CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06040_p0 (5631)

Formula C₂₀H₂₂F₂N₄O₂S

MW 420.48

InChIKey LLXISKGBWFTGEI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 6.31

logP 3.9541

PSA 96.46

MR 115.919

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -48.09017

PM7_Total_Energy_ev -5194.09602

PM7_Electronic_Energy_ev -43286.78469

PM7_Dipole_Debye 3.89241

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.635

PM7_LUMO_Energy_ev -1.107

PM7_COSMO_Area_square_ang 397.78

PM7_COSMO_Volue_cubic_ang 483.1

PM7_Electron_Affinity_ev 1.107

PM7_Ionization_Energy_ev 8.635

PM7_Energy_Gap_ev 7.528

PM7_Global_Hardness_ev 3.764

PM7_Global_Softness_ev 0.26567481402763016

PM7_Chemical_Potential_ev -4.871

PM7_Electronigativity_ev 4.871

PM7_Back_Donation_Energy_ev -0.941

PM7_Electrophilicity_ev 3.151785467587673

OPENEYE_Name (2~{S})-2-(3-aminopropyl)-5-(2,5-difluorophenyl)-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-carboxamide

SMILES c1ccc(cc1)C2(N(N=C(S2)c3cc(ccc3F)F)C(=O)N(C)OC)CCCN

Canonical_SMILES NCCC[C@]1(SC(=NN1C(=O)N(OC)C)c1cc(F)ccc1F)c1ccccc1

InChI 1/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3

InChI_3D 1S/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3/t20-/m0/s1

AuxInfo 1/0/N:16,17,1,2,3,19,4,5,6,7,18,20,8,10,11,9,12,13,14,15,27,28,23,21,24,22,25,26,29/E:(4,5)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCNNNNOOFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s6d8;s7d9;s9;;s10;;;s15;s18;s19;d13;s14s15s21;s20;s14s16;d14;s17s24;s11;s12;s13s15;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s23;s23;/rC:3.5035,3.2546,0;4.0051,2.3895,0;2.5034,3.2586,0;3.5015,1.5195,0;1.9999,2.3886,0;-2.8612,.919,0;-2.1165,1.5941,0;-1.6959,-.3665,0;-.9512,.3086,0;2.4964,1.5146,0;-2.6472,-.0579,0;-1.1577,1.2923,0;;1.8948,-1.7615,0;1.6198,0,0;.4923,-2.7779,0;3.0684,-3.381,0;3.2173,-.7146,0;4.1301,-1.1229,0;5.0429,-1.5312,0;.3065,-.9518,0;1.308,-.9518,0;5.9558,-1.9395,0;1.487,-2.6746,0;2.8895,-1.6582,0;2.0738,-3.4843,0;-3.388,-.7295,0;-.4168,1.964,0;.8073,.5908,0;3.7539,3.6873,0;4.5051,2.3897,0;2.2545,3.6922,0;3.7524,1.0869,0;1.4999,2.3906,0;-3.3375,1.0712,0;-2.2235,2.0825,0;-1.591,-.8554,0;.4407,-2.2806,0;.544,-3.2752,0;-.005,-2.8296,0;3.1201,-3.8783,0;3.0168,-2.8837,0;3.5657,-3.3293,0;3.4214,-.2581,0;3.0131,-1.171,0;4.3343,-.6665,0;3.9259,-1.5793,0;5.2471,-1.0748,0;4.8388,-1.9876,0;6.3608,-1.6464,0;6.0072,-2.4369,0;

Duplicates DB06040_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.sdf

Formula	C₂₀H₂₂F₂N₄O₂S
MW	420.48
InChIKey	LLXISKGBWFTGEI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	6.31
logP	3.9541
PSA	96.46
MR	115.919
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-48.09017
PM7_Total_Energy_ev	-5194.09602
PM7_Electronic_Energy_ev	-43286.78469
PM7_Dipole_Debye	3.89241
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.635
PM7_LUMO_Energy_ev	-1.107
PM7_COSMO_Area_square_ang	397.78
PM7_COSMO_Volue_cubic_ang	483.1
PM7_Electron_Affinity_ev	1.107
PM7_Ionization_Energy_ev	8.635
PM7_Energy_Gap_ev	7.528
PM7_Global_Hardness_ev	3.764
PM7_Global_Softness_ev	0.26567481402763016
PM7_Chemical_Potential_ev	-4.871
PM7_Electronigativity_ev	4.871
PM7_Back_Donation_Energy_ev	-0.941
PM7_Electrophilicity_ev	3.151785467587673
OPENEYE_Name	(2~{S})-2-(3-aminopropyl)-5-(2,5-difluorophenyl)-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-carboxamide
SMILES	c1ccc(cc1)C2(N(N=C(S2)c3cc(ccc3F)F)C(=O)N(C)OC)CCCN
Canonical_SMILES	NCCC[C@]1(SC(=NN1C(=O)N(OC)C)c1cc(F)ccc1F)c1ccccc1
InChI	1/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3
InChI_3D	1S/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3/t20-/m0/s1
AuxInfo	1/0/N:16,17,1,2,3,19,4,5,6,7,18,20,8,10,11,9,12,13,14,15,27,28,23,21,24,22,25,26,29/E:(4,5)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCNNNNOOFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s6d8;s7d9;s9;;s10;;;s15;s18;s19;d13;s14s15s21;s20;s14s16;d14;s17s24;s11;s12;s13s15;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s23;s23;/rC:3.5035,3.2546,0;4.0051,2.3895,0;2.5034,3.2586,0;3.5015,1.5195,0;1.9999,2.3886,0;-2.8612,.919,0;-2.1165,1.5941,0;-1.6959,-.3665,0;-.9512,.3086,0;2.4964,1.5146,0;-2.6472,-.0579,0;-1.1577,1.2923,0;;1.8948,-1.7615,0;1.6198,0,0;.4923,-2.7779,0;3.0684,-3.381,0;3.2173,-.7146,0;4.1301,-1.1229,0;5.0429,-1.5312,0;.3065,-.9518,0;1.308,-.9518,0;5.9558,-1.9395,0;1.487,-2.6746,0;2.8895,-1.6582,0;2.0738,-3.4843,0;-3.388,-.7295,0;-.4168,1.964,0;.8073,.5908,0;3.7539,3.6873,0;4.5051,2.3897,0;2.2545,3.6922,0;3.7524,1.0869,0;1.4999,2.3906,0;-3.3375,1.0712,0;-2.2235,2.0825,0;-1.591,-.8554,0;.4407,-2.2806,0;.544,-3.2752,0;-.005,-2.8296,0;3.1201,-3.8783,0;3.0168,-2.8837,0;3.5657,-3.3293,0;3.4214,-.2581,0;3.0131,-1.171,0;4.3343,-.6665,0;3.9259,-1.5793,0;5.2471,-1.0748,0;4.8388,-1.9876,0;6.3608,-1.6464,0;6.0072,-2.4369,0;
Duplicates	DB06040_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06040_p0.sdf