CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16060 (12782)

Formula C₁₉H₁₈ClF₃N₄O₃

MW 442.83

InChIKey BMWVHVOIXZOJTJ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.48

logP 3.5066

PSA 98.58

MR 107.572

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.11483

PM7_Total_Energy_ev -5871.14088

PM7_Electronic_Energy_ev -41382.26932

PM7_Dipole_Debye 10.10953

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.324

PM7_LUMO_Energy_ev -0.857

PM7_COSMO_Area_square_ang 419.78

PM7_COSMO_Volue_cubic_ang 471.79

PM7_Electron_Affinity_ev 0.857

PM7_Ionization_Energy_ev 9.324

PM7_Energy_Gap_ev 8.467

PM7_Global_Hardness_ev 4.2335

PM7_Global_Softness_ev 0.2362111727884729

PM7_Chemical_Potential_ev -5.0905

PM7_Electronigativity_ev 5.0905

PM7_Back_Donation_Energy_ev -1.058375

PM7_Electrophilicity_ev 3.0604925298216608

OPENEYE_Name 4-[3-chloro-5-[(1~{S})-1,2-dihydroxyethyl]-2-pyridyl]-~{N}-[5-(trifluoromethyl)-2-pyridyl]-3,6-dihydro-2~{H}-pyridine-1-carboxamide

SMILES c1cc(ncc1C(F)(F)F)NC(=O)N2CC=C(CC2)c3c(cc(cn3)C(CO)O)Cl

Canonical_SMILES OC[C@H](c1cnc(c(c1)Cl)C1=CCN(CC1)C(=O)Nc1ccc(cn1)C(F)(F)F)O

InChI 1/C19H18ClF3N4O3/c20-14-7-12(15(29)10-28)8-25-17(14)11-3-5-27(6-4-11)18(30)26-16-2-1-13(9-24-16)19(21,22)23/h1-3,7-9,15,28-29H,4-6,10H2,(H,24,26,30)/f/h26H

InChI_3D 1S/C19H18ClF3N4O3/c20-14-7-12(15(29)10-28)8-25-17(14)11-3-5-27(6-4-11)18(30)26-16-2-1-13(9-24-16)19(21,22)23/h1-3,7-9,15,28-29H,4-6,10H2,(H,24,26,30)/t15-/m1/s1

AuxInfo 1/1/N:1,2,11,15,14,16,3,4,5,17,12,7,6,8,18,10,9,13,19,30,27,28,29,21,20,23,22,25,26,24/E:(21,22,23)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCNNNNOOOFFFClHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3s4;s3;d8;s2;;s9d11;;s11;s12;s15;;s7s17;s6;d4s9;s5d10;s13s14s16;s10s13;d13;s17;s18;s19;s19;s19;s8;s1;s2;s3;s4;s5;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s23;s25;s26;/rC:;-.8675,.4975,0;-7.8136,3.4822,0;-6.9549,4.9899,0;.8675,1.5027,0;.8675,.4975,0;-7.8225,4.4822,0;-6.9461,2.9848,0;-6.0786,3.4925,0;-.8675,1.5027,0;-4.3479,3.5002,0;-5.2111,2.9951,0;-2.5995,1.4976,0;-3.4759,3.0001,0;-5.211,1.9951,0;-4.339,1.495,0;-9.5618,5.4695,0;-8.6921,4.9758,0;1.7328,-.0038,0;-6.0786,4.4977,0;0,2.0104,0;-3.467,1.995,0;-1.735,2.0001,0;-2.5966,.4976,0;-10.4315,5.9631,0;-9.1858,4.1062,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;-6.9417,1.9848,0;0,-.5,0;-1.3001,.2469,0;-8.2452,3.2297,0;-6.9593,5.4899,0;1.3012,1.7514,0;-4.3501,4.0002,0;-3.3072,3.4708,0;-2.9829,2.9167,0;-5.3811,1.5249,0;-5.7035,2.0814,0;-4.018,1.1117,0;-4.66,1.1117,0;-9.8086,5.0346,0;-9.315,5.9043,0;-8.4453,5.4107,0;-1.7365,2.5001,0;-10.8627,5.7099,0;-9.6857,4.1025,0;

