CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100591_s0 (615)

Formula C₂₂H₂₄F₃N₃O₈S

MW 547.51

InChIKey DSVOWLRMMWVDKT-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.57

logP 3.3066

PSA 168.51

MR 123.307

ABS 0.17

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -423.4552

PM7_Total_Energy_ev -7521.16719

PM7_Electronic_Energy_ev -63603.7205

PM7_Dipole_Debye 4.02823

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.081

PM7_LUMO_Energy_ev -1.307

PM7_COSMO_Area_square_ang 481.55

PM7_COSMO_Volue_cubic_ang 589.55

PM7_Electron_Affinity_ev 1.307

PM7_Ionization_Energy_ev 9.081

PM7_Energy_Gap_ev 7.774

PM7_Global_Hardness_ev 3.887

PM7_Global_Softness_ev 0.2572678157962439

PM7_Chemical_Potential_ev -5.194

PM7_Electronigativity_ev 5.194

PM7_Back_Donation_Energy_ev -0.97175

PM7_Electrophilicity_ev 3.470238744533059

OPENEYE_Name (2~{R})-~{N}-[(2~{R},3~{S})-2-hydroxy-5-oxo-tetrahydrofuran-3-yl]-3-methyl-2-[[2-[[3-(trifluoromethylsulfonylamino)-2-naphthyl]oxy]acetyl]amino]butanamide

SMILES c1ccc2cc(c(cc2c1)NS(=O)(=O)C(F)(F)F)OCC(=O)NC(C(=O)NC3CC(=O)OC3O)C(C)C

Canonical_SMILES O=C(N[C@@H](C(=O)N[C@H]1CC(=O)O[C@H]1O)C(C)C)COc1cc2ccccc2cc1NS(=O)(=O)C(F)(F)F

InChI 1/C22H24F3N3O8S/c1-11(2)19(20(31)26-15-9-18(30)36-21(15)32)27-17(29)10-35-16-8-13-6-4-3-5-12(13)7-14(16)28-37(33,34)22(23,24)25/h3-8,11,15,19,21,28,32H,9-10H2,1-2H3,(H,26,31)(H,27,29)/f/h26-27H

InChI_3D 1S/C22H24F3N3O8S/c1-11(2)19(20(31)26-15-9-18(30)36-21(15)32)27-17(29)10-35-16-8-13-6-4-3-5-12(13)7-14(16)28-37(33,34)22(23,24)25/h3-8,11,15,19,21,28,32H,9-10H2,1-2H3,(H,26,31)(H,27,29)/t15-,19+,21+/m0/s1

AuxInfo 1/1/N:17,18,1,2,3,4,5,6,14,19,21,7,8,9,15,10,12,11,20,13,16,22,34,35,36,24,25,23,27,26,28,32,29,30,33,31,37/E:(1,2)(23,24,25)(33,34)/F:m/E:m/CRV:37.6/rA:61cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3s5;d4s6s7;d5;d6s9;;;;s11;s14;s15;;;s12;s13;s17s18s20;;s9;s13s15;s12s20;d11;d12;d13;;;s11s16;s16;s10s19;s22;s22;s22;s22s23d29d30;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s24;s25;s32;/rC:7.6605,-2.6816,0;6.9141,-2.0077,0;7.4484,-3.6594,0;5.9555,-2.3116,0;6.286,-4.9486,0;4.7948,-3.5989,0;6.4965,-3.971,0;5.7509,-3.2961,0;5.3303,-5.2593,0;4.5847,-4.5844,0;-.3065,.9518,0;2.1491,-3.5512,0;2.2868,-1.161,0;;1.0015,0,0;1.3133,.9518,0;.2041,-1.9748,0;.2758,-3.3872,0;2.8911,-4.2216,0;1.6165,-1.9031,0;.9461,-2.6452,0;6.4491,-8.3107,0;4.9644,-6.9706,0;1.9793,-.2095,0;2.3585,-2.5734,0;-1.2577,1.2604,0;1.1975,-3.8587,0;3.2646,-1.3705,0;5.0367,-8.383,0;6.3768,-6.8983,0;.5008,1.5426,0;1.8142,1.8173,0;3.6332,-4.8919,0;7.1914,-8.9807,0;5.779,-9.053,0;7.1191,-7.5684,0;5.7067,-7.6407,0;8.1365,-2.5284,0;7.0201,-1.5191,0;7.8197,-3.9944,0;5.5844,-1.9765,0;6.6571,-5.2836,0;4.4246,-3.2628,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;1.7697,.7476,0;.5392,-1.6038,0;-.1311,-2.3459,0;-.167,-1.6397,0;-.0952,-3.0521,0;.6469,-3.7224,0;-.0593,-3.7583,0;2.556,-4.5926,0;3.2263,-3.8505,0;1.2454,-1.5679,0;1.3172,-2.9803,0;4.4887,-7.1246,0;2.3145,.1615,0;2.8343,-2.4197,0;1.5647,2.2506,0;

Duplicates CHEMBL100591_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.sdf

