| DB11872 (9592) |
| Formula | C20H24NO8P |
| MW | 437.39 |
| InChIKey | UGBMEXLBFDAOGL-FFXSCOAXNA-N |
| Entry_Date | 2023-09-01 |
| Net_Charge | 0 |
| Number_Atoms | 54 |
| Number_Heavy_Atoms | 30 |
| Number_Rings | 3 |
| Number_Bonds | 56 |
| Rotat_Bonds | 9 |
| Unbranched_Chain | 2 |
| Chiral_Centers | 1 |
| ONatoms | 9 |
| HB_Donor | 3 |
| HB_Acceptor | 4 |
| OpenEye_HB_Donors | 3 |
| OpenEye_HB_Acceptors | 2 |
| Lipinski_HB_Donors | 3 |
| Lipinski_HB_Acceptors | 9 |
| Lipinski_Violations | 0 |
| XLogP3 | 0 |
| XLogP | 2.34 |
| logP | 3.3652 |
| PSA | 133.36 |
| MR | 109.267 |
| ABS | 0.55 |
| Solubility | very |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -352.14416 |
| PM7_Total_Energy_ev | -5506.96321 |
| PM7_Electronic_Energy_ev | -46382.65629 |
| PM7_Dipole_Debye | 3.63891 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -8.644 |
| PM7_LUMO_Energy_ev | -0.974 |
| PM7_COSMO_Area_square_ang | 398.72 |
| PM7_COSMO_Volue_cubic_ang | 486.07 |
| PM7_Electron_Affinity_ev | 0.974 |
| PM7_Ionization_Energy_ev | 8.644 |
| PM7_Energy_Gap_ev | 7.67 |
| PM7_Global_Hardness_ev | 3.835 |
| PM7_Global_Softness_ev | 0.2607561929595828 |
| PM7_Chemical_Potential_ev | -4.809 |
| PM7_Electronigativity_ev | 4.809 |
| PM7_Back_Donation_Energy_ev | -0.95875 |
| PM7_Electrophilicity_ev | 3.015186571056063 |
| OPENEYE_Name | [(8~{S})-8-acetamido-13,14,15-trimethoxy-5-tricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaenyl] dihydrogen phosphate |
| SMILES | c1cc(cc2c1-c3c(cc(c(c3OC)OC)OC)CCC2NC(=O)C)OP(=O)(O)O |
| Canonical_SMILES | COc1c2c(CC[C@@H](c3c2ccc(c3)OP(=O)(O)O)NC(=O)C)cc(c1OC)OC |
| InChI | 1/C20H24NO8P/c1-11(22)21-16-8-5-12-9-17(26-2)19(27-3)20(28-4)18(12)14-7-6-13(10-15(14)16)29-30(23,24)25/h6-7,9-10,16H,5,8H2,1-4H3,(H,21,22)(H2,23,24,25)/f/h21,23-24H |
| InChI_3D | 1S/C20H24NO8P/c1-11(22)21-16-8-5-12-9-17(26-2)19(27-3)20(28-4)18(12)14-7-6-13(10-15(14)16)29-30(23,24)25/h6-7,9-10,16H,5,8H2,1-4H3,(H,21,22)(H2,23,24,25)/t16-/m0/s1 |
| AuxInfo | 1/1/N:17,18,20,19,14,2,1,15,4,3,13,8,9,5,7,16,10,6,12,11,21,22,23,24,25,26,28,27,29,30/E:(23,24,25)/F:17,18,20,19,14,2,1,15,4,3,13,8,9,5,7,16,10,6,12,11,21,22,24,25,23,26,28,27,29,30/E:(23,24)/rA:54cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s5;s3d5;d4s6;s2d3;s4;d6;d10s11;;s8;s14;s7s15;s13;;;;s13s16;d13;;;;s10s18;s11s19;s12s20;s9;d23s24s25s29;s1;s2;s3;s4;s14;s14;s15;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s24;s25;/rC:1.6296,-.6322,0;.6317,-.7851,0;.3664,.9377,0;4.6233,.9516,0;1.9881,.3064,0;2.9881,.3042,0;1.3564,1.0913,0;3.6213,1.0979,0;;4.9928,.0036,0;3.3566,-.6357,0;4.3594,-.7901,0;-.683,2.9271,0;3.3918,2.0816,0;2.4789,2.5129,0;1.5722,2.0747,0;-.1882,3.7961,0;6.606,.6342,0;3.0954,-2.3479,0;5.7117,-1.8724,0;-.1778,2.0641,0;-1.683,2.921,0;-2.4549,-2.1298,0;-3.0242,-.8352,0;-1.1604,-1.5604,0;5.9814,-.1468,0;2.7317,-1.4164,0;4.7231,-1.7216,0;-1.7297,-.2659,0;-2.0923,-1.1978,0;1.9436,-1.0213,0;.4506,-1.2512,0;.0535,1.3277,0;4.9346,1.3429,0;3.4999,2.5698,0;3.8918,2.0844,0;2.1658,2.9028,0;2.7885,2.9055,0;1.4591,2.5617,0;-.6228,4.0435,0;.2463,3.5488,0;.0591,4.2306,0;6.2155,.9465,0;6.9182,1.0247,0;6.9965,.322,0;3.5612,-2.1661,0;2.6297,-2.5298,0;3.2773,-2.8137,0;5.7871,-1.3781,0;5.6363,-2.3667,0;6.206,-1.9478,0;-.4251,1.6296,0;-3.4142,-1.1481,0;-1.0844,-2.0546,0; |
| Duplicates | DB11872 |
| mol2_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11872.mol2 |
| pdbqt_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11872.pdbqt |
| sdf_Path | /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11872.sdf |