CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08143_p0 (7707)

Formula C₂₂H₁₉ClF₂N₄O₃S

MW 492.93

InChIKey SXIYSYYSKHUTQQ-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.6

logP 3.4841

PSA 111.68

MR 125.69

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -105.09814

PM7_Total_Energy_ev -5962.92945

PM7_Electronic_Energy_ev -46888.70479

PM7_Dipole_Debye 2.64979

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.794

PM7_LUMO_Energy_ev -1.482

PM7_COSMO_Area_square_ang 463.68

PM7_COSMO_Volue_cubic_ang 528.42

PM7_Electron_Affinity_ev 1.482

PM7_Ionization_Energy_ev 8.794

PM7_Energy_Gap_ev 7.312

PM7_Global_Hardness_ev 3.656

PM7_Global_Softness_ev 0.2735229759299781

PM7_Chemical_Potential_ev -5.138

PM7_Electronigativity_ev 5.138

PM7_Back_Donation_Energy_ev -0.914

PM7_Electrophilicity_ev 3.6103725382932166

OPENEYE_Name 5-chloro-~{N}-[(1~{S},3~{S},4~{S})-4-fluoro-1-[2-[2-fluoro-4-(2-oxo-1-pyridyl)anilino]-2-oxo-ethyl]pyrrolidin-3-yl]thiophene-2-carboxamide

SMILES c1cc(c(cc1n2ccccc2=O)F)NC(=O)CN3CC(C(C3)F)NC(=O)c4ccc(s4)Cl

Canonical_SMILES O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1C[C@@H]([C@H](C1)F)NC(=O)c1ccc(s1)Cl

InChI 1/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/f/h26-27H

InChI_3D 1S/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/t15-,17-/m0/s1

AuxInfo 1/1/N:11,13,12,1,2,3,4,14,5,19,18,22,6,8,21,7,20,9,10,17,15,16,33,30,31,25,26,24,23,29,27,28,32/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFSClHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;;s18;s19s20;s17;s6s14s15;s18s19s22;s7s17;s16s20;d15;d16;d17;s8;s21;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s21;s22;s22;s25;s26;/rC:-.8653,3.5117,0;-.8697,4.5117,0;-.7385,13.8751,0;-.5326,14.8552,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;.13,13.3795,0;.4629,14.9647,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;.2365,12.3852,0;-.8725,6.5117,0;-.0757,9.1048,0;-1.6955,9.1002,0;-.3849,10.0557,0;-1.3864,10.0529,0;-.8769,7.5117,0;0,2.0104,0;-.8813,8.5117,0;-.0043,6.0155,0;-.5713,11.7958,0;-1.735,2.0001,0;1.1509,11.9803,0;-1.7363,6.0079,0;1.7396,5.0207,0;-2.3648,10.2595,0;.8741,14.0481,0;.9596,15.8326,0;-1.298,3.261,0;-1.3034,4.7604,0;-1.1945,13.67,0;-.8685,15.2256,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;.3806,9.3092,0;.1762,8.6729,0;-1.9447,8.6667,0;-2.1525,9.303,0;.104,10.1602,0;-1.3352,10.5502,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;-1.0285,11.9982,0;

Duplicates DB08143_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.sdf

Formula	C₂₂H₁₉ClF₂N₄O₃S
MW	492.93
InChIKey	SXIYSYYSKHUTQQ-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.6
logP	3.4841
PSA	111.68
MR	125.69
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-105.09814
PM7_Total_Energy_ev	-5962.92945
PM7_Electronic_Energy_ev	-46888.70479
PM7_Dipole_Debye	2.64979
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.794
PM7_LUMO_Energy_ev	-1.482
PM7_COSMO_Area_square_ang	463.68
PM7_COSMO_Volue_cubic_ang	528.42
PM7_Electron_Affinity_ev	1.482
PM7_Ionization_Energy_ev	8.794
PM7_Energy_Gap_ev	7.312
PM7_Global_Hardness_ev	3.656
PM7_Global_Softness_ev	0.2735229759299781
PM7_Chemical_Potential_ev	-5.138
PM7_Electronigativity_ev	5.138
PM7_Back_Donation_Energy_ev	-0.914
PM7_Electrophilicity_ev	3.6103725382932166
OPENEYE_Name	5-chloro-~{N}-[(1~{S},3~{S},4~{S})-4-fluoro-1-[2-[2-fluoro-4-(2-oxo-1-pyridyl)anilino]-2-oxo-ethyl]pyrrolidin-3-yl]thiophene-2-carboxamide
SMILES	c1cc(c(cc1n2ccccc2=O)F)NC(=O)CN3CC(C(C3)F)NC(=O)c4ccc(s4)Cl
Canonical_SMILES	O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1C[C@@H]([C@H](C1)F)NC(=O)c1ccc(s1)Cl
InChI	1/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/f/h26-27H
InChI_3D	1S/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/t15-,17-/m0/s1
AuxInfo	1/1/N:11,13,12,1,2,3,4,14,5,19,18,22,6,8,21,7,20,9,10,17,15,16,33,30,31,25,26,24,23,29,27,28,32/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFSClHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;;s18;s19s20;s17;s6s14s15;s18s19s22;s7s17;s16s20;d15;d16;d17;s8;s21;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s21;s22;s22;s25;s26;/rC:-.8653,3.5117,0;-.8697,4.5117,0;-.7385,13.8751,0;-.5326,14.8552,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;.13,13.3795,0;.4629,14.9647,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;.2365,12.3852,0;-.8725,6.5117,0;-.0757,9.1048,0;-1.6955,9.1002,0;-.3849,10.0557,0;-1.3864,10.0529,0;-.8769,7.5117,0;0,2.0104,0;-.8813,8.5117,0;-.0043,6.0155,0;-.5713,11.7958,0;-1.735,2.0001,0;1.1509,11.9803,0;-1.7363,6.0079,0;1.7396,5.0207,0;-2.3648,10.2595,0;.8741,14.0481,0;.9596,15.8326,0;-1.298,3.261,0;-1.3034,4.7604,0;-1.1945,13.67,0;-.8685,15.2256,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;.3806,9.3092,0;.1762,8.6729,0;-1.9447,8.6667,0;-2.1525,9.303,0;.104,10.1602,0;-1.3352,10.5502,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;-1.0285,11.9982,0;
Duplicates	DB08143_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p0.sdf