CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07165_p7 (6555)

Formula C₂₂H₂₄Cl₂N₅O₂S

MW 493.43

InChIKey SOBGXPPOYFFGTK-ABYBZCMLNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 56

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.85

logP 3.3651

PSA 129.58

MR 136.971

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 115.37215

PM7_Total_Energy_ev -5252.08073

PM7_Electronic_Energy_ev -49621.3303

PM7_Dipole_Debye 12.2884

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.678

PM7_LUMO_Energy_ev -3.912

PM7_COSMO_Area_square_ang 411.01

PM7_COSMO_Volue_cubic_ang 562.73

PM7_Electron_Affinity_ev 3.912

PM7_Ionization_Energy_ev 10.678

PM7_Energy_Gap_ev 6.766

PM7_Global_Hardness_ev 3.383

PM7_Global_Softness_ev 0.29559562518474725

PM7_Chemical_Potential_ev -7.295

PM7_Electronigativity_ev 7.295

PM7_Back_Donation_Energy_ev -0.84575

PM7_Electrophilicity_ev 7.865359887673662

OPENEYE_Name ~{N}-[(5-chlorobenzothiophen-3-yl)methyl]-2-[(3~{R},4~{R},5~{S})-3-chloro-5-hydroxy-6-[2-(2-pyridyl)ethylamino]-3,5-dihydro-2~{H}-pyrazin-1-ium-4-yl]acetamide

SMILES c1ccnc(c1)CCNC2=[NH+]CC(N(C2O)CC(=O)NCc3csc4c3cc(cc4)Cl)Cl

Canonical_SMILES O=C(CN1[C@H](Cl)C[NH]=C([C@@H]1O)NCCc1ccccn1)NCc1csc2c1cc(Cl)cc2

InChI 1/C22H23Cl2N5O2S/c23-15-4-5-18-17(9-15)14(13-32-18)10-27-20(30)12-29-19(24)11-28-21(22(29)31)26-8-6-16-3-1-2-7-25-16/h1-5,7,9,13,19,22,31H,6,8,10-12H2,(H,26,28)(H,27,30)/p+1/fC22H24Cl2N5O2S/h26-28H/q+1

InChI_3D 1S/C22H24Cl2N5O2S/c23-15-4-5-18-17(9-15)14(13-32-18)10-27-20(30)12-29-19(24)11-28-21(22(29)31)26-8-6-16-3-1-2-7-25-16/h1-5,7,9,13,19,22,26,28,31H,6,8,10-12H2,(H,27,30)/t19-,22-/m0/s1

AuxInfo 1/1/N:1,2,5,4,3,20,7,22,6,19,16,21,8,10,12,13,9,11,18,15,14,17,31,32,23,26,27,24,25,28,29,30/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOSClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;;s6;d8s9;s3d9;s4d6;d5;;;;s14;s16;s10;s13;s15;s20;d7s13;d14s16;s17s18s21;s14s22;s15s19;d15;s17;s8s11;s12;s18;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;s29;s24;/rC:;-.8675,.4975,0;10.9713,7.6346,0;10.2971,8.3809,0;.8675,.4975,0;9.0019,7.2248,0;-.8675,1.5027,0;10.4736,5.0614,0;9.6649,6.4761,0;9.5553,5.475,0;10.6508,6.6813,0;9.3124,8.176,0;.8675,1.5027,0;4.3345,2.4925,0;7.8146,3.4825,0;5.1954,.9863,0;5.2071,2.9912,0;6.068,1.4851,0;8.6871,4.9787,0;1.735,2.0001,0;6.9464,2.9863,0;2.6025,2.4976,0;0,2.0104,0;4.333,1.4925,0;6.0782,2.49,0;3.47,2.995,0;7.8189,4.4825,0;8.6784,2.9788,0;4.5662,3.7588,0;11.1505,5.8069,0;8.6454,8.921,0;6.4042,.5433,0;0,-.5,0;-1.3001,.2469,0;11.4608,7.7364,0;10.4523,8.8562,0;1.3001,.2469,0;8.5123,7.1231,0;-1.3012,1.7514,0;10.5755,4.5719,0;5.5148,.6016,0;4.8717,.6053,0;5.5287,3.3741,0;6.5611,1.5679,0;8.9352,4.5447,0;8.439,5.4128,0;1.4863,2.4339,0;1.9837,1.5664,0;7.1945,2.5522,0;6.6983,3.4204,0;2.3538,2.9313,0;2.8512,2.0638,0;3.4715,3.495,0;7.387,4.7344,0;4.7383,4.2283,0;3.8989,1.2444,0;

