CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193294 (2535780)

Formula C₂₈H₃₁F₃N₂O₆S

MW 580.62

InChIKey OYRINBDRQOUWOD-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 40

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 15

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 3.53

logP 5.6372

PSA 135.55

MR 143.295

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.98351

PM7_Total_Energy_ev -7576.30705

PM7_Electronic_Energy_ev -71216.3187

PM7_Dipole_Debye 6.44038

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.419

PM7_LUMO_Energy_ev -1.405

PM7_COSMO_Area_square_ang 531.33

PM7_COSMO_Volue_cubic_ang 661.48

PM7_Electron_Affinity_ev 1.405

PM7_Ionization_Energy_ev 9.419

PM7_Energy_Gap_ev 8.014

PM7_Global_Hardness_ev 4.007

PM7_Global_Softness_ev 0.2495632642874969

PM7_Chemical_Potential_ev -5.412

PM7_Electronigativity_ev 5.412

PM7_Back_Donation_Energy_ev -1.00175

PM7_Electrophilicity_ev 3.654822061392563

OPENEYE_Name ~{N}-[(1~{S},2~{R})-1-benzyl-2-hydroxy-3-[isobutyl-[4-(trifluoromethyl)phenyl]sulfonyl-amino]propyl]-3,5-dihydroxy-benzamide

SMILES c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)C(F)(F)F)O)NC(=O)c3cc(cc(c3)O)O

Canonical_SMILES CC(CN(S(=O)(=O)c1ccc(cc1)C(F)(F)F)C[C@H]([C@@H](NC(=O)c1cc(O)cc(c1)O)Cc1ccccc1)O)C

InChI 1/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)24-10-8-21(9-11-24)28(29,30)31)17-26(36)25(12-19-6-4-3-5-7-19)32-27(37)20-13-22(34)15-23(35)14-20/h3-11,13-15,18,25-26,34-36H,12,16-17H2,1-2H3,(H,32,37)/f/h32H

InChI_3D 1S/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)24-10-8-21(9-11-24)28(29,30)31)17-26(36)25(12-19-6-4-3-5-7-19)32-27(37)20-13-22(34)15-23(35)14-20/h3-11,13-15,18,25-26,34-36H,12,16-17H2,1-2H3,(H,32,37)/t25-,26+/m0/s1

AuxInfo 1/1/N:20,21,1,2,3,4,5,6,7,8,9,22,10,11,12,23,24,25,14,13,15,16,17,18,26,27,19,28,37,38,39,29,30,34,35,36,31,32,33,40/E:(1,2)(4,5)(6,7)(8,9)(10,11)(13,14)(22,23)(29,30,31)(34,35)(38,39)/F:m/E:m/CRV:40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;;d10s11;d4s5;s6d7;s10d12;d11s12;s8d9;s13;;;s14;;;s20s21s23;s22;s24s26;s15;s19s26;s23s24;d19;;;s16;s17;s27;s28;s28;s28;s18s30d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s29;s34;s35;s36;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;1.738,9.7655,0;2.6055,8.263,0;3.0013,4.7597,0;3.0039,3.0246,0;4.5052,3.8943,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.0013,4.7641,0;4.009,3.0201,0;1.732,8.7604,0;1.5,3.8944,0;-1.2321,9.6264,0;-2.5981,9.2604,0;0,3.7604,0;-.866,8.2604,0;0,6.7604,0;-1.7321,8.7604,0;0,4.7604,0;0,5.7604,0;4.3391,10.2656,0;1,4.7604,0;0,7.7604,0;1,3.0283,0;.366,9.1264,0;1.366,7.3944,0;4.4988,5.6315,0;4.5103,2.1548,0;-1,5.7604,0;4.8391,9.3996,0;3.8391,11.1316,0;5.2052,10.7656,0;.866,8.2604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;1.3057,10.0168,0;2.607,7.763,0;2.7506,5.1924,0;2.7532,2.5919,0;5.0052,3.8965,0;-1.6651,9.8764,0;-.799,9.3764,0;-.9821,10.0594,0;-2.3481,9.6934,0;-2.8481,8.8274,0;-3.0311,9.5104,0;.5,3.7604,0;-.5,3.7604,0;-1.116,7.8274,0;-.616,8.6934,0;.5,6.7604,0;-.5,6.7604,0;-1.9821,8.3274,0;-.5,4.7604,0;.5,5.7604,0;1.25,5.1934,0;4.9988,5.633,0;4.2609,1.7214,0;-1.25,6.1934,0;

