CompChem-Database: details for selected entry

CHEMBL100404 (427)

FormulaC20H23F2NO8
MW443.4
InChIKeyHHPJXWDHFALHCL-MPIMZMORNA-N
Entry_Date2023-09-01
Net_Charge0
Number_Atoms54
Number_Heavy_Atoms31
Number_Rings3
Number_Bonds56
Rotat_Bonds11
Unbranched_Chain4
Chiral_Centers6
ONatoms9
HB_Donor5
HB_Acceptor5
OpenEye_HB_Donors5
OpenEye_HB_Acceptors6
Lipinski_HB_Donors5
Lipinski_HB_Acceptors9
Lipinski_Violations0
XLogP30
XLogP-0.34
logP0.352
PSA137.71
MR101.796
ABS0.55
Solubilitypoorly
AggregatorPass
PM7_Heat_of_Formation_kcal_per_mol-362.06032
PM7_Total_Energy_ev-6245.26711
PM7_Electronic_Energy_ev-48721.02206
PM7_Dipole_Debye5.41364
PM7_Point_GroupC1
PM7_HOMO_Energy_ev-9.374
PM7_LUMO_Energy_ev-0.882
PM7_COSMO_Area_square_ang414.24
PM7_COSMO_Volue_cubic_ang484.14
PM7_Electron_Affinity_ev0.882
PM7_Ionization_Energy_ev9.374
PM7_Energy_Gap_ev8.492
PM7_Global_Hardness_ev4.246
PM7_Global_Softness_ev0.23551577955723033
PM7_Chemical_Potential_ev-5.128
PM7_Electronigativity_ev5.128
PM7_Back_Donation_Energy_ev-1.0615
PM7_Electrophilicity_ev3.0966066886481394
OPENEYE_Name(~{E})-~{N}-[(3~{a}~{S},4~{R},5~{R},6~{S},7~{R},7~{a}~{R})-4,6,7-trihydroxy-3~{a},4,5,6,7,7~{a}-hexahydro-1,3-benzodioxol-5-yl]-3-(4-allyloxy-2,5-difluoro-3-hydroxy-phenyl)-2-methyl-prop-2-enamide
SMILESc1c(c(c(c(c1F)OCC=C)O)F)C=C(C(=O)NC2C(C3C(C(C2O)O)OCO3)O)C
Canonical_SMILESC=CCOc1c(F)cc(c(c1O)F)/C=C(/C(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@@H]2[C@H]([C@@H]1O)OCO2)C
InChI1/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/f/h23H
InChI_3D1S/C20H23F2NO8/c1-3-4-29-17-10(21)6-9(11(22)13(17)24)5-8(2)20(28)23-12-14(25)16(27)19-18(15(12)26)30-7-31-19/h3,5-6,12,14-16,18-19,24-27H,1,4,7H2,2H3,(H,23,28)/b8-5+/t12-,14+,15-,16-,18+,19-/m1/s1
AuxInfo1/1/N:7,19,9,20,8,1,12,10,2,5,6,13,3,17,16,18,4,14,15,11,30,31,21,25,27,26,28,22,29,23,24/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;s2;d7;w8;s10;;;;s14;s13s14;s13;s15s17;s10;s9;s11s13;d11;s12s14;s12s15;s3;s16;s17;s18;s4s20;s5;s6;s1;s7;s7;s8;s9;s12;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s25;s26;s27;s28;/rC:-5.3216,-.0632,0;-4.6762,-.8339,0;-6.0064,-1.9478,0;-6.6518,-1.1771,0;-6.3061,-.2387,0;-5.0154,-1.7801,0;-7.6848,-3.9937,0;-2.9534,-.5267,0;-8.3257,-3.226,0;-2.6132,.4137,0;-1.6287,.5892,0;3.2858,-.5036,0;;1.736,0,0;1.736,-1.0071,0;.868,.5079,0;0,-1.0058,0;.868,-1.5037,0;-3.2575,1.1785,0;-7.9814,-2.2872,0;-.9845,-.1756,0;-1.2885,1.5296,0;2.6938,.311,0;2.6938,-1.3184,0;-6.3522,-2.8861,0;-.2595,1.8463,0;-.5955,-2.6514,0;1.9906,-2.8462,0;-7.637,-1.3483,0;-6.9481,.528,0;-4.3734,-2.5468,0;-5.1508,.4067,0;-7.857,-4.4631,0;-7.1922,-3.908,0;-2.6313,-.9091,0;-8.8183,-3.3116,0;3.6573,-.169,0;3.6574,-.8382,0;-.1728,.4692,0;1.3023,-.2487,0;1.7873,-1.5045,0;1.1901,.8903,0;-.4925,-.9194,0;.5468,-1.8869,0;-3.6399,.8563,0;-2.8751,1.5006,0;-3.5796,1.5609,0;-8.4508,-2.115,0;-7.5119,-2.4594,0;-1.1546,-.6457,0;-6.0323,-3.2704,0;-.0894,2.3165,0;-1.0877,-2.7391,0;1.8188,-3.3157,0;
DuplicatesCHEMBL100404
mol2_Path/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.mol2
pdbqt_Path/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.pdbqt
sdf_Path/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100404.sdf