CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07872_p0 (7373)

Formula C₂₂H₂₀ClFN₄O₃S

MW 474.94

InChIKey IYGIXVNAMZPBDK-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

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 2.93

logP 3.5361

PSA 111.68

MR 125.639

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -63.17443

PM7_Total_Energy_ev -5510.92363

PM7_Electronic_Energy_ev -43936.93985

PM7_Dipole_Debye 3.62894

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.753

PM7_LUMO_Energy_ev -1.438

PM7_COSMO_Area_square_ang 456.64

PM7_COSMO_Volue_cubic_ang 520.69

PM7_Electron_Affinity_ev 1.438

PM7_Ionization_Energy_ev 8.753

PM7_Energy_Gap_ev 7.315

PM7_Global_Hardness_ev 3.6575

PM7_Global_Softness_ev 0.2734107997265892

PM7_Chemical_Potential_ev -5.0955

PM7_Electronigativity_ev 5.0955

PM7_Back_Donation_Energy_ev -0.914375

PM7_Electrophilicity_ev 3.5494354408749147

OPENEYE_Name 5-chloro-~{N}-[(1~{S},3~{R})-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)CN3CCC(C3)NC(=O)c4ccc(s4)Cl

Canonical_SMILES O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1CC[C@H](C1)NC(=O)c1ccc(s1)Cl

InChI 1/C22H20ClFN4O3S/c23-19-7-6-18(32-19)22(31)25-14-8-10-27(12-14)13-20(29)26-17-5-4-15(11-16(17)24)28-9-2-1-3-21(28)30/h1-7,9,11,14H,8,10,12-13H2,(H,25,31)(H,26,29)/f/h25-26H

InChI_3D 1S/C22H20ClFN4O3S/c23-19-7-6-18(32-19)22(31)25-14-8-10-27(12-14)13-20(29)26-17-5-4-15(11-16(17)24)28-9-2-1-3-21(28)30/h1-7,9,11,14H,8,10,12-13H2,(H,25,31)(H,26,29)/t14-/m1/s1

AuxInfo 1/1/N:11,13,12,1,2,3,4,18,14,19,5,20,22,21,6,8,7,9,10,17,15,16,32,30,26,25,24,23,29,27,28,31/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;s18;;s18s20;s17;s6s14s15;s19s20s22;s7s17;s16s21;d15;d16;d17;s8;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s20;s21;s22;s22;s25;s26;/rC:-.8653,3.5117,0;-.8697,4.5117,0;-5.1275,10.8996,0;-5.9956,11.3989,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;-4.3873,11.5719,0;-5.7914,12.3794,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-3.4089,11.3652,0;-.8725,6.5117,0;-.3849,10.0557,0;-.0757,9.1048,0;-1.6955,9.1002,0;-1.3864,10.0529,0;-.8769,7.5117,0;0,2.0104,0;-.8813,8.5117,0;-.0043,6.0155,0;-3.0986,10.4145,0;-1.735,2.0001,0;-2.7407,12.1092,0;-1.7363,6.0079,0;1.7396,5.0207,0;-4.7925,12.4865,0;-6.4628,13.1205,0;-1.298,3.261,0;-1.3034,4.7604,0;-5.0737,10.4025,0;-6.4518,11.1942,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;-.4382,10.5529,0;.104,10.1602,0;.3806,9.3092,0;.1762,8.6729,0;-1.9447,8.6667,0;-2.1525,9.303,0;-1.3352,10.5502,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;-3.4327,10.0426,0;

Duplicates DB07872_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.sdf

Formula	C₂₂H₂₀ClFN₄O₃S
MW	474.94
InChIKey	IYGIXVNAMZPBDK-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
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	2.93
logP	3.5361
PSA	111.68
MR	125.639
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-63.17443
PM7_Total_Energy_ev	-5510.92363
PM7_Electronic_Energy_ev	-43936.93985
PM7_Dipole_Debye	3.62894
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.753
PM7_LUMO_Energy_ev	-1.438
PM7_COSMO_Area_square_ang	456.64
PM7_COSMO_Volue_cubic_ang	520.69
PM7_Electron_Affinity_ev	1.438
PM7_Ionization_Energy_ev	8.753
PM7_Energy_Gap_ev	7.315
PM7_Global_Hardness_ev	3.6575
PM7_Global_Softness_ev	0.2734107997265892
PM7_Chemical_Potential_ev	-5.0955
PM7_Electronigativity_ev	5.0955
PM7_Back_Donation_Energy_ev	-0.914375
PM7_Electrophilicity_ev	3.5494354408749147
OPENEYE_Name	5-chloro-~{N}-[(1~{S},3~{R})-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)CN3CCC(C3)NC(=O)c4ccc(s4)Cl
Canonical_SMILES	O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1CC[C@H](C1)NC(=O)c1ccc(s1)Cl
InChI	1/C22H20ClFN4O3S/c23-19-7-6-18(32-19)22(31)25-14-8-10-27(12-14)13-20(29)26-17-5-4-15(11-16(17)24)28-9-2-1-3-21(28)30/h1-7,9,11,14H,8,10,12-13H2,(H,25,31)(H,26,29)/f/h25-26H
InChI_3D	1S/C22H20ClFN4O3S/c23-19-7-6-18(32-19)22(31)25-14-8-10-27(12-14)13-20(29)26-17-5-4-15(11-16(17)24)28-9-2-1-3-21(28)30/h1-7,9,11,14H,8,10,12-13H2,(H,25,31)(H,26,29)/t14-/m1/s1
AuxInfo	1/1/N:11,13,12,1,2,3,4,18,14,19,5,20,22,21,6,8,7,9,10,17,15,16,32,30,26,25,24,23,29,27,28,31/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s1d5;s2;s5d7;d3;d4;;d11;s11;d13;s12;s9;;;s18;;s18s20;s17;s6s14s15;s19s20s22;s7s17;s16s21;d15;d16;d17;s8;s9s10;s10;s1;s2;s3;s4;s5;s11;s12;s13;s14;s18;s18;s19;s19;s20;s20;s21;s22;s22;s25;s26;/rC:-.8653,3.5117,0;-.8697,4.5117,0;-5.1275,10.8996,0;-5.9956,11.3989,0;.8698,3.5143,0;0,3.0104,0;.0001,5.0156,0;.8743,4.5194,0;-4.3873,11.5719,0;-5.7914,12.3794,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-3.4089,11.3652,0;-.8725,6.5117,0;-.3849,10.0557,0;-.0757,9.1048,0;-1.6955,9.1002,0;-1.3864,10.0529,0;-.8769,7.5117,0;0,2.0104,0;-.8813,8.5117,0;-.0043,6.0155,0;-3.0986,10.4145,0;-1.735,2.0001,0;-2.7407,12.1092,0;-1.7363,6.0079,0;1.7396,5.0207,0;-4.7925,12.4865,0;-6.4628,13.1205,0;-1.298,3.261,0;-1.3034,4.7604,0;-5.0737,10.4025,0;-6.4518,11.1942,0;1.3024,3.2636,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;-.4382,10.5529,0;.104,10.1602,0;.3806,9.3092,0;.1762,8.6729,0;-1.9447,8.6667,0;-2.1525,9.303,0;-1.3352,10.5502,0;-1.3769,7.5095,0;-.3769,7.5139,0;.4276,6.2675,0;-3.4327,10.0426,0;
Duplicates	DB07872_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07872_p0.sdf