CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12428 (10191)

Formula C₂₁H₂₂F₅N₃O₃S

MW 491.48

InChIKey UKGJZDSUJSPAJL-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.19

logP 6.1379

PSA 96.54

MR 114.005

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.48493

PM7_Total_Energy_ev -6826.16248

PM7_Electronic_Energy_ev -50558.45786

PM7_Dipole_Debye 7.81006

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.041

PM7_LUMO_Energy_ev -1.367

PM7_COSMO_Area_square_ang 469.84

PM7_COSMO_Volue_cubic_ang 540.76

PM7_Electron_Affinity_ev 1.367

PM7_Ionization_Energy_ev 10.041

PM7_Energy_Gap_ev 8.674

PM7_Global_Hardness_ev 4.337

PM7_Global_Softness_ev 0.23057412958266083

PM7_Chemical_Potential_ev -5.704

PM7_Electronigativity_ev 5.704

PM7_Back_Donation_Energy_ev -1.08425

PM7_Electrophilicity_ev 3.7509356698178467

OPENEYE_Name (~{E})-~{N}-[(1~{R})-1-[3,5-difluoro-4-(methanesulfonamido)phenyl]ethyl]-3-[2-propyl-6-(trifluoromethyl)-3-pyridyl]prop-2-enamide

SMILES c1cc(nc(c1C=CC(=O)NC(c2cc(c(c(c2)F)NS(=O)(=O)C)F)C)CCC)C(F)(F)F

Canonical_SMILES CCCc1nc(ccc1/C=C/C(=O)N[C@@H](c1cc(F)c(c(c1)F)NS(=O)(=O)C)C)C(F)(F)F

InChI 1/C21H22F5N3O3S/c1-4-5-17-13(6-8-18(28-17)21(24,25)26)7-9-19(30)27-12(2)14-10-15(22)20(16(23)11-14)29-33(3,31)32/h6-12,29H,4-5H2,1-3H3,(H,27,30)/f/h27H

InChI_3D 1S/C21H22F5N3O3S/c1-4-5-17-13(6-8-18(28-17)21(24,25)26)7-9-19(30)27-12(2)14-10-15(22)20(16(23)11-14)29-33(3,31)32/h6-12,29H,4-5H2,1-3H3,(H,27,30)/b9-7+/t12-/m1/s1

AuxInfo 1/1/N:15,16,17,19,18,1,12,2,13,3,4,20,5,6,8,9,11,10,14,7,21,28,29,30,31,32,24,22,23,25,26,27,33/E:(10,11)(15,16)(22,23)(24,25,26)(31,32)/F:m/E:m/CRV:33.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3s4;;s3d7;d4s7;s2;d5;s5;w12;s13;;;;s11;s15s18;s6s16;s10;d10s11;s7;s14s20;d14;;;s8;s9;s21;s21;s21;s17s23d26d27;s1;s2;s3;s4;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:;-.8675,.4975,0;4.7084,.8743,0;6.2111,.0068,0;.8675,.4975,0;5.2059,.0068,0;6.2111,1.7418,0;5.2059,1.7418,0;6.7188,.8743,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-.0038,0;1.7313,-1.0038,0;2.5966,-1.505,0;3.47,2.995,0;3.8274,-2.3728,0;9.0816,3.2658,0;1.735,2.0001,0;2.6025,2.4976,0;4.3287,-1.5075,0;-1.735,2.0001,0;0,2.0104,0;7.0816,3.2599,0;3.4634,-1.0063,0;2.5952,-2.505,0;8.0787,4.2628,0;8.0846,2.2628,0;4.7046,2.6071,0;7.7188,.8743,0;-2.2324,1.1326,0;-1.2376,2.8676,0;-2.6025,2.4976,0;8.0816,3.2628,0;0,-.5,0;-1.3001,.2469,0;4.2084,.8743,0;6.4598,-.427,0;2.1662,.2456,0;1.298,-1.2531,0;3.2213,3.4288,0;3.7187,2.5613,0;3.9037,3.2437,0;3.3948,-2.1222,0;4.2601,-2.6234,0;3.5768,-2.8055,0;9.0831,2.7658,0;9.0801,3.7658,0;9.5816,3.2673,0;1.4863,2.4339,0;1.9837,1.5664,0;2.8512,2.0638,0;2.3538,2.9313,0;4.7613,-1.7581,0;6.8303,3.6921,0;3.4641,-.5063,0;

