CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07875_p0 (7377)

Formula C₂₂H₂₀ClFN₄O₄S

MW 490.94

InChIKey ARAVOODWJJJNBY-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.57

logP 2.5069

PSA 131.91

MR 126.801

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -101.44089

PM7_Total_Energy_ev -5806.08645

PM7_Electronic_Energy_ev -46707.05013

PM7_Dipole_Debye 3.5127

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.767

PM7_LUMO_Energy_ev -1.403

PM7_COSMO_Area_square_ang 465.84

PM7_COSMO_Volue_cubic_ang 531.82

PM7_Electron_Affinity_ev 1.403

PM7_Ionization_Energy_ev 8.767

PM7_Energy_Gap_ev 7.364

PM7_Global_Hardness_ev 3.682

PM7_Global_Softness_ev 0.27159152634437805

PM7_Chemical_Potential_ev -5.085

PM7_Electronigativity_ev 5.085

PM7_Back_Donation_Energy_ev -0.9205

PM7_Electrophilicity_ev 3.5113016023900054

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

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

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

InChI 1/C22H20ClFN4O4S/c23-19-7-6-18(33-19)22(32)26-16-10-27(11-17(16)29)12-20(30)25-15-5-4-13(9-14(15)24)28-8-2-1-3-21(28)31/h1-9,16-17,29H,10-12H2,(H,25,30)(H,26,32)/f/h25-26H

InChI_3D 1S/C22H20ClFN4O4S/c23-19-7-6-18(33-19)22(32)26-16-10-27(11-17(16)29)12-20(30)25-15-5-4-13(9-14(15)24)28-8-2-1-3-21(28)31/h1-9,16-17,29H,10-12H2,(H,25,30)(H,26,32)/t16-,17-/m0/s1

AuxInfo 1/1/N:11,13,12,1,2,3,4,14,5,18,19,22,6,8,7,20,21,9,10,17,15,16,33,31,25,26,24,23,30,29,27,28,32/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;;s18;s19s20;s17;s6s14s15;s18s19s22;s7s17;s16s20;d15;d16;d17;s21;s8;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s21;s22;s22;s25;s26;s30;/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;-3.0986,10.4145,0;1.7396,5.0207,0;.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;-3.2538,10.8899,0;

Duplicates DB07875_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.sdf

Formula	C₂₂H₂₀ClFN₄O₄S
MW	490.94
InChIKey	ARAVOODWJJJNBY-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.57
logP	2.5069
PSA	131.91
MR	126.801
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-101.44089
PM7_Total_Energy_ev	-5806.08645
PM7_Electronic_Energy_ev	-46707.05013
PM7_Dipole_Debye	3.5127
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.767
PM7_LUMO_Energy_ev	-1.403
PM7_COSMO_Area_square_ang	465.84
PM7_COSMO_Volue_cubic_ang	531.82
PM7_Electron_Affinity_ev	1.403
PM7_Ionization_Energy_ev	8.767
PM7_Energy_Gap_ev	7.364
PM7_Global_Hardness_ev	3.682
PM7_Global_Softness_ev	0.27159152634437805
PM7_Chemical_Potential_ev	-5.085
PM7_Electronigativity_ev	5.085
PM7_Back_Donation_Energy_ev	-0.9205
PM7_Electrophilicity_ev	3.5113016023900054
OPENEYE_Name	5-chloro-~{N}-[(1~{R},3~{S},4~{S})-1-[2-[2-fluoro-4-(2-oxo-1-pyridyl)anilino]-2-oxo-ethyl]-4-hydroxy-pyrrolidin-3-yl]thiophene-2-carboxamide
SMILES	c1cc(c(cc1n2ccccc2=O)F)NC(=O)CN3CC(C(C3)O)NC(=O)c4ccc(s4)Cl
Canonical_SMILES	O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1C[C@@H]([C@H](C1)O)NC(=O)c1ccc(s1)Cl
InChI	1/C22H20ClFN4O4S/c23-19-7-6-18(33-19)22(32)26-16-10-27(11-17(16)29)12-20(30)25-15-5-4-13(9-14(15)24)28-8-2-1-3-21(28)31/h1-9,16-17,29H,10-12H2,(H,25,30)(H,26,32)/f/h25-26H
InChI_3D	1S/C22H20ClFN4O4S/c23-19-7-6-18(33-19)22(32)26-16-10-27(11-17(16)29)12-20(30)25-15-5-4-13(9-14(15)24)28-8-2-1-3-21(28)31/h1-9,16-17,29H,10-12H2,(H,25,30)(H,26,32)/t16-,17-/m0/s1
AuxInfo	1/1/N:11,13,12,1,2,3,4,14,5,18,19,22,6,8,7,20,21,9,10,17,15,16,33,31,25,26,24,23,30,29,27,28,32/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;;s18;s19s20;s17;s6s14s15;s18s19s22;s7s17;s16s20;d15;d16;d17;s21;s8;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s21;s22;s22;s25;s26;s30;/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;-3.0986,10.4145,0;1.7396,5.0207,0;.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;-3.2538,10.8899,0;
Duplicates	DB07875_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07875_p0.sdf