CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02259 (2519)

Formula C₂₃H₁₈Br₂N₂O₇S₂

MW 658.33

InChIKey VSYGXLAJQDAWCZ-CKFYMFOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 4.09

logP 7.8399

PSA 173.53

MR 141.393

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -179.16309

PM7_Total_Energy_ev -6304.60522

PM7_Electronic_Energy_ev -59035.75906

PM7_Dipole_Debye 4.94297

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.713

PM7_LUMO_Energy_ev -1.343

PM7_COSMO_Area_square_ang 434.73

PM7_COSMO_Volue_cubic_ang 610.85

PM7_Electron_Affinity_ev 1.343

PM7_Ionization_Energy_ev 9.713

PM7_Energy_Gap_ev 8.37

PM7_Global_Hardness_ev 4.185

PM7_Global_Softness_ev 0.23894862604540024

PM7_Chemical_Potential_ev -5.528

PM7_Electronigativity_ev 5.528

PM7_Back_Donation_Energy_ev -1.04625

PM7_Electrophilicity_ev 3.65098972520908

OPENEYE_Name 3-(3,5-dibromo-4-hydroxy-benzoyl)-2-ethyl-~{N}-(4-sulfamoylphenyl)benzofuran-6-sulfonamide

SMILES c1cc(cc2c1c(c(o2)CC)C(=O)c3cc(c(c(c3)Br)O)Br)S(=O)(=O)Nc4ccc(cc4)S(=O)(=O)N

Canonical_SMILES CCc1oc2c(c1C(=O)c1cc(Br)c(c(c1)Br)O)ccc(c2)S(=O)(=O)Nc1ccc(cc1)S(=O)(=O)N

InChI 1/C23H18Br2N2O7S2/c1-2-19-21(22(28)12-9-17(24)23(29)18(25)10-12)16-8-7-15(11-20(16)34-19)36(32,33)27-13-3-5-14(6-4-13)35(26,30)31/h3-11,27,29H,2H2,1H3,(H2,26,30,31)/f/h26H2

InChI_3D 1S/C23H18Br2N2O7S2/c1-2-19-21(22(28)12-9-17(24)23(29)18(25)10-12)16-8-7-15(11-20(16)34-19)36(32,33)27-13-3-5-14(6-4-13)35(26,30)31/h3-11,27,29H,2H2,1H3,(H2,26,30,31)

AuxInfo 1/1/N:22,23,2,3,5,6,4,1,7,8,9,11,13,16,17,10,18,19,20,14,12,21,15,35,36,24,25,26,32,27,28,29,30,31,33,34/E:(3,4)(5,6)(9,10)(17,18)(24,25)(30,31)(32,33)/F:m/E:m/CRV:35.6,36.6/rA:54nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOSSBrBrHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;s1;d7s8;s10;s2d3;s9d10;;s5d6;s4d9;s7d15;d8s15;d12;s11s12;;s20s22;;s13;d21;;;;;s14s20;s15;s16s24d27d28;s17s25d29d30;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s22;s23;s23;s24;s24;s25;s32;/rC:.868,-.4978,0;-.8719,3.5007,0;-2.6069,3.4956,0;;-.8749,4.5059,0;-2.6099,4.5008,0;1.5869,-2.5134,0;2.8745,-3.6765,0;.868,1.5138,0;1.736,-.0012,0;2.5653,-2.72,0;2.6938,-.3125,0;-1.738,3.0007,0;1.736,1.0058,0;1.2236,-4.2101,0;-1.7439,5.0111,0;0,1.0058,0;.9144,-3.2537,0;2.2052,-4.4264,0;3.2858,.5023,0;3.2345,-1.9769,0;5.2858,.5024,0;4.2858,.5024,0;-1.7498,7.0111,0;-1.735,2.0007,0;4.2126,-2.1848,0;-.7468,6.014,0;-2.7468,6.0081,0;-1.3649,.6357,0;-.3701,2.3707,0;2.6938,1.3169,0;.5512,-4.9503,0;-1.7468,6.0111,0;-.8675,1.5032,0;-.0631,-3.0429,0;2.5128,-5.3779,0;.8677,-.9978,0;-.4385,3.2514,0;-3.0388,3.2437,0;-.4327,-.2506,0;-.4419,4.7559,0;-3.0444,4.7482,0;1.4331,-2.0377,0;3.3637,-3.7797,0;.868,2.0138,0;5.2858,1.0024,0;5.2858,.0024,0;5.7858,.5024,0;4.2858,1.0024,0;4.2858,.0024,0;-1.3175,7.2623,0;-2.1835,7.2598,0;-2.1673,1.7494,0;.7036,-5.4265,0;

