CompChem-Database: details for selected entry

CHEMBL5199756 (2542749)

FormulaC23H23NO8
MW441.44
InChIKeyRRHJMUPVIFJFGU-LQFNOIFHNA-N
Entry_Date2023-10-01
Net_Charge0
Number_Atoms55
Number_Heavy_Atoms32
Number_Rings4
Number_Bonds58
Rotat_Bonds10
Unbranched_Chain2
Chiral_Centers4
ONatoms9
HB_Donor2
HB_Acceptor3
OpenEye_HB_Donors2
OpenEye_HB_Acceptors4
Lipinski_HB_Donors2
Lipinski_HB_Acceptors9
Lipinski_Violations0
XLogP30
XLogP3.45
logP3.5089
PSA112.55
MR113.232
ABS0.55
Solubilityhighly
AggregatorPass
PM7_Heat_of_Formation_kcal_per_mol-256.40106
PM7_Total_Energy_ev-5683.1308
PM7_Electronic_Energy_ev-47993.96968
PM7_Dipole_Debye4.07022
PM7_Point_GroupC1
PM7_HOMO_Energy_ev-8.626
PM7_LUMO_Energy_ev-0.616
PM7_COSMO_Area_square_ang426.87
PM7_COSMO_Volue_cubic_ang507.62
PM7_Electron_Affinity_ev0.616
PM7_Ionization_Energy_ev8.626
PM7_Energy_Gap_ev8.01
PM7_Global_Hardness_ev4.005
PM7_Global_Softness_ev0.24968789013732834
PM7_Chemical_Potential_ev-4.621
PM7_Electronigativity_ev4.621
PM7_Back_Donation_Energy_ev-1.00125
PM7_Electrophilicity_ev2.665872784019975
OPENEYE_Name[(2~{S},3~{a}~{R},5~{R},6~{a}~{R})-5-(phenylcarbamoyloxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-2-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILESc1ccc(cc1)NC(=O)OC2CC3C(O2)CC(O3)OC(=O)C=Cc4ccc(c(c4)OC)O
Canonical_SMILESCOc1cc(/C=C/C(=O)O[C@@H]2O[C@H]3[C@@H](C2)O[C@@H](C3)OC(=O)Nc2ccccc2)ccc1O
InChI1/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/f/h24H
InChI_3D1S/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/b10-8+/t18-,19-,21+,22-/m1/s1
AuxInfo1/1/N:23,1,2,3,5,6,4,13,7,14,8,17,18,9,10,11,12,19,20,15,21,22,16,24,29,25,26,30,27,28,31,32/E:(3,4)(5,6)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;;s17;s18s19;s17;s18;;s10s16;d15;d16;s20s21;s19s22;s11;s12s23;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s17;s18;s18;s19;s20;s21;s22;s23;s23;s23;s24;s29;/rC:-3.1677,-4.4352,0;-4.1183,-4.1247,0;-2.4196,-3.7716,0;5.6836,1.8672,0;-4.3229,-3.1405,0;-2.6242,-2.7874,0;6.4329,2.5294,0;4.5309,3.1641,0;4.7336,2.1796,0;-3.5769,-2.4669,0;6.2303,3.514,0;5.2782,3.8363,0;3.9871,1.5141,0;3.0376,1.8278,0;2.2912,1.1624,0;-3.0342,-.8221,0;;-1.9001,1.6292,0;-.9549,.3157,0;-.9503,1.3158,0;.5952,.8107,0;-2.4916,.8228,0;5.824,5.4801,0;-3.7804,-1.4878,0;2.4942,.1832,0;-2.0846,-1.1353,0;.0082,1.6271,0;-1.9074,.0111,0;6.9796,4.1761,0;5.0766,4.8158,0;1.3417,1.4761,0;-3.2377,.157,0;-3.066,-4.9248,0;-4.4909,-4.4581,0;-1.945,-3.9289,0;5.7844,1.3775,0;-4.7982,-2.9853,0;-2.2502,-2.4557,0;6.9072,2.3712,0;4.0559,3.3203,0;4.0887,1.0245,0;2.9361,2.3174,0;.4317,-.2522,0;-.2057,-.4557,0;-2.332,1.8812,0;-1.6947,2.085,0;-.9573,-.1843,0;-.9491,1.8158,0;.9651,.4743,0;-2.8617,1.159,0;6.1562,5.1064,0;5.4918,5.8538,0;6.1977,5.8123,0;-4.2552,-1.3312,0;7.4537,4.0171,0;
DuplicatesCHEMBL5199756
mol2_Path/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.mol2
pdbqt_Path/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.pdbqt
sdf_Path/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.sdf