CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193025_t0 (2535479)

Formula C₂₃H₂₂F₃NO₁₀

MW 529.43

InChIKey VLBBOLJDXZIPOG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 62

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.08

logP 2.8121

PSA 161.18

MR 116.953

ABS 0.17

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -431.27353

PM7_Total_Energy_ev -7654.69373

PM7_Electronic_Energy_ev -67149.59949

PM7_Dipole_Debye 1.87539

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.817

PM7_LUMO_Energy_ev -1.732

PM7_COSMO_Area_square_ang 457.57

PM7_COSMO_Volue_cubic_ang 560.82

PM7_Electron_Affinity_ev 1.732

PM7_Ionization_Energy_ev 9.817

PM7_Energy_Gap_ev 8.085

PM7_Global_Hardness_ev 4.0425

PM7_Global_Softness_ev 0.24737167594310452

PM7_Chemical_Potential_ev -5.7745

PM7_Electronigativity_ev 5.7745

PM7_Back_Donation_Energy_ev -1.010625

PM7_Electrophilicity_ev 4.124285745207174

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{S},6~{R})-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-(4-methylbenzoyl)oxy-tetrahydropyran-3-yl] 2-nitro-4-(trifluoromethyl)benzoate

SMILES c1cc(ccc1C(=O)OC2C(C(OC(C2OC(=O)c3ccc(cc3[N+](=O)[O-])C(F)(F)F)OC)CO)O)C

Canonical_SMILES CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)c1ccc(cc1[N](=O)O)C(F)(F)F)OC(=O)c1ccc(cc1)C)O

InChI 1/C23H22F3NO10/c1-11-3-5-12(6-4-11)20(30)36-18-17(29)16(10-28)35-22(34-2)19(18)37-21(31)14-8-7-13(23(24,25)26)9-15(14)27(32)33/h3-9,16-19,22,28-29H,10H2,1-2H3

InChI_3D 1S/C23H23F3NO10/c1-11-3-5-12(6-4-11)20(30)36-18-17(29)16(10-28)35-22(34-2)19(18)37-21(31)14-8-7-13(23(24,25)26)9-15(14)27(32)33/h3-9,16-19,22,28-29H,10H2,1-2H3,(H,32,33)/t16-,17+,18+,19+,22-/m1/s1

AuxInfo 1/0/N:20,21,4,5,1,2,6,3,7,22,10,8,11,9,12,18,16,15,17,13,14,19,23,35,36,37,24,31,30,26,27,25,28,34,29,32,33/E:(3,4)(5,6)(24,25,26)(32,33)/CRV:27.5/rA:59cCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s4d5;s6d7;s7d9;s8;s9;;s15;s15;s16;s17;s10;;s18;s11;s12;s24;d13;d14;d24;s18s19;s16;s22;s13s15;s14s17;s19s21;s23;s23;s23;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s30;s31;/rC:.5955,-3.4111,0;1.9257,-2.2971,0;4.8613,-.5668,0;1.2409,-4.1817,0;2.571,-3.0678,0;5.8464,-.3942,0;5.5517,1.3158,0;.9412,-2.4727,0;4.2182,.2057,0;2.2319,-4.014,0;6.1948,.5432,0;4.5601,1.151,0;.2991,-1.706,0;3.2333,.0331,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.874,-4.7807,0;1.5589,3.3794,0;-1.4725,3.1448,0;7.1805,.7116,0;3.9204,1.9195,0;2.9349,1.7497,0;-.6859,-1.8787,0;2.8903,-.9063,0;4.2661,2.8579,0;0,2.0104,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;.642,-.7667,0;2.5912,.7997,0;1.2132,2.441,0;7.0122,1.6973,0;7.3489,-.2742,0;8.1662,.8799,0;.1029,-3.4967,0;2.0964,-1.8272,0;4.6892,-1.0362,0;1.068,-4.6509,0;3.0633,-2.98,0;6.1662,-.7784,0;5.7259,1.7844,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.4906,-5.1017,0;3.2573,-4.4596,0;3.195,-5.164,0;1.0898,3.5522,0;2.0281,3.2065,0;1.7318,3.8486,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.9551,-1.2359,0;-2.311,4.168,0;

Duplicates CHEMBL5193025_t0;CHEMBL5193025_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.sdf