Duplicates DB07165_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.sdf

Formula	C₂₂H₂₄Cl₂N₅O₂S
MW	493.43
InChIKey	SOBGXPPOYFFGTK-ABYBZCMLNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	56
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.85
logP	3.3651
PSA	129.58
MR	136.971
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	115.37215
PM7_Total_Energy_ev	-5252.08073
PM7_Electronic_Energy_ev	-49621.3303
PM7_Dipole_Debye	12.2884
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.678
PM7_LUMO_Energy_ev	-3.912
PM7_COSMO_Area_square_ang	411.01
PM7_COSMO_Volue_cubic_ang	562.73
PM7_Electron_Affinity_ev	3.912
PM7_Ionization_Energy_ev	10.678
PM7_Energy_Gap_ev	6.766
PM7_Global_Hardness_ev	3.383
PM7_Global_Softness_ev	0.29559562518474725
PM7_Chemical_Potential_ev	-7.295
PM7_Electronigativity_ev	7.295
PM7_Back_Donation_Energy_ev	-0.84575
PM7_Electrophilicity_ev	7.865359887673662
OPENEYE_Name	~{N}-[(5-chlorobenzothiophen-3-yl)methyl]-2-[(3~{R},4~{R},5~{S})-3-chloro-5-hydroxy-6-[2-(2-pyridyl)ethylamino]-3,5-dihydro-2~{H}-pyrazin-1-ium-4-yl]acetamide
SMILES	c1ccnc(c1)CCNC2=[NH+]CC(N(C2O)CC(=O)NCc3csc4c3cc(cc4)Cl)Cl
Canonical_SMILES	O=C(CN1[C@H](Cl)C[NH]=C([C@@H]1O)NCCc1ccccn1)NCc1csc2c1cc(Cl)cc2
InChI	1/C22H23Cl2N5O2S/c23-15-4-5-18-17(9-15)14(13-32-18)10-27-20(30)12-29-19(24)11-28-21(22(29)31)26-8-6-16-3-1-2-7-25-16/h1-5,7,9,13,19,22,31H,6,8,10-12H2,(H,26,28)(H,27,30)/p+1/fC22H24Cl2N5O2S/h26-28H/q+1
InChI_3D	1S/C22H24Cl2N5O2S/c23-15-4-5-18-17(9-15)14(13-32-18)10-27-20(30)12-29-19(24)11-28-21(22(29)31)26-8-6-16-3-1-2-7-25-16/h1-5,7,9,13,19,22,26,28,31H,6,8,10-12H2,(H,27,30)/t19-,22-/m0/s1
AuxInfo	1/1/N:1,2,5,4,3,20,7,22,6,19,16,21,8,10,12,13,9,11,18,15,14,17,31,32,23,26,27,24,25,28,29,30/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOSClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;;s6;d8s9;s3d9;s4d6;d5;;;;s14;s16;s10;s13;s15;s20;d7s13;d14s16;s17s18s21;s14s22;s15s19;d15;s17;s8s11;s12;s18;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;s29;s24;/rC:;-.8675,.4975,0;10.9713,7.6346,0;10.2971,8.3809,0;.8675,.4975,0;9.0019,7.2248,0;-.8675,1.5027,0;10.4736,5.0614,0;9.6649,6.4761,0;9.5553,5.475,0;10.6508,6.6813,0;9.3124,8.176,0;.8675,1.5027,0;4.3345,2.4925,0;7.8146,3.4825,0;5.1954,.9863,0;5.2071,2.9912,0;6.068,1.4851,0;8.6871,4.9787,0;1.735,2.0001,0;6.9464,2.9863,0;2.6025,2.4976,0;0,2.0104,0;4.333,1.4925,0;6.0782,2.49,0;3.47,2.995,0;7.8189,4.4825,0;8.6784,2.9788,0;4.5662,3.7588,0;11.1505,5.8069,0;8.6454,8.921,0;6.4042,.5433,0;0,-.5,0;-1.3001,.2469,0;11.4608,7.7364,0;10.4523,8.8562,0;1.3001,.2469,0;8.5123,7.1231,0;-1.3012,1.7514,0;10.5755,4.5719,0;5.5148,.6016,0;4.8717,.6053,0;5.5287,3.3741,0;6.5611,1.5679,0;8.9352,4.5447,0;8.439,5.4128,0;1.4863,2.4339,0;1.9837,1.5664,0;7.1945,2.5522,0;6.6983,3.4204,0;2.3538,2.9313,0;2.8512,2.0638,0;3.4715,3.495,0;7.387,4.7344,0;4.7383,4.2283,0;3.8989,1.2444,0;
Duplicates	DB07165_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07165_p7.sdf