CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11795 (9510)

Formula C₂₂H₂₂F₃N₃O₃

MW 433.43

InChIKey XTKLTGBKIDQGQL-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.7

logP 4.32

PSA 67.59

MR 113.102

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -201.10844

PM7_Total_Energy_ev -5840.36322

PM7_Electronic_Energy_ev -47148.88049

PM7_Dipole_Debye 3.29565

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.213

PM7_LUMO_Energy_ev -0.879

PM7_COSMO_Area_square_ang 402.08

PM7_COSMO_Volue_cubic_ang 491.97

PM7_Electron_Affinity_ev 0.879

PM7_Ionization_Energy_ev 8.213

PM7_Energy_Gap_ev 7.334

PM7_Global_Hardness_ev 3.667

PM7_Global_Softness_ev 0.2727024815925825

PM7_Chemical_Potential_ev -4.546

PM7_Electronigativity_ev 4.546

PM7_Back_Donation_Energy_ev -0.91675

PM7_Electrophilicity_ev 2.817850559040087

OPENEYE_Name 2-methyl-1-[[2-methyl-3-(trifluoromethyl)phenyl]methyl]-6-morpholino-benzimidazole-4-carboxylic acid

SMILES c1cc(c(c(c1)C(F)(F)F)C)Cn2c3cc(cc(c3nc2C)C(=O)O)N4CCOCC4

Canonical_SMILES OC(=O)c1cc(cc2c1nc(n2Cc1cccc(c1C)C(F)(F)F)C)N1CCOCC1

InChI 1/C22H22F3N3O3/c1-13-15(4-3-5-18(13)22(23,24)25)12-28-14(2)26-20-17(21(29)30)10-16(11-19(20)28)27-6-8-31-9-7-27/h3-5,10-11H,6-9,12H2,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C22H22F3N3O3/c1-13-15(4-3-5-18(13)22(23,24)25)12-28-14(2)26-20-17(21(29)30)10-16(11-19(20)28)27-6-8-31-9-7-27/h3-5,10-11H,6-9,12H2,1-2H3,(H,29,30)

AuxInfo 1/1/N:19,20,1,2,3,15,16,17,18,4,5,21,9,13,7,12,6,8,11,10,14,22,29,30,31,23,25,24,26,28,27/E:(6,7)(8,9)(23,24,25)(29,30)/F:19,20,1,2,3,15,16,17,18,4,5,21,9,13,7,12,6,8,11,10,14,22,29,30,31,23,25,24,28,26,27/E:(6,7)(8,9)(23,24,25)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s2;d3;d7s8;s6;s5d10;s4d5;;s6;;;s15;s16;s9;s13;s7;s8;s10d13;s11s13s21;s12s15s16;d14;s17s18;s14;s22;s22;s22;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s28;/rC:4.6049,4.376,0;4.2958,3.4249,0;3.9401,5.1231,0;;.868,1.5137,0;.868,-.4979,0;3.3119,3.2189,0;2.9562,4.917,0;2.6372,3.9639,0;1.736,-.0013,0;1.736,1.0058,0;0,1.0058,0;3.2858,.5022,0;.8674,-1.4979,0;-1.7306,.9982,0;-.8675,2.5033,0;-2.6026,1.4983,0;-1.7395,3.0034,0;1.6584,3.7589,0;4.2858,.5023,0;3.0028,2.2678,0;1.793,6.2245,0;2.6938,-.3126,0;2.6938,1.3168,0;-.8675,1.5033,0;.0011,-1.9974,0;-2.6115,2.5034,0;1.7332,-1.9984,0;1.0459,5.5598,0;2.5401,6.8892,0;1.1283,6.9716,0;5.0942,4.4785,0;4.6297,3.0529,0;4.0967,5.5979,0;-.4327,-.2506,0;.868,2.0137,0;-1.4074,.6168,0;-2.0505,.614,0;-.6974,2.9735,0;-.375,2.417,0;-2.7713,1.0276,0;-3.0956,1.5818,0;-2.0605,3.3867,0;-1.4184,3.3867,0;1.7609,3.2695,0;1.5559,4.2483,0;1.169,3.6564,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;3.4784,2.1133,0;2.5273,2.4224,0;1.7329,-2.4984,0;