Formula	C₂₃H₂₂F₃NO₁₀
MW	529.43
InChIKey	VLBBOLJDXZIPOG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	62
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.08
logP	2.8121
PSA	161.18
MR	116.953
ABS	0.17
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-431.27353
PM7_Total_Energy_ev	-7654.69373
PM7_Electronic_Energy_ev	-67149.59949
PM7_Dipole_Debye	1.87539
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.817
PM7_LUMO_Energy_ev	-1.732
PM7_COSMO_Area_square_ang	457.57
PM7_COSMO_Volue_cubic_ang	560.82
PM7_Electron_Affinity_ev	1.732
PM7_Ionization_Energy_ev	9.817
PM7_Energy_Gap_ev	8.085
PM7_Global_Hardness_ev	4.0425
PM7_Global_Softness_ev	0.24737167594310452
PM7_Chemical_Potential_ev	-5.7745
PM7_Electronigativity_ev	5.7745
PM7_Back_Donation_Energy_ev	-1.010625
PM7_Electrophilicity_ev	4.124285745207174
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{S},6~{R})-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-(4-methylbenzoyl)oxy-tetrahydropyran-3-yl] 2-nitro-4-(trifluoromethyl)benzoate
SMILES	c1cc(ccc1C(=O)OC2C(C(OC(C2OC(=O)c3ccc(cc3[N+](=O)[O-])C(F)(F)F)OC)CO)O)C
Canonical_SMILES	CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)c1ccc(cc1[N](=O)O)C(F)(F)F)OC(=O)c1ccc(cc1)C)O
InChI	1/C23H22F3NO10/c1-11-3-5-12(6-4-11)20(30)36-18-17(29)16(10-28)35-22(34-2)19(18)37-21(31)14-8-7-13(23(24,25)26)9-15(14)27(32)33/h3-9,16-19,22,28-29H,10H2,1-2H3
InChI_3D	1S/C23H23F3NO10/c1-11-3-5-12(6-4-11)20(30)36-18-17(29)16(10-28)35-22(34-2)19(18)37-21(31)14-8-7-13(23(24,25)26)9-15(14)27(32)33/h3-9,16-19,22,28-29H,10H2,1-2H3,(H,32,33)/t16-,17+,18+,19+,22-/m1/s1
AuxInfo	1/0/N:20,21,4,5,1,2,6,3,7,22,10,8,11,9,12,18,16,15,17,13,14,19,23,35,36,37,24,31,30,26,27,25,28,34,29,32,33/E:(3,4)(5,6)(24,25,26)(32,33)/CRV:27.5/rA:59cCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s4d5;s6d7;s7d9;s8;s9;;s15;s15;s16;s17;s10;;s18;s11;s12;s24;d13;d14;d24;s18s19;s16;s22;s13s15;s14s17;s19s21;s23;s23;s23;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s30;s31;/rC:.5955,-3.4111,0;1.9257,-2.2971,0;4.8613,-.5668,0;1.2409,-4.1817,0;2.571,-3.0678,0;5.8464,-.3942,0;5.5517,1.3158,0;.9412,-2.4727,0;4.2182,.2057,0;2.2319,-4.014,0;6.1948,.5432,0;4.5601,1.151,0;.2991,-1.706,0;3.2333,.0331,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.874,-4.7807,0;1.5589,3.3794,0;-1.4725,3.1448,0;7.1805,.7116,0;3.9204,1.9195,0;2.9349,1.7497,0;-.6859,-1.8787,0;2.8903,-.9063,0;4.2661,2.8579,0;0,2.0104,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;.642,-.7667,0;2.5912,.7997,0;1.2132,2.441,0;7.0122,1.6973,0;7.3489,-.2742,0;8.1662,.8799,0;.1029,-3.4967,0;2.0964,-1.8272,0;4.6892,-1.0362,0;1.068,-4.6509,0;3.0633,-2.98,0;6.1662,-.7784,0;5.7259,1.7844,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.4906,-5.1017,0;3.2573,-4.4596,0;3.195,-5.164,0;1.0898,3.5522,0;2.0281,3.2065,0;1.7318,3.8486,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.9551,-1.2359,0;-2.311,4.168,0;
Duplicates	CHEMBL5193025_t0;CHEMBL5193025_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193025_t0.sdf