CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192346 (2534719)

Formula C₂₂H₂₃ClN₂O₉S

MW 526.94

InChIKey XZGDZGUCZYJOJB-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 1

HB_Acceptor 6

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.4

logP 2.7192

PSA 159.21

MR 125.05

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -344.93273

PM7_Total_Energy_ev -6487.28715

PM7_Electronic_Energy_ev -58461.07663

PM7_Dipole_Debye 3.62066

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.888

PM7_LUMO_Energy_ev -0.749

PM7_COSMO_Area_square_ang 460.28

PM7_COSMO_Volue_cubic_ang 570.03

PM7_Electron_Affinity_ev 0.749

PM7_Ionization_Energy_ev 9.888

PM7_Energy_Gap_ev 9.139

PM7_Global_Hardness_ev 4.5695

PM7_Global_Softness_ev 0.218842324105482

PM7_Chemical_Potential_ev -5.3185

PM7_Electronigativity_ev 5.3185

PM7_Back_Donation_Energy_ev -1.142375

PM7_Electrophilicity_ev 3.09513538133275

OPENEYE_Name [(2~{R},3~{S},5~{R})-3-acetoxy-5-[5-[(~{E})-1-chloro-2-(p-tolylsulfonyl)vinyl]-2,4-dioxo-pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate

SMILES c1cc(ccc1C)S(=O)(=O)C=C(c2cn(c(=O)[nH]c2=O)C3CC(C(O3)COC(=O)C)OC(=O)C)Cl

Canonical_SMILES CC(=O)O[C@H]1C[C@@H](O[C@@H]1COC(=O)C)n1cc(c(=O)[nH]c1=O)/C(=C/S(=O)(=O)c1ccc(cc1)C)/Cl

InChI 1/C22H23ClN2O9S/c1-12-4-6-15(7-5-12)35(30,31)11-17(23)16-9-25(22(29)24-21(16)28)20-8-18(33-14(3)27)19(34-20)10-32-13(2)26/h4-7,9,11,18-20H,8,10H2,1-3H3,(H,24,28,29)/f/h24H

InChI_3D 1S/C22H23ClN2O9S/c1-12-4-6-15(7-5-12)35(30,31)11-17(23)16-9-25(22(29)24-21(16)28)20-8-18(33-14(3)27)19(34-20)10-32-13(2)26/h4-7,9,11,18-20H,8,10H2,1-3H3,(H,24,28,29)/b17-11+/t18-,19+,20+/m0/s1

AuxInfo 1/1/N:19,21,20,1,2,3,4,15,7,22,11,5,14,13,6,8,12,16,17,18,9,10,35,23,24,28,27,25,26,29,30,33,32,31,34/E:(4,5)(6,7)(30,31)/F:m/E:m/CRV:35.6/rA:58cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s8;;;s8w11;;;;s15;s16;s15;s5;s13;s14;s17;s9s10;s7s10s18;d9;d10;d13;d14;;;s17s18;s13s16;s14s22;s6s11d29d30;s12;s1;s2;s3;s4;s7;s11;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;/rC:-5.2067,-1.0124,0;-4.3371,-2.5137,0;-4.3368,-.5086,0;-3.4673,-2.0099,0;-5.2024,-2.0124,0;-3.4627,-1.0048,0;0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.732,-.0024,0;-.8653,-.5012,0;4.2929,5.3804,0;-1.0846,6.8642,0;1.8616,3.1561,0;2.2684,4.0712,0;1.5253,4.7428,0;.8674,3.2626,0;-6.0677,-2.5136,0;4.8815,6.1889,0;-1.672,7.6735,0;.4974,6.159,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;4.6987,4.4665,0;-1.4918,5.9509,0;-3.0986,.3617,0;-2.0962,-1.3689,0;.6554,4.2403,0;3.2985,5.486,0;-.09,6.9683,0;-2.5974,-.5036,0;-.864,-1.5012,0;-5.6404,-.7636,0;-4.3371,-3.0137,0;-4.339,-.0086,0;-3.0346,-2.2606,0;-.4337,1.2538,0;-1.7327,.4976,0;2.3371,3.0014,0;1.7571,2.6671,0;2.7014,3.8211,0;1.8973,5.0769,0;.3702,3.2093,0;-6.3183,-2.0809,0;-5.8171,-2.9463,0;-6.5004,-2.7642,0;5.2857,5.8946,0;4.4773,6.4832,0;5.1758,6.5931,0;-2.0767,7.3798,0;-1.2674,7.9672,0;-1.9657,8.0782,0;.0927,5.8653,0;.902,6.4527,0;2.1675,-.2506,0;

