CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05498 (5474)

Formula C₁₆H₁₂F₃NO₅S₂

MW 419.39

InChIKey NAFSYPCVPLWHFY-UYBDAZJANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 41

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.56

logP 3.672

PSA 137.16

MR 90.65

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -293.16267

PM7_Total_Energy_ev -5540.46951

PM7_Electronic_Energy_ev -40080.5879

PM7_Dipole_Debye 7.51387

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.679

PM7_LUMO_Energy_ev -1.723

PM7_COSMO_Area_square_ang 338.79

PM7_COSMO_Volue_cubic_ang 412.82

PM7_Electron_Affinity_ev 1.723

PM7_Ionization_Energy_ev 9.679

PM7_Energy_Gap_ev 7.956

PM7_Global_Hardness_ev 3.978

PM7_Global_Softness_ev 0.2513826043237808

PM7_Chemical_Potential_ev -5.701

PM7_Electronigativity_ev 5.701

PM7_Back_Donation_Energy_ev -0.9945

PM7_Electrophilicity_ev 4.085143413775767

OPENEYE_Name (2~{S})-3,3,3-trifluoro-2-hydroxy-2-methyl-~{N}-(5,5,10-trioxo-4~{H}-thieno[3,2-c][1]benzothiepin-9-yl)propanamide

SMILES c1cc(c2c(c1)S(=O)(=O)Cc3ccsc3C2=O)NC(=O)C(C)(C(F)(F)F)O

Canonical_SMILES O=C([C@@](C(F)(F)F)(O)C)Nc1cccc2c1C(=O)c1sccc1CS2(=O)=O

InChI 1/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/f/h20H

InChI_3D 1S/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/t15-/m0/s1

AuxInfo 1/1/N:14,1,2,3,4,5,13,7,8,9,6,11,10,12,15,16,23,24,25,17,18,19,22,20,21,26,27/E:(17,18,19)(24,25)/F:m/E:m/CRV:27.6/rA:39cCCCCCCCCCCCCCCCCNOOOOOFFFSSHHHHHHHHHHHH/rB:d1;s1;;d4;;s4;s2d6;d3s6;d7;s6s10;;s7;;s12s14;s15;s8s12;d11;d12;;;s15;s16;s16;s16;s5s10;s9s13d20d21;s1;s2;s3;s4;s5;s13;s13;s14;s14;s14;s17;s22;/rC:;-.5,.866,0;1,0,0;3.9382,3.0061,0;3.6009,3.9475,0;1,1.7321,0;3.1472,2.3944,0;0,1.7321,0;1.5,.866,0;2.3209,2.9577,0;1.3653,2.6629,0;-1.5,2.5981,0;3.2219,1.3972,0;-2.866,2.9641,0;-2,3.4641,0;-2.5,4.3301,0;-.5,2.5981,0;.6852,3.396,0;-2,1.7321,0;3.3151,.1537,0;2.1235,-.2139,0;-1.134,3.9641,0;-1.634,4.8301,0;-3.366,3.8301,0;-3,5.1962,0;2.6013,3.9176,0;2.4888,.717,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;4.4182,2.8659,0;3.8826,4.3606,0;3.6997,1.5445,0;3.4719,.9641,0;-3.116,3.3971,0;-2.616,2.5311,0;-3.299,2.7141,0;-.25,3.0311,0;-.701,3.7141,0;

Duplicates DB05498

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.sdf

Formula	C₁₆H₁₂F₃NO₅S₂
MW	419.39
InChIKey	NAFSYPCVPLWHFY-UYBDAZJANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	41
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.56
logP	3.672
PSA	137.16
MR	90.65
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-293.16267
PM7_Total_Energy_ev	-5540.46951
PM7_Electronic_Energy_ev	-40080.5879
PM7_Dipole_Debye	7.51387
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.679
PM7_LUMO_Energy_ev	-1.723
PM7_COSMO_Area_square_ang	338.79
PM7_COSMO_Volue_cubic_ang	412.82
PM7_Electron_Affinity_ev	1.723
PM7_Ionization_Energy_ev	9.679
PM7_Energy_Gap_ev	7.956
PM7_Global_Hardness_ev	3.978
PM7_Global_Softness_ev	0.2513826043237808
PM7_Chemical_Potential_ev	-5.701
PM7_Electronigativity_ev	5.701
PM7_Back_Donation_Energy_ev	-0.9945
PM7_Electrophilicity_ev	4.085143413775767
OPENEYE_Name	(2~{S})-3,3,3-trifluoro-2-hydroxy-2-methyl-~{N}-(5,5,10-trioxo-4~{H}-thieno[3,2-c][1]benzothiepin-9-yl)propanamide
SMILES	c1cc(c2c(c1)S(=O)(=O)Cc3ccsc3C2=O)NC(=O)C(C)(C(F)(F)F)O
Canonical_SMILES	O=C([C@@](C(F)(F)F)(O)C)Nc1cccc2c1C(=O)c1sccc1CS2(=O)=O
InChI	1/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/f/h20H
InChI_3D	1S/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/t15-/m0/s1
AuxInfo	1/1/N:14,1,2,3,4,5,13,7,8,9,6,11,10,12,15,16,23,24,25,17,18,19,22,20,21,26,27/E:(17,18,19)(24,25)/F:m/E:m/CRV:27.6/rA:39cCCCCCCCCCCCCCCCCNOOOOOFFFSSHHHHHHHHHHHH/rB:d1;s1;;d4;;s4;s2d6;d3s6;d7;s6s10;;s7;;s12s14;s15;s8s12;d11;d12;;;s15;s16;s16;s16;s5s10;s9s13d20d21;s1;s2;s3;s4;s5;s13;s13;s14;s14;s14;s17;s22;/rC:;-.5,.866,0;1,0,0;3.9382,3.0061,0;3.6009,3.9475,0;1,1.7321,0;3.1472,2.3944,0;0,1.7321,0;1.5,.866,0;2.3209,2.9577,0;1.3653,2.6629,0;-1.5,2.5981,0;3.2219,1.3972,0;-2.866,2.9641,0;-2,3.4641,0;-2.5,4.3301,0;-.5,2.5981,0;.6852,3.396,0;-2,1.7321,0;3.3151,.1537,0;2.1235,-.2139,0;-1.134,3.9641,0;-1.634,4.8301,0;-3.366,3.8301,0;-3,5.1962,0;2.6013,3.9176,0;2.4888,.717,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;4.4182,2.8659,0;3.8826,4.3606,0;3.6997,1.5445,0;3.4719,.9641,0;-3.116,3.3971,0;-2.616,2.5311,0;-3.299,2.7141,0;-.25,3.0311,0;-.701,3.7141,0;
Duplicates	DB05498
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05498.sdf