Duplicates DB12428

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.sdf

Formula	C₂₁H₂₂F₅N₃O₃S
MW	491.48
InChIKey	UKGJZDSUJSPAJL-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.19
logP	6.1379
PSA	96.54
MR	114.005
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.48493
PM7_Total_Energy_ev	-6826.16248
PM7_Electronic_Energy_ev	-50558.45786
PM7_Dipole_Debye	7.81006
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.041
PM7_LUMO_Energy_ev	-1.367
PM7_COSMO_Area_square_ang	469.84
PM7_COSMO_Volue_cubic_ang	540.76
PM7_Electron_Affinity_ev	1.367
PM7_Ionization_Energy_ev	10.041
PM7_Energy_Gap_ev	8.674
PM7_Global_Hardness_ev	4.337
PM7_Global_Softness_ev	0.23057412958266083
PM7_Chemical_Potential_ev	-5.704
PM7_Electronigativity_ev	5.704
PM7_Back_Donation_Energy_ev	-1.08425
PM7_Electrophilicity_ev	3.7509356698178467
OPENEYE_Name	(~{E})-~{N}-[(1~{R})-1-[3,5-difluoro-4-(methanesulfonamido)phenyl]ethyl]-3-[2-propyl-6-(trifluoromethyl)-3-pyridyl]prop-2-enamide
SMILES	c1cc(nc(c1C=CC(=O)NC(c2cc(c(c(c2)F)NS(=O)(=O)C)F)C)CCC)C(F)(F)F
Canonical_SMILES	CCCc1nc(ccc1/C=C/C(=O)N[C@@H](c1cc(F)c(c(c1)F)NS(=O)(=O)C)C)C(F)(F)F
InChI	1/C21H22F5N3O3S/c1-4-5-17-13(6-8-18(28-17)21(24,25)26)7-9-19(30)27-12(2)14-10-15(22)20(16(23)11-14)29-33(3,31)32/h6-12,29H,4-5H2,1-3H3,(H,27,30)/f/h27H
InChI_3D	1S/C21H22F5N3O3S/c1-4-5-17-13(6-8-18(28-17)21(24,25)26)7-9-19(30)27-12(2)14-10-15(22)20(16(23)11-14)29-33(3,31)32/h6-12,29H,4-5H2,1-3H3,(H,27,30)/b9-7+/t12-/m1/s1
AuxInfo	1/1/N:15,16,17,19,18,1,12,2,13,3,4,20,5,6,8,9,11,10,14,7,21,28,29,30,31,32,24,22,23,25,26,27,33/E:(10,11)(15,16)(22,23)(24,25,26)(31,32)/F:m/E:m/CRV:33.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3s4;;s3d7;d4s7;s2;d5;s5;w12;s13;;;;s11;s15s18;s6s16;s10;d10s11;s7;s14s20;d14;;;s8;s9;s21;s21;s21;s17s23d26d27;s1;s2;s3;s4;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s24;/rC:;-.8675,.4975,0;4.7084,.8743,0;6.2111,.0068,0;.8675,.4975,0;5.2059,.0068,0;6.2111,1.7418,0;5.2059,1.7418,0;6.7188,.8743,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-.0038,0;1.7313,-1.0038,0;2.5966,-1.505,0;3.47,2.995,0;3.8274,-2.3728,0;9.0816,3.2658,0;1.735,2.0001,0;2.6025,2.4976,0;4.3287,-1.5075,0;-1.735,2.0001,0;0,2.0104,0;7.0816,3.2599,0;3.4634,-1.0063,0;2.5952,-2.505,0;8.0787,4.2628,0;8.0846,2.2628,0;4.7046,2.6071,0;7.7188,.8743,0;-2.2324,1.1326,0;-1.2376,2.8676,0;-2.6025,2.4976,0;8.0816,3.2628,0;0,-.5,0;-1.3001,.2469,0;4.2084,.8743,0;6.4598,-.427,0;2.1662,.2456,0;1.298,-1.2531,0;3.2213,3.4288,0;3.7187,2.5613,0;3.9037,3.2437,0;3.3948,-2.1222,0;4.2601,-2.6234,0;3.5768,-2.8055,0;9.0831,2.7658,0;9.0801,3.7658,0;9.5816,3.2673,0;1.4863,2.4339,0;1.9837,1.5664,0;2.8512,2.0638,0;2.3538,2.9313,0;4.7613,-1.7581,0;6.8303,3.6921,0;3.4641,-.5063,0;
Duplicates	DB12428
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12428.sdf