CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186107 (2527937)

Formula C₂₈H₃₁F₃N₂O₆S

MW 580.62

InChIKey ZSEYYBFEOWLEHH-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 4.21

logP 5.6372

PSA 135.55

MR 143.295

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -367.2644

PM7_Total_Energy_ev -7576.54475

PM7_Electronic_Energy_ev -71368.70587

PM7_Dipole_Debye 5.31911

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.44

PM7_LUMO_Energy_ev -1.42

PM7_COSMO_Area_square_ang 529.2

PM7_COSMO_Volue_cubic_ang 660.31

PM7_Electron_Affinity_ev 1.42

PM7_Ionization_Energy_ev 9.44

PM7_Energy_Gap_ev 8.02

PM7_Global_Hardness_ev 4.01

PM7_Global_Softness_ev 0.24937655860349128

PM7_Chemical_Potential_ev -5.43

PM7_Electronigativity_ev 5.43

PM7_Back_Donation_Energy_ev -1.0025

PM7_Electrophilicity_ev 3.67642144638404

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

SMILES c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)C(F)(F)F)O)NC(=O)c3ccc(cc3O)O

Canonical_SMILES CC(CN(S(=O)(=O)c1ccc(cc1)C(F)(F)F)C[C@H]([C@@H](NC(=O)c1ccc(cc1O)O)Cc1ccccc1)O)C

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

InChI_3D 1S/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)22-11-8-20(9-12-22)28(29,30)31)17-26(36)24(14-19-6-4-3-5-7-19)32-27(37)23-13-10-21(34)15-25(23)35/h3-13,15,18,24,26,34-36H,14,16-17H2,1-2H3,(H,32,37)/t24-,26+/m0/s1

AuxInfo 1/1/N:20,21,1,2,3,5,6,7,8,9,10,11,4,22,12,23,24,25,14,15,16,18,13,26,17,27,19,28,37,38,39,29,30,34,35,36,31,32,33,40/E:(1,2)(4,5)(6,7)(8,9)(11,12)(29,30,31)(38,39)/F:m/E:m/CRV:40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d4;d7;s8;;s4;d5s6;s7d8;s9d12;s12d13;s10d11;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;3,3.0224,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;4.0001,3.0223,0;1.738,9.7655,0;2.6055,8.263,0;4.0051,4.7574,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.5051,3.8854,0;3,4.7663,0;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;5.5051,3.881,0;2.5026,5.6338,0;-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;2.7494,2.5897,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;4.2488,2.5886,0;1.3057,10.0168,0;2.607,7.763,0;4.2577,5.189,0;-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;5.757,4.3129,0;2.7538,6.0661,0;-1.25,6.1934,0;

Duplicates CHEMBL5186107

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.sdf

Formula	C₂₈H₃₁F₃N₂O₆S
MW	580.62
InChIKey	ZSEYYBFEOWLEHH-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	4.21
logP	5.6372
PSA	135.55
MR	143.295
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-367.2644
PM7_Total_Energy_ev	-7576.54475
PM7_Electronic_Energy_ev	-71368.70587
PM7_Dipole_Debye	5.31911
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.44
PM7_LUMO_Energy_ev	-1.42
PM7_COSMO_Area_square_ang	529.2
PM7_COSMO_Volue_cubic_ang	660.31
PM7_Electron_Affinity_ev	1.42
PM7_Ionization_Energy_ev	9.44
PM7_Energy_Gap_ev	8.02
PM7_Global_Hardness_ev	4.01
PM7_Global_Softness_ev	0.24937655860349128
PM7_Chemical_Potential_ev	-5.43
PM7_Electronigativity_ev	5.43
PM7_Back_Donation_Energy_ev	-1.0025
PM7_Electrophilicity_ev	3.67642144638404
OPENEYE_Name	~{N}-[(1~{S},2~{R})-1-benzyl-2-hydroxy-3-[isobutyl-[4-(trifluoromethyl)phenyl]sulfonyl-amino]propyl]-2,4-dihydroxy-benzamide
SMILES	c1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)C(F)(F)F)O)NC(=O)c3ccc(cc3O)O
Canonical_SMILES	CC(CN(S(=O)(=O)c1ccc(cc1)C(F)(F)F)C[C@H]([C@@H](NC(=O)c1ccc(cc1O)O)Cc1ccccc1)O)C
InChI	1/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)22-11-8-20(9-12-22)28(29,30)31)17-26(36)24(14-19-6-4-3-5-7-19)32-27(37)23-13-10-21(34)15-25(23)35/h3-13,15,18,24,26,34-36H,14,16-17H2,1-2H3,(H,32,37)/f/h32H
InChI_3D	1S/C28H31F3N2O6S/c1-18(2)16-33(40(38,39)22-11-8-20(9-12-22)28(29,30)31)17-26(36)24(14-19-6-4-3-5-7-19)32-27(37)23-13-10-21(34)15-25(23)35/h3-13,15,18,24,26,34-36H,14,16-17H2,1-2H3,(H,32,37)/t24-,26+/m0/s1
AuxInfo	1/1/N:20,21,1,2,3,5,6,7,8,9,10,11,4,22,12,23,24,25,14,15,16,18,13,26,17,27,19,28,37,38,39,29,30,34,35,36,31,32,33,40/E:(1,2)(4,5)(6,7)(8,9)(11,12)(29,30,31)(38,39)/F:m/E:m/CRV:40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d4;d7;s8;;s4;d5s6;s7d8;s9d12;s12d13;s10d11;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;3,3.0224,0;-.8675,1.5027,0;.8675,1.5027,0;2.6085,10.2681,0;3.476,8.7656,0;4.0001,3.0223,0;1.738,9.7655,0;2.6055,8.263,0;4.0051,4.7574,0;2.5,3.8944,0;0,2.0104,0;3.4731,9.7656,0;4.5051,3.8854,0;3,4.7663,0;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;5.5051,3.881,0;2.5026,5.6338,0;-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;2.7494,2.5897,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6092,10.7681,0;3.9094,8.5162,0;4.2488,2.5886,0;1.3057,10.0168,0;2.607,7.763,0;4.2577,5.189,0;-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;5.757,4.3129,0;2.7538,6.0661,0;-1.25,6.1934,0;
Duplicates	CHEMBL5186107
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186107.sdf