Duplicates DB02259

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.sdf

Formula	C₂₃H₁₈Br₂N₂O₇S₂
MW	658.33
InChIKey	VSYGXLAJQDAWCZ-CKFYMFOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	4.09
logP	7.8399
PSA	173.53
MR	141.393
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-179.16309
PM7_Total_Energy_ev	-6304.60522
PM7_Electronic_Energy_ev	-59035.75906
PM7_Dipole_Debye	4.94297
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.713
PM7_LUMO_Energy_ev	-1.343
PM7_COSMO_Area_square_ang	434.73
PM7_COSMO_Volue_cubic_ang	610.85
PM7_Electron_Affinity_ev	1.343
PM7_Ionization_Energy_ev	9.713
PM7_Energy_Gap_ev	8.37
PM7_Global_Hardness_ev	4.185
PM7_Global_Softness_ev	0.23894862604540024
PM7_Chemical_Potential_ev	-5.528
PM7_Electronigativity_ev	5.528
PM7_Back_Donation_Energy_ev	-1.04625
PM7_Electrophilicity_ev	3.65098972520908
OPENEYE_Name	3-(3,5-dibromo-4-hydroxy-benzoyl)-2-ethyl-~{N}-(4-sulfamoylphenyl)benzofuran-6-sulfonamide
SMILES	c1cc(cc2c1c(c(o2)CC)C(=O)c3cc(c(c(c3)Br)O)Br)S(=O)(=O)Nc4ccc(cc4)S(=O)(=O)N
Canonical_SMILES	CCc1oc2c(c1C(=O)c1cc(Br)c(c(c1)Br)O)ccc(c2)S(=O)(=O)Nc1ccc(cc1)S(=O)(=O)N
InChI	1/C23H18Br2N2O7S2/c1-2-19-21(22(28)12-9-17(24)23(29)18(25)10-12)16-8-7-15(11-20(16)34-19)36(32,33)27-13-3-5-14(6-4-13)35(26,30)31/h3-11,27,29H,2H2,1H3,(H2,26,30,31)/f/h26H2
InChI_3D	1S/C23H18Br2N2O7S2/c1-2-19-21(22(28)12-9-17(24)23(29)18(25)10-12)16-8-7-15(11-20(16)34-19)36(32,33)27-13-3-5-14(6-4-13)35(26,30)31/h3-11,27,29H,2H2,1H3,(H2,26,30,31)
AuxInfo	1/1/N:22,23,2,3,5,6,4,1,7,8,9,11,13,16,17,10,18,19,20,14,12,21,15,35,36,24,25,26,32,27,28,29,30,31,33,34/E:(3,4)(5,6)(9,10)(17,18)(24,25)(30,31)(32,33)/F:m/E:m/CRV:35.6,36.6/rA:54nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOSSBrBrHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;s1;d7s8;s10;s2d3;s9d10;;s5d6;s4d9;s7d15;d8s15;d12;s11s12;;s20s22;;s13;d21;;;;;s14s20;s15;s16s24d27d28;s17s25d29d30;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s22;s23;s23;s24;s24;s25;s32;/rC:.868,-.4978,0;-.8719,3.5007,0;-2.6069,3.4956,0;;-.8749,4.5059,0;-2.6099,4.5008,0;1.5869,-2.5134,0;2.8745,-3.6765,0;.868,1.5138,0;1.736,-.0012,0;2.5653,-2.72,0;2.6938,-.3125,0;-1.738,3.0007,0;1.736,1.0058,0;1.2236,-4.2101,0;-1.7439,5.0111,0;0,1.0058,0;.9144,-3.2537,0;2.2052,-4.4264,0;3.2858,.5023,0;3.2345,-1.9769,0;5.2858,.5024,0;4.2858,.5024,0;-1.7498,7.0111,0;-1.735,2.0007,0;4.2126,-2.1848,0;-.7468,6.014,0;-2.7468,6.0081,0;-1.3649,.6357,0;-.3701,2.3707,0;2.6938,1.3169,0;.5512,-4.9503,0;-1.7468,6.0111,0;-.8675,1.5032,0;-.0631,-3.0429,0;2.5128,-5.3779,0;.8677,-.9978,0;-.4385,3.2514,0;-3.0388,3.2437,0;-.4327,-.2506,0;-.4419,4.7559,0;-3.0444,4.7482,0;1.4331,-2.0377,0;3.3637,-3.7797,0;.868,2.0138,0;5.2858,1.0024,0;5.2858,.0024,0;5.7858,.5024,0;4.2858,1.0024,0;4.2858,.0024,0;-1.3175,7.2623,0;-2.1835,7.2598,0;-2.1673,1.7494,0;.7036,-5.4265,0;
Duplicates	DB02259
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02259.sdf