Formula	C₂₂H₂₄F₃N₃O₈S
MW	547.51
InChIKey	DSVOWLRMMWVDKT-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.57
logP	3.3066
PSA	168.51
MR	123.307
ABS	0.17
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-423.4552
PM7_Total_Energy_ev	-7521.16719
PM7_Electronic_Energy_ev	-63603.7205
PM7_Dipole_Debye	4.02823
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.081
PM7_LUMO_Energy_ev	-1.307
PM7_COSMO_Area_square_ang	481.55
PM7_COSMO_Volue_cubic_ang	589.55
PM7_Electron_Affinity_ev	1.307
PM7_Ionization_Energy_ev	9.081
PM7_Energy_Gap_ev	7.774
PM7_Global_Hardness_ev	3.887
PM7_Global_Softness_ev	0.2572678157962439
PM7_Chemical_Potential_ev	-5.194
PM7_Electronigativity_ev	5.194
PM7_Back_Donation_Energy_ev	-0.97175
PM7_Electrophilicity_ev	3.470238744533059
OPENEYE_Name	(2~{R})-~{N}-[(2~{R},3~{S})-2-hydroxy-5-oxo-tetrahydrofuran-3-yl]-3-methyl-2-[[2-[[3-(trifluoromethylsulfonylamino)-2-naphthyl]oxy]acetyl]amino]butanamide
SMILES	c1ccc2cc(c(cc2c1)NS(=O)(=O)C(F)(F)F)OCC(=O)NC(C(=O)NC3CC(=O)OC3O)C(C)C
Canonical_SMILES	O=C(N[C@@H](C(=O)N[C@H]1CC(=O)O[C@H]1O)C(C)C)COc1cc2ccccc2cc1NS(=O)(=O)C(F)(F)F
InChI	1/C22H24F3N3O8S/c1-11(2)19(20(31)26-15-9-18(30)36-21(15)32)27-17(29)10-35-16-8-13-6-4-3-5-12(13)7-14(16)28-37(33,34)22(23,24)25/h3-8,11,15,19,21,28,32H,9-10H2,1-2H3,(H,26,31)(H,27,29)/f/h26-27H
InChI_3D	1S/C22H24F3N3O8S/c1-11(2)19(20(31)26-15-9-18(30)36-21(15)32)27-17(29)10-35-16-8-13-6-4-3-5-12(13)7-14(16)28-37(33,34)22(23,24)25/h3-8,11,15,19,21,28,32H,9-10H2,1-2H3,(H,26,31)(H,27,29)/t15-,19+,21+/m0/s1
AuxInfo	1/1/N:17,18,1,2,3,4,5,6,14,19,21,7,8,9,15,10,12,11,20,13,16,22,34,35,36,24,25,23,27,26,28,32,29,30,33,31,37/E:(1,2)(23,24,25)(33,34)/F:m/E:m/CRV:37.6/rA:61cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3s5;d4s6s7;d5;d6s9;;;;s11;s14;s15;;;s12;s13;s17s18s20;;s9;s13s15;s12s20;d11;d12;d13;;;s11s16;s16;s10s19;s22;s22;s22;s22s23d29d30;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s23;s24;s25;s32;/rC:7.6605,-2.6816,0;6.9141,-2.0077,0;7.4484,-3.6594,0;5.9555,-2.3116,0;6.286,-4.9486,0;4.7948,-3.5989,0;6.4965,-3.971,0;5.7509,-3.2961,0;5.3303,-5.2593,0;4.5847,-4.5844,0;-.3065,.9518,0;2.1491,-3.5512,0;2.2868,-1.161,0;;1.0015,0,0;1.3133,.9518,0;.2041,-1.9748,0;.2758,-3.3872,0;2.8911,-4.2216,0;1.6165,-1.9031,0;.9461,-2.6452,0;6.4491,-8.3107,0;4.9644,-6.9706,0;1.9793,-.2095,0;2.3585,-2.5734,0;-1.2577,1.2604,0;1.1975,-3.8587,0;3.2646,-1.3705,0;5.0367,-8.383,0;6.3768,-6.8983,0;.5008,1.5426,0;1.8142,1.8173,0;3.6332,-4.8919,0;7.1914,-8.9807,0;5.779,-9.053,0;7.1191,-7.5684,0;5.7067,-7.6407,0;8.1365,-2.5284,0;7.0201,-1.5191,0;7.8197,-3.9944,0;5.5844,-1.9765,0;6.6571,-5.2836,0;4.4246,-3.2628,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;1.7697,.7476,0;.5392,-1.6038,0;-.1311,-2.3459,0;-.167,-1.6397,0;-.0952,-3.0521,0;.6469,-3.7224,0;-.0593,-3.7583,0;2.556,-4.5926,0;3.2263,-3.8505,0;1.2454,-1.5679,0;1.3172,-2.9803,0;4.4887,-7.1246,0;2.3145,.1615,0;2.8343,-2.4197,0;1.5647,2.2506,0;
Duplicates	CHEMBL100591_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100591_s0.sdf