Duplicates CHEMBL5192346

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.sdf

Formula	C₂₂H₂₃ClN₂O₉S
MW	526.94
InChIKey	XZGDZGUCZYJOJB-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	1
HB_Acceptor	6
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.4
logP	2.7192
PSA	159.21
MR	125.05
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-344.93273
PM7_Total_Energy_ev	-6487.28715
PM7_Electronic_Energy_ev	-58461.07663
PM7_Dipole_Debye	3.62066
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.888
PM7_LUMO_Energy_ev	-0.749
PM7_COSMO_Area_square_ang	460.28
PM7_COSMO_Volue_cubic_ang	570.03
PM7_Electron_Affinity_ev	0.749
PM7_Ionization_Energy_ev	9.888
PM7_Energy_Gap_ev	9.139
PM7_Global_Hardness_ev	4.5695
PM7_Global_Softness_ev	0.218842324105482
PM7_Chemical_Potential_ev	-5.3185
PM7_Electronigativity_ev	5.3185
PM7_Back_Donation_Energy_ev	-1.142375
PM7_Electrophilicity_ev	3.09513538133275
OPENEYE_Name	[(2~{R},3~{S},5~{R})-3-acetoxy-5-[5-[(~{E})-1-chloro-2-(p-tolylsulfonyl)vinyl]-2,4-dioxo-pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate
SMILES	c1cc(ccc1C)S(=O)(=O)C=C(c2cn(c(=O)[nH]c2=O)C3CC(C(O3)COC(=O)C)OC(=O)C)Cl
Canonical_SMILES	CC(=O)O[C@H]1C[C@@H](O[C@@H]1COC(=O)C)n1cc(c(=O)[nH]c1=O)/C(=C/S(=O)(=O)c1ccc(cc1)C)/Cl
InChI	1/C22H23ClN2O9S/c1-12-4-6-15(7-5-12)35(30,31)11-17(23)16-9-25(22(29)24-21(16)28)20-8-18(33-14(3)27)19(34-20)10-32-13(2)26/h4-7,9,11,18-20H,8,10H2,1-3H3,(H,24,28,29)/f/h24H
InChI_3D	1S/C22H23ClN2O9S/c1-12-4-6-15(7-5-12)35(30,31)11-17(23)16-9-25(22(29)24-21(16)28)20-8-18(33-14(3)27)19(34-20)10-32-13(2)26/h4-7,9,11,18-20H,8,10H2,1-3H3,(H,24,28,29)/b17-11+/t18-,19+,20+/m0/s1
AuxInfo	1/1/N:19,21,20,1,2,3,4,15,7,22,11,5,14,13,6,8,12,16,17,18,9,10,35,23,24,28,27,25,26,29,30,33,32,31,34/E:(4,5)(6,7)(30,31)/F:m/E:m/CRV:35.6/rA:58cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s8;;;s8w11;;;;s15;s16;s15;s5;s13;s14;s17;s9s10;s7s10s18;d9;d10;d13;d14;;;s17s18;s13s16;s14s22;s6s11d29d30;s12;s1;s2;s3;s4;s7;s11;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;/rC:-5.2067,-1.0124,0;-4.3371,-2.5137,0;-4.3368,-.5086,0;-3.4673,-2.0099,0;-5.2024,-2.0124,0;-3.4627,-1.0048,0;0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.732,-.0024,0;-.8653,-.5012,0;4.2929,5.3804,0;-1.0846,6.8642,0;1.8616,3.1561,0;2.2684,4.0712,0;1.5253,4.7428,0;.8674,3.2626,0;-6.0677,-2.5136,0;4.8815,6.1889,0;-1.672,7.6735,0;.4974,6.159,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;4.6987,4.4665,0;-1.4918,5.9509,0;-3.0986,.3617,0;-2.0962,-1.3689,0;.6554,4.2403,0;3.2985,5.486,0;-.09,6.9683,0;-2.5974,-.5036,0;-.864,-1.5012,0;-5.6404,-.7636,0;-4.3371,-3.0137,0;-4.339,-.0086,0;-3.0346,-2.2606,0;-.4337,1.2538,0;-1.7327,.4976,0;2.3371,3.0014,0;1.7571,2.6671,0;2.7014,3.8211,0;1.8973,5.0769,0;.3702,3.2093,0;-6.3183,-2.0809,0;-5.8171,-2.9463,0;-6.5004,-2.7642,0;5.2857,5.8946,0;4.4773,6.4832,0;5.1758,6.5931,0;-2.0767,7.3798,0;-1.2674,7.9672,0;-1.9657,8.0782,0;.0927,5.8653,0;.902,6.4527,0;2.1675,-.2506,0;
Duplicates	CHEMBL5192346
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192346.sdf