| DB02511_p0_t0 (2788) |
| Formula | C23H22N2O6 |
| MW | 422.44 |
| InChIKey | PZWMZAFFUAWVDN-PKRZOPRNNA-N |
| Entry_Date | 2023-09-01 |
| Net_Charge | 0 |
| Number_Atoms | 53 |
| Number_Heavy_Atoms | 31 |
| Number_Rings | 3 |
| Number_Bonds | 55 |
| 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 | -1.5 |
| logP | 3.5524 |
| PSA | 142.11 |
| MR | 116.519 |
| ABS | 0.55 |
| Solubility | soluble |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -155.55468 |
| PM7_Total_Energy_ev | -5264.9709 |
| PM7_Electronic_Energy_ev | -42267.36097 |
| PM7_Dipole_Debye | 6.53843 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -8.388 |
| PM7_LUMO_Energy_ev | -0.996 |
| PM7_COSMO_Area_square_ang | 437.43 |
| PM7_COSMO_Volue_cubic_ang | 489.55 |
| PM7_Electron_Affinity_ev | 0.996 |
| PM7_Ionization_Energy_ev | 8.388 |
| PM7_Energy_Gap_ev | 7.392 |
| PM7_Global_Hardness_ev | 3.696 |
| PM7_Global_Softness_ev | 0.27056277056277056 |
| PM7_Chemical_Potential_ev | -4.692 |
| PM7_Electronigativity_ev | 4.692 |
| PM7_Back_Donation_Energy_ev | -0.924 |
| PM7_Electrophilicity_ev | 2.9782012987012987 |
| OPENEYE_Name | (2~{S})-2-amino-3-[2,4-dihydroxy-5-[[(~{E})-1-(2-naphthyloxymethyl)-3-oxo-prop-1-enyl]amino]phenyl]propanoic acid |
| SMILES | c1ccc2cc(ccc2c1)OCC(=CC=O)Nc3cc(c(cc3O)O)CC(C(=O)O)N |
| Canonical_SMILES | O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)N)c(cc1O)O)COc1ccc2c(c1)cccc2 |
| InChI | 1/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/f/h29H |
| InChI_3D | 1S/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/b17-7+/t19-/m0/s1 |
| AuxInfo | 1/1/N:1,2,3,4,5,6,17,18,7,21,8,9,22,10,11,12,19,14,23,13,15,16,20,24,25,26,28,29,27,30,31/E:(29,30)/F:1,2,3,4,5,6,17,18,7,21,8,9,22,10,11,12,19,14,23,13,15,16,20,24,25,26,28,29,30,27,31/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;d8;s8;s6d7;d9s12;s9d13;;s17;w17;;s12;s19;s20s21;s23;s13s19;d18;d20;s15;s16;s20;s14s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s21;s21;s22;s22;s23;s24;s24;s25;s28;s29;s30;/rC:;0,1.0057,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4748,.0022,0;2.6012,1.5124,0;8.4567,-.8606,0;8.4601,-2.8657,0;1.7371,0,0;1.7358,1.0057,0;9.3229,-1.3603,0;7.5878,-1.366,0;3.4735,1.0079,0;9.329,-2.3603,0;7.5851,-2.3711,0;6.9376,1.0088,0;6.9373,2.0088,0;6.0717,.5086,0;11.9161,.148,0;10.1873,-.8575,0;5.2056,1.0084,0;11.0517,-.3548,0;10.5489,.5097,0;6.072,-.4914,0;6.0712,2.5086,0;11.9129,1.148,0;10.1974,-2.8563,0;6.7207,-2.8739,0;12.7837,-.3492,0;4.3394,1.5081,0;-.4327,-.2506,0;-.4337,1.2544,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9078,-.2479,0;2.5999,2.0124,0;8.4558,-.3606,0;8.4632,-3.3657,0;7.3707,.759,0;7.3703,2.259,0;10.4387,-1.2897,0;9.9359,-.4253,0;5.4554,1.4414,0;4.9557,.5753,0;11.3031,-.787,0;10.7975,.9435,0;10.0489,.508,0;5.639,-.7415,0;10.1997,-3.3563,0;6.2868,-2.6253,0;13.2159,-.0978,0; |
| Duplicates | DB02511_p0_t0 |
| mol2_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t0.mol2 |
| pdbqt_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t0.pdbqt |
| sdf_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t0.sdf |