| ChEBI16274_s0_p0_t0 (5515) |
| Formula | C20H15N3O8 |
| MW | 425.35 |
| InChIKey | YDHIWWOBUBEBOR-WDHVMHCGNA-N |
| Entry_Date | 2023-11-01 |
| Net_Charge | 0 |
| Number_Atoms | 46 |
| Number_Heavy_Atoms | 31 |
| Number_Rings | 4 |
| Number_Bonds | 49 |
| Rotat_Bonds | 8 |
| Unbranched_Chain | 1 |
| Chiral_Centers | 1 |
| ONatoms | 11 |
| HB_Donor | 5 |
| HB_Acceptor | 8 |
| OpenEye_HB_Donors | 6 |
| OpenEye_HB_Acceptors | 6 |
| Lipinski_HB_Donors | 5 |
| Lipinski_HB_Acceptors | 11 |
| Lipinski_Violations | 1 |
| XLogP3 | 0 |
| XLogP | -6.74 |
| logP | 2.0679 |
| PSA | 189.14 |
| MR | 107.011 |
| ABS | 0.55 |
| Solubility | moderately |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -229.06516 |
| PM7_Total_Energy_ev | -5579.06405 |
| PM7_Electronic_Energy_ev | -44357.68301 |
| PM7_Dipole_Debye | 3.89391 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -7.982 |
| PM7_LUMO_Energy_ev | -1.847 |
| PM7_COSMO_Area_square_ang | 384.05 |
| PM7_COSMO_Volue_cubic_ang | 442.95 |
| PM7_Electron_Affinity_ev | 1.847 |
| PM7_Ionization_Energy_ev | 7.982 |
| PM7_Energy_Gap_ev | 6.135 |
| PM7_Global_Hardness_ev | 3.0675 |
| PM7_Global_Softness_ev | 0.32599837000814996 |
| PM7_Chemical_Potential_ev | -4.9145 |
| PM7_Electronigativity_ev | 4.9145 |
| PM7_Back_Donation_Energy_ev | -0.766875 |
| PM7_Electrophilicity_ev | 3.9368068867155666 |
| OPENEYE_Name | 11-[(3~{S})-3-amino-3-carboxy-propanoyl]-1-hydroxy-5-oxo-6,12-dihydropyrido[3,2-a]phenoxazine-3-carboxylic acid |
| SMILES | c1cc(c2c(c1)OC3=C(N2)c4c(cc(nc4C(=O)C3)C(=O)O)O)C(=O)CC(C(=O)O)N |
| Canonical_SMILES | N[C@H](C(=O)O)CC(=O)c1cccc2c1NC1=C(O2)CC(=O)c2c1c(O)cc(n2)C(=O)O |
| InChI | 1/C20H15N3O8/c21-8(19(27)28)4-10(24)7-2-1-3-13-16(7)23-18-14(31-13)6-12(26)17-15(18)11(25)5-9(22-17)20(29)30/h1-3,5,8,23H,4,6,21H2,(H,22,25)(H,27,28)(H,29,30)/f/h25,27,29H |
| InChI_3D | 1S/C20H15N3O8/c21-8(19(27)28)4-10(24)7-2-1-3-13-16(7)23-18-14(31-13)6-12(26)17-15(18)11(25)5-9(22-17)20(29)30/h1-3,5,8,23H,4,6,21H2,(H,22,25)(H,27,28)(H,29,30)/t8-/m0/s1 |
| AuxInfo | 1/1/N:1,2,3,19,4,18,6,20,11,15,9,13,8,14,5,7,10,12,17,16,23,21,22,25,29,24,27,31,26,30,28/E:(27,28)(29,30)/F:1,2,3,19,4,18,6,20,11,15,9,13,8,14,5,7,10,12,17,16,23,21,22,25,29,24,31,27,30,26,28/rA:46cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d6;d3s7;d4s5;d5;s4;s5;s10;d12;s6;s11;;s13s14;s15;s17s19;s10d11;s7s12;s20;d13;d15;d16;d17;s8s14;s9;s16;s17;s1;s2;s3;s4;s18;s18;s19;s19;s20;s22;s23;s23;s29;s30;s31;/rC:-6.1156,-2.5002,0;-6.1156,-1.4914,0;-5.2449,-2.9996,0;-.874,.5136,0;-1.7617,-.9968,0;-5.2449,-.9818,0;-4.3742,-1.4914,0;-4.3785,-2.5002,0;-1.7588,.0143,0;-.8877,-1.5106,0;;-2.6308,-1.4988,0;-.8964,-2.5132,0;-2.6355,-2.5051,0;-5.2449,.0182,0;.8705,.4921,0;-6.477,1.8842,0;-1.771,-3.0096,0;-6.1109,.5182,0;-6.977,1.0182,0;-.0106,-1.0132,0;-3.5031,-.9878,0;-7.843,1.5182,0;-.0344,-3.0201,0;-4.3789,.5182,0;1.732,-.0157,0;-5.477,1.8842,0;-3.5117,-3.0056,0;-2.6216,.5198,0;.8796,1.4921,0;-6.977,2.7503,0;-6.5483,-2.7508,0;-6.5494,-1.2427,0;-5.2444,-3.4996,0;-.8696,1.0136,0;-1.4521,-3.3947,0;-2.0945,-3.3908,0;-6.3609,.0852,0;-5.8609,.9512,0;-7.227,.5852,0;-3.5017,-.4878,0;-8.276,1.2682,0;-7.843,2.0182,0;-2.6185,1.0198,0;1.3149,1.7381,0;-6.727,3.1833,0; |
| Duplicates | ChEBI16274_s0_p0_t0 |
| mol2_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16274_s0_p0_t0.mol2 |
| pdbqt_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16274_s0_p0_t0.pdbqt |
| sdf_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16274_s0_p0_t0.sdf |