Duplicates DB11795

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.sdf

Formula	C₂₂H₂₂F₃N₃O₃
MW	433.43
InChIKey	XTKLTGBKIDQGQL-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.7
logP	4.32
PSA	67.59
MR	113.102
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-201.10844
PM7_Total_Energy_ev	-5840.36322
PM7_Electronic_Energy_ev	-47148.88049
PM7_Dipole_Debye	3.29565
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.213
PM7_LUMO_Energy_ev	-0.879
PM7_COSMO_Area_square_ang	402.08
PM7_COSMO_Volue_cubic_ang	491.97
PM7_Electron_Affinity_ev	0.879
PM7_Ionization_Energy_ev	8.213
PM7_Energy_Gap_ev	7.334
PM7_Global_Hardness_ev	3.667
PM7_Global_Softness_ev	0.2727024815925825
PM7_Chemical_Potential_ev	-4.546
PM7_Electronigativity_ev	4.546
PM7_Back_Donation_Energy_ev	-0.91675
PM7_Electrophilicity_ev	2.817850559040087
OPENEYE_Name	2-methyl-1-[[2-methyl-3-(trifluoromethyl)phenyl]methyl]-6-morpholino-benzimidazole-4-carboxylic acid
SMILES	c1cc(c(c(c1)C(F)(F)F)C)Cn2c3cc(cc(c3nc2C)C(=O)O)N4CCOCC4
Canonical_SMILES	OC(=O)c1cc(cc2c1nc(n2Cc1cccc(c1C)C(F)(F)F)C)N1CCOCC1
InChI	1/C22H22F3N3O3/c1-13-15(4-3-5-18(13)22(23,24)25)12-28-14(2)26-20-17(21(29)30)10-16(11-19(20)28)27-6-8-31-9-7-27/h3-5,10-11H,6-9,12H2,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C22H22F3N3O3/c1-13-15(4-3-5-18(13)22(23,24)25)12-28-14(2)26-20-17(21(29)30)10-16(11-19(20)28)27-6-8-31-9-7-27/h3-5,10-11H,6-9,12H2,1-2H3,(H,29,30)
AuxInfo	1/1/N:19,20,1,2,3,15,16,17,18,4,5,21,9,13,7,12,6,8,11,10,14,22,29,30,31,23,25,24,26,28,27/E:(6,7)(8,9)(23,24,25)(29,30)/F:19,20,1,2,3,15,16,17,18,4,5,21,9,13,7,12,6,8,11,10,14,22,29,30,31,23,25,24,28,26,27/E:(6,7)(8,9)(23,24,25)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s2;d3;d7s8;s6;s5d10;s4d5;;s6;;;s15;s16;s9;s13;s7;s8;s10d13;s11s13s21;s12s15s16;d14;s17s18;s14;s22;s22;s22;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s28;/rC:4.6049,4.376,0;4.2958,3.4249,0;3.9401,5.1231,0;;.868,1.5137,0;.868,-.4979,0;3.3119,3.2189,0;2.9562,4.917,0;2.6372,3.9639,0;1.736,-.0013,0;1.736,1.0058,0;0,1.0058,0;3.2858,.5022,0;.8674,-1.4979,0;-1.7306,.9982,0;-.8675,2.5033,0;-2.6026,1.4983,0;-1.7395,3.0034,0;1.6584,3.7589,0;4.2858,.5023,0;3.0028,2.2678,0;1.793,6.2245,0;2.6938,-.3126,0;2.6938,1.3168,0;-.8675,1.5033,0;.0011,-1.9974,0;-2.6115,2.5034,0;1.7332,-1.9984,0;1.0459,5.5598,0;2.5401,6.8892,0;1.1283,6.9716,0;5.0942,4.4785,0;4.6297,3.0529,0;4.0967,5.5979,0;-.4327,-.2506,0;.868,2.0137,0;-1.4074,.6168,0;-2.0505,.614,0;-.6974,2.9735,0;-.375,2.417,0;-2.7713,1.0276,0;-3.0956,1.5818,0;-2.0605,3.3867,0;-1.4184,3.3867,0;1.7609,3.2695,0;1.5559,4.2483,0;1.169,3.6564,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;3.4784,2.1133,0;2.5273,2.4224,0;1.7329,-2.4984,0;
Duplicates	DB11795
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11795.sdf