Duplicates CHEMBL5193294

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.sdf

Formula	C₂₈H₃₁F₃N₂O₆S
MW	580.62
InChIKey	OYRINBDRQOUWOD-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	40
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	15
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	3.53
logP	5.6372
PSA	135.55
MR	143.295
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.98351
PM7_Total_Energy_ev	-7576.30705
PM7_Electronic_Energy_ev	-71216.3187
PM7_Dipole_Debye	6.44038
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.419
PM7_LUMO_Energy_ev	-1.405
PM7_COSMO_Area_square_ang	531.33
PM7_COSMO_Volue_cubic_ang	661.48
PM7_Electron_Affinity_ev	1.405
PM7_Ionization_Energy_ev	9.419
PM7_Energy_Gap_ev	8.014
PM7_Global_Hardness_ev	4.007
PM7_Global_Softness_ev	0.2495632642874969
PM7_Chemical_Potential_ev	-5.412
PM7_Electronigativity_ev	5.412
PM7_Back_Donation_Energy_ev	-1.00175
PM7_Electrophilicity_ev	3.654822061392563
OPENEYE_Name	~{N}-[(1~{S},2~{R})-1-benzyl-2-hydroxy-3-[isobutyl-[4-(trifluoromethyl)phenyl]sulfonyl-amino]propyl]-3,5-dihydroxy-benzamide
SMILES	c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)C(F)(F)F)O)NC(=O)c3cc(cc(c3)O)O
Canonical_SMILES	CC(CN(S(=O)(=O)c1ccc(cc1)C(F)(F)F)C[C@H]([C@@H](NC(=O)c1cc(O)cc(c1)O)Cc1ccccc1)O)C
InChI	1/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)24-10-8-21(9-11-24)28(29,30)31)17-26(36)25(12-19-6-4-3-5-7-19)32-27(37)20-13-22(34)15-23(35)14-20/h3-11,13-15,18,25-26,34-36H,12,16-17H2,1-2H3,(H,32,37)/f/h32H
InChI_3D	1S/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)24-10-8-21(9-11-24)28(29,30)31)17-26(36)25(12-19-6-4-3-5-7-19)32-27(37)20-13-22(34)15-23(35)14-20/h3-11,13-15,18,25-26,34-36H,12,16-17H2,1-2H3,(H,32,37)/t25-,26+/m0/s1
AuxInfo	1/1/N:20,21,1,2,3,4,5,6,7,8,9,22,10,11,12,23,24,25,14,13,15,16,17,18,26,27,19,28,37,38,39,29,30,34,35,36,31,32,33,40/E:(1,2)(4,5)(6,7)(8,9)(10,11)(13,14)(22,23)(29,30,31)(34,35)(38,39)/F:m/E:m/CRV:40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;;d10s11;d4s5;s6d7;s10d12;d11s12;s8d9;s13;;;s14;;;s20s21s23;s22;s24s26;s15;s19s26;s23s24;d19;;;s16;s17;s27;s28;s28;s28;s18s30d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s29;s34;s35;s36;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;1.738,9.7655,0;2.6055,8.263,0;3.0013,4.7597,0;3.0039,3.0246,0;4.5052,3.8943,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.0013,4.7641,0;4.009,3.0201,0;1.732,8.7604,0;1.5,3.8944,0;-1.2321,9.6264,0;-2.5981,9.2604,0;0,3.7604,0;-.866,8.2604,0;0,6.7604,0;-1.7321,8.7604,0;0,4.7604,0;0,5.7604,0;4.3391,10.2656,0;1,4.7604,0;0,7.7604,0;1,3.0283,0;.366,9.1264,0;1.366,7.3944,0;4.4988,5.6315,0;4.5103,2.1548,0;-1,5.7604,0;4.8391,9.3996,0;3.8391,11.1316,0;5.2052,10.7656,0;.866,8.2604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;1.3057,10.0168,0;2.607,7.763,0;2.7506,5.1924,0;2.7532,2.5919,0;5.0052,3.8965,0;-1.6651,9.8764,0;-.799,9.3764,0;-.9821,10.0594,0;-2.3481,9.6934,0;-2.8481,8.8274,0;-3.0311,9.5104,0;.5,3.7604,0;-.5,3.7604,0;-1.116,7.8274,0;-.616,8.6934,0;.5,6.7604,0;-.5,6.7604,0;-1.9821,8.3274,0;-.5,4.7604,0;.5,5.7604,0;1.25,5.1934,0;4.9988,5.633,0;4.2609,1.7214,0;-1.25,6.1934,0;
Duplicates	CHEMBL5193294
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193294.sdf