CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00398 (393)

Formula C₂₁H₁₆ClF₃N₄O₃

MW 464.84

InChIKey MLDQJTXFUGDVEO-MMZSQZHBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.73

logP 6.0866

PSA 92.35

MR 112.483

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -192.85044

PM7_Total_Energy_ev -6090.16754

PM7_Electronic_Energy_ev -43234.87923

PM7_Dipole_Debye 4.86873

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.165

PM7_LUMO_Energy_ev -1.159

PM7_COSMO_Area_square_ang 443.82

PM7_COSMO_Volue_cubic_ang 490.58

PM7_Electron_Affinity_ev 1.159

PM7_Ionization_Energy_ev 9.165

PM7_Energy_Gap_ev 8.006

PM7_Global_Hardness_ev 4.003

PM7_Global_Softness_ev 0.2498126405196103

PM7_Chemical_Potential_ev -5.162

PM7_Electronigativity_ev 5.162

PM7_Back_Donation_Energy_ev -1.00075

PM7_Electrophilicity_ev 3.3282842867849114

OPENEYE_Name 4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-~{N}-methyl-pyridine-2-carboxamide

SMILES c1cc(ccc1NC(=O)Nc2ccc(c(c2)C(F)(F)F)Cl)Oc3ccnc(c3)C(=O)NC

Canonical_SMILES CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl

InChI 1/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)/f/h26,28-29H

InChI_3D 1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)

AuxInfo 1/1/N:20,1,2,3,4,5,6,7,10,8,9,12,13,14,15,11,16,17,18,19,21,32,29,30,31,25,22,23,24,26,27,28/E:(2,3)(5,6)(23,24,25)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFClHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;d7;s8;s1d2;s3d8;s4d5;s7d9;s6d11;s9;s17;;;s11;s10d17;s12s19;s13s19;s18s20;d18;d19;s14s15;s21;s21;s21;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s20;s23;s24;s25;/rC:-3.2595,-1.8802,0;-2.392,-3.3827,0;-7.5853,-3.3827,0;-2.389,-1.3776,0;-1.5215,-2.8801,0;-8.4558,-2.8801,0;-.8675,.4975,0;-6.7178,-1.8802,0;.8675,.4975,0;-.8675,1.5027,0;-7.5883,-1.3776,0;-3.2566,-2.8802,0;-6.7207,-2.8802,0;-1.5155,-1.875,0;;-8.4618,-1.875,0;.8675,1.5027,0;1.735,2.0001,0;-4.9887,-2.8802,0;3.467,1.995,0;-7.5854,-.3776,0;0,2.0104,0;-4.1226,-3.3802,0;-5.8547,-3.3802,0;2.5995,1.4976,0;1.7379,3.0001,0;-4.9887,-1.8802,0;0,-1,0;-8.5854,-.3746,0;-6.5854,-.3805,0;-7.5824,.6224,0;-9.3278,-1.375,0;-3.6929,-1.6308,0;-2.3927,-3.8827,0;-7.5846,-3.8827,0;-2.3905,-.8776,0;-1.0892,-3.1314,0;-8.8881,-3.1314,0;-1.3001,.2469,0;-6.2844,-1.6308,0;1.3001,.2469,0;-1.3012,1.7514,0;3.2183,2.4288,0;3.9008,2.2438,0;3.7158,1.5613,0;-4.1226,-3.8802,0;-5.8547,-3.8802,0;2.5981,.9976,0;

Duplicates DB00398;DB15414

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.sdf

Formula	C₂₁H₁₆ClF₃N₄O₃
MW	464.84
InChIKey	MLDQJTXFUGDVEO-MMZSQZHBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.73
logP	6.0866
PSA	92.35
MR	112.483
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-192.85044
PM7_Total_Energy_ev	-6090.16754
PM7_Electronic_Energy_ev	-43234.87923
PM7_Dipole_Debye	4.86873
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.165
PM7_LUMO_Energy_ev	-1.159
PM7_COSMO_Area_square_ang	443.82
PM7_COSMO_Volue_cubic_ang	490.58
PM7_Electron_Affinity_ev	1.159
PM7_Ionization_Energy_ev	9.165
PM7_Energy_Gap_ev	8.006
PM7_Global_Hardness_ev	4.003
PM7_Global_Softness_ev	0.2498126405196103
PM7_Chemical_Potential_ev	-5.162
PM7_Electronigativity_ev	5.162
PM7_Back_Donation_Energy_ev	-1.00075
PM7_Electrophilicity_ev	3.3282842867849114
OPENEYE_Name	4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-~{N}-methyl-pyridine-2-carboxamide
SMILES	c1cc(ccc1NC(=O)Nc2ccc(c(c2)C(F)(F)F)Cl)Oc3ccnc(c3)C(=O)NC
Canonical_SMILES	CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
InChI	1/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)/f/h26,28-29H
InChI_3D	1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
AuxInfo	1/1/N:20,1,2,3,4,5,6,7,10,8,9,12,13,14,15,11,16,17,18,19,21,32,29,30,31,25,22,23,24,26,27,28/E:(2,3)(5,6)(23,24,25)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFClHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;d7;s8;s1d2;s3d8;s4d5;s7d9;s6d11;s9;s17;;;s11;s10d17;s12s19;s13s19;s18s20;d18;d19;s14s15;s21;s21;s21;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s20;s23;s24;s25;/rC:-3.2595,-1.8802,0;-2.392,-3.3827,0;-7.5853,-3.3827,0;-2.389,-1.3776,0;-1.5215,-2.8801,0;-8.4558,-2.8801,0;-.8675,.4975,0;-6.7178,-1.8802,0;.8675,.4975,0;-.8675,1.5027,0;-7.5883,-1.3776,0;-3.2566,-2.8802,0;-6.7207,-2.8802,0;-1.5155,-1.875,0;;-8.4618,-1.875,0;.8675,1.5027,0;1.735,2.0001,0;-4.9887,-2.8802,0;3.467,1.995,0;-7.5854,-.3776,0;0,2.0104,0;-4.1226,-3.3802,0;-5.8547,-3.3802,0;2.5995,1.4976,0;1.7379,3.0001,0;-4.9887,-1.8802,0;0,-1,0;-8.5854,-.3746,0;-6.5854,-.3805,0;-7.5824,.6224,0;-9.3278,-1.375,0;-3.6929,-1.6308,0;-2.3927,-3.8827,0;-7.5846,-3.8827,0;-2.3905,-.8776,0;-1.0892,-3.1314,0;-8.8881,-3.1314,0;-1.3001,.2469,0;-6.2844,-1.6308,0;1.3001,.2469,0;-1.3012,1.7514,0;3.2183,2.4288,0;3.9008,2.2438,0;3.7158,1.5613,0;-4.1226,-3.8802,0;-5.8547,-3.8802,0;2.5981,.9976,0;
Duplicates	DB00398;DB15414
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00398.sdf