CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08143_p7 (7708)

Formula C₂₂H₂₀ClF₂N₄O₃S

MW 493.94

InChIKey SXIYSYYSKHUTQQ-TYGHSJNINA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.6

logP 3.6983

PSA 112.88

MR 126.653

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 33.13916

PM7_Total_Energy_ev -5970.25683

PM7_Electronic_Energy_ev -46862.68601

PM7_Dipole_Debye 11.42441

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.831

PM7_LUMO_Energy_ev -4

PM7_COSMO_Area_square_ang 462.77

PM7_COSMO_Volue_cubic_ang 523.94

PM7_Electron_Affinity_ev 4

PM7_Ionization_Energy_ev 10.831

PM7_Energy_Gap_ev 6.831

PM7_Global_Hardness_ev 3.4155

PM7_Global_Softness_ev 0.2927829014785536

PM7_Chemical_Potential_ev -7.4155

PM7_Electronigativity_ev 7.4155

PM7_Back_Donation_Energy_ev -0.853875

PM7_Electrophilicity_ev 8.050013211828428

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-1-ium-3-yl]thiophene-2-carboxamide

SMILES c1cc(c(cc1n2ccccc2=O)F)NC(=O)C[NH+]3CC(C(C3)F)NC(=O)c4ccc(s4)Cl

Canonical_SMILES Clc1ccc(s1)C(=O)N[C@H]1C[N@H+](C[C@@H]1F)CC(=O)Nc1ccc(cc1F)n1ccccc1=O

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)/p+1/fC22H20ClF2N4O3S/h26-28H/q+1

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)/p+1/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:53cCCCCCCCCCCCCCCCCCCCCCCNN+NNOOOFFSClHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:-.8653,3.5117,0;-.8697,4.5117,0;2.8128,13.1496,0;3.622,13.7397,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;3.126,12.1999,0;4.4348,13.1543,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;2.5393,11.3901,0;-.8725,6.5117,0;.1109,9.1628,0;-1.0953,10.244,0;.518,10.0761,0;-.2278,10.7446,0;-.8769,7.5117,0;0,2.0104,0;-.8846,9.2617,0;-.0043,6.0155,0;1.5447,11.4933,0;-1.735,2.0001,0;2.9473,10.4771,0;-1.7363,6.0079,0;1.7396,5.0207,0;-.8161,11.5532,0;4.1264,12.1982,0;5.3848,13.4664,0;-1.298,3.261,0;-1.3034,4.7604,0;2.3368,13.3026,0;3.6205,14.2397,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;.5867,9.0091,0;.0087,8.6733,0;-1.5706,10.0889,0;-1.2989,10.7006,0;.9511,9.8263,0;.1433,11.0797,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;1.3407,11.9498,0;-1.3817,9.2079,0;

Duplicates DB08143_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.sdf

Formula	C₂₂H₂₀ClF₂N₄O₃S
MW	493.94
InChIKey	SXIYSYYSKHUTQQ-TYGHSJNINA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.6
logP	3.6983
PSA	112.88
MR	126.653
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	33.13916
PM7_Total_Energy_ev	-5970.25683
PM7_Electronic_Energy_ev	-46862.68601
PM7_Dipole_Debye	11.42441
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.831
PM7_LUMO_Energy_ev	-4
PM7_COSMO_Area_square_ang	462.77
PM7_COSMO_Volue_cubic_ang	523.94
PM7_Electron_Affinity_ev	4
PM7_Ionization_Energy_ev	10.831
PM7_Energy_Gap_ev	6.831
PM7_Global_Hardness_ev	3.4155
PM7_Global_Softness_ev	0.2927829014785536
PM7_Chemical_Potential_ev	-7.4155
PM7_Electronigativity_ev	7.4155
PM7_Back_Donation_Energy_ev	-0.853875
PM7_Electrophilicity_ev	8.050013211828428
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-1-ium-3-yl]thiophene-2-carboxamide
SMILES	c1cc(c(cc1n2ccccc2=O)F)NC(=O)C[NH+]3CC(C(C3)F)NC(=O)c4ccc(s4)Cl
Canonical_SMILES	Clc1ccc(s1)C(=O)N[C@H]1C[N@H+](C[C@@H]1F)CC(=O)Nc1ccc(cc1F)n1ccccc1=O
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)/p+1/fC22H20ClF2N4O3S/h26-28H/q+1
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)/p+1/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:53cCCCCCCCCCCCCCCCCCCCCCCNN+NNOOOFFSClHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:-.8653,3.5117,0;-.8697,4.5117,0;2.8128,13.1496,0;3.622,13.7397,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;3.126,12.1999,0;4.4348,13.1543,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;2.5393,11.3901,0;-.8725,6.5117,0;.1109,9.1628,0;-1.0953,10.244,0;.518,10.0761,0;-.2278,10.7446,0;-.8769,7.5117,0;0,2.0104,0;-.8846,9.2617,0;-.0043,6.0155,0;1.5447,11.4933,0;-1.735,2.0001,0;2.9473,10.4771,0;-1.7363,6.0079,0;1.7396,5.0207,0;-.8161,11.5532,0;4.1264,12.1982,0;5.3848,13.4664,0;-1.298,3.261,0;-1.3034,4.7604,0;2.3368,13.3026,0;3.6205,14.2397,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;.5867,9.0091,0;.0087,8.6733,0;-1.5706,10.0889,0;-1.2989,10.7006,0;.9511,9.8263,0;.1433,11.0797,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;1.3407,11.9498,0;-1.3817,9.2079,0;
Duplicates	DB08143_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08143_p7.sdf