| CHEMBL5188209 (2530167) |
| Formula | C20H25N3O8 |
| MW | 435.43 |
| InChIKey | WJQOAYZKXOJQHQ-PDJAEHLQNA-N |
| Entry_Date | 2023-09-01 |
| Net_Charge | 0 |
| Number_Atoms | 56 |
| Number_Heavy_Atoms | 31 |
| Number_Rings | 4 |
| Number_Bonds | 59 |
| Rotat_Bonds | 10 |
| Unbranched_Chain | 2 |
| Chiral_Centers | 7 |
| ONatoms | 11 |
| HB_Donor | 7 |
| HB_Acceptor | 6 |
| OpenEye_HB_Donors | 7 |
| OpenEye_HB_Acceptors | 8 |
| Lipinski_HB_Donors | 7 |
| Lipinski_HB_Acceptors | 11 |
| Lipinski_Violations | 2 |
| XLogP3 | 0 |
| XLogP | -2.17 |
| logP | -1.8323 |
| PSA | 173.37 |
| MR | 112.564 |
| ABS | 0.17 |
| Solubility | highly |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -281.21152 |
| PM7_Total_Energy_ev | -5714.6784 |
| PM7_Electronic_Energy_ev | -47265.62668 |
| PM7_Dipole_Debye | 4.74175 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -8.649 |
| PM7_LUMO_Energy_ev | -0.321 |
| PM7_COSMO_Area_square_ang | 426.88 |
| PM7_COSMO_Volue_cubic_ang | 492.02 |
| PM7_Electron_Affinity_ev | 0.321 |
| PM7_Ionization_Energy_ev | 8.649 |
| PM7_Energy_Gap_ev | 8.328 |
| PM7_Global_Hardness_ev | 4.164 |
| PM7_Global_Softness_ev | 0.24015369836695485 |
| PM7_Chemical_Potential_ev | -4.485 |
| PM7_Electronigativity_ev | 4.485 |
| PM7_Back_Donation_Energy_ev | -1.041 |
| PM7_Electrophilicity_ev | 2.415372838616715 |
| OPENEYE_Name | (3~{S},6~{S})-3-(1~{H}-indol-3-ylmethyl)-6-[[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]piperazine-2,5-dione |
| SMILES | c1ccc2c(c1)c(c[nH]2)CC3C(=O)NC(C(=O)N3)COC4C(C(C(C(O4)CO)O)O)O |
| Canonical_SMILES | OC[C@H]1O[C@@H](OC[C@@H]2NC(=O)[C@@H](NC2=O)Cc2c[nH]c3c2cccc3)[C@@H]([C@H]([C@H]1O)O)O |
| InChI | 1/C20H25N3O8/c24-7-14-15(25)16(26)17(27)20(31-14)30-8-13-19(29)22-12(18(28)23-13)5-9-6-21-11-4-2-1-3-10(9)11/h1-4,6,12-17,20-21,24-27H,5,7-8H2,(H,22,29)(H,23,28)/f/h22-23H |
| InChI_3D | 1S/C20H25N3O8/c24-7-14-15(25)16(26)17(27)20(31-14)30-8-13-19(29)22-12(18(28)23-13)5-9-6-21-11-4-2-1-3-10(9)11/h1-4,6,12-17,20-21,24-27H,5,7-8H2,(H,22,29)(H,23,28)/t12-,13-,14+,15-,16-,17+,20+/m0/s1 |
| AuxInfo | 1/1/N:1,2,3,4,18,5,20,19,7,6,8,11,12,16,14,13,15,9,10,17,21,22,23,30,28,27,29,24,25,31,26/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;s9;s10;;s13;s13;s14;s15;s7s11;s12;s16;s5s8;s10s11;s9s12;d9;d10;s16s17;s13;s14;s15;s20;s17s19;s1;s2;s3;s4;s5;s11;s12;s13;s14;s15;s16;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s27;s28;s29;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;4.1608,-3.7211,0;2.1744,-3.9934,0;3.5435,-2.9279,0;2.7917,-4.7866,0;4.1684,-10.0783,0;3.1783,-10.2186,0;4.5474,-9.1529,0;2.5609,-9.4254,0;3.93,-8.3597,0;3.0028,-1.2636,0;3.3229,-6.454,0;1.0748,-8.5012,0;2.6938,1.3169,0;2.5533,-3.068,0;3.7879,-4.6544,0;5.1509,-3.581,0;1.1837,-4.1293,0;2.9336,-8.4919,0;5.8792,-10.4469,0;3.7193,-11.8829,0;5.722,-7.8557,0;.2257,-7.973,0;3.6265,-7.4069,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;3.9852,-2.6936,0;2.3493,-5.0197,0;4.1506,-10.578,0;2.7366,-10.453,0;4.9705,-9.4194,0;2.2264,-9.797,0;4.3724,-8.1266,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7993,-6.3023,0;2.8465,-6.6058,0;.8108,-8.9257,0;1.3389,-8.0766,0;2.8483,1.7924,0;2.2462,-2.6734,0;4.095,-5.049,0;6.0324,-10.9229,0;3.3848,-12.2545,0;6.2108,-7.961,0;-.2153,-8.2087,0; |
| Duplicates | CHEMBL5188209;CHEMBL5201871 |
| mol2_Path | /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188209.mol2 |
| pdbqt_Path | /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188209.pdbqt |
| sdf_Path | /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188000-0005188249/CHEMBL5188209.sdf |