,0;5.4001,9.1419,0;4.5341,9.1394,0;2.5981,3.0104,0;7.1436,5.6514,0;4.5533,2.629,0;2.9682,8.7508,0; |
| Duplicates | DB02537_p0_t0 |
| mol2_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p0_t0.mol2 |
| pdbqt_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p0_t0.pdbqt |
| sdf_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p0_t0.sdf |