Duplicates DB16060

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.sdf

Formula	C₁₉H₁₈ClF₃N₄O₃
MW	442.83
InChIKey	BMWVHVOIXZOJTJ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.48
logP	3.5066
PSA	98.58
MR	107.572
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.11483
PM7_Total_Energy_ev	-5871.14088
PM7_Electronic_Energy_ev	-41382.26932
PM7_Dipole_Debye	10.10953
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.324
PM7_LUMO_Energy_ev	-0.857
PM7_COSMO_Area_square_ang	419.78
PM7_COSMO_Volue_cubic_ang	471.79
PM7_Electron_Affinity_ev	0.857
PM7_Ionization_Energy_ev	9.324
PM7_Energy_Gap_ev	8.467
PM7_Global_Hardness_ev	4.2335
PM7_Global_Softness_ev	0.2362111727884729
PM7_Chemical_Potential_ev	-5.0905
PM7_Electronigativity_ev	5.0905
PM7_Back_Donation_Energy_ev	-1.058375
PM7_Electrophilicity_ev	3.0604925298216608
OPENEYE_Name	4-[3-chloro-5-[(1~{S})-1,2-dihydroxyethyl]-2-pyridyl]-~{N}-[5-(trifluoromethyl)-2-pyridyl]-3,6-dihydro-2~{H}-pyridine-1-carboxamide
SMILES	c1cc(ncc1C(F)(F)F)NC(=O)N2CC=C(CC2)c3c(cc(cn3)C(CO)O)Cl
Canonical_SMILES	OC[C@H](c1cnc(c(c1)Cl)C1=CCN(CC1)C(=O)Nc1ccc(cn1)C(F)(F)F)O
InChI	1/C19H18ClF3N4O3/c20-14-7-12(15(29)10-28)8-25-17(14)11-3-5-27(6-4-11)18(30)26-16-2-1-13(9-24-16)19(21,22)23/h1-3,7-9,15,28-29H,4-6,10H2,(H,24,26,30)/f/h26H
InChI_3D	1S/C19H18ClF3N4O3/c20-14-7-12(15(29)10-28)8-25-17(14)11-3-5-27(6-4-11)18(30)26-16-2-1-13(9-24-16)19(21,22)23/h1-3,7-9,15,28-29H,4-6,10H2,(H,24,26,30)/t15-/m1/s1
AuxInfo	1/1/N:1,2,11,15,14,16,3,4,5,17,12,7,6,8,18,10,9,13,19,30,27,28,29,21,20,23,22,25,26,24/E:(21,22,23)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCNNNNOOOFFFClHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3s4;s3;d8;s2;;s9d11;;s11;s12;s15;;s7s17;s6;d4s9;s5d10;s13s14s16;s10s13;d13;s17;s18;s19;s19;s19;s8;s1;s2;s3;s4;s5;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s23;s25;s26;/rC:;-.8675,.4975,0;-7.8136,3.4822,0;-6.9549,4.9899,0;.8675,1.5027,0;.8675,.4975,0;-7.8225,4.4822,0;-6.9461,2.9848,0;-6.0786,3.4925,0;-.8675,1.5027,0;-4.3479,3.5002,0;-5.2111,2.9951,0;-2.5995,1.4976,0;-3.4759,3.0001,0;-5.211,1.9951,0;-4.339,1.495,0;-9.5618,5.4695,0;-8.6921,4.9758,0;1.7328,-.0038,0;-6.0786,4.4977,0;0,2.0104,0;-3.467,1.995,0;-1.735,2.0001,0;-2.5966,.4976,0;-10.4315,5.9631,0;-9.1858,4.1062,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;-6.9417,1.9848,0;0,-.5,0;-1.3001,.2469,0;-8.2452,3.2297,0;-6.9593,5.4899,0;1.3012,1.7514,0;-4.3501,4.0002,0;-3.3072,3.4708,0;-2.9829,2.9167,0;-5.3811,1.5249,0;-5.7035,2.0814,0;-4.018,1.1117,0;-4.66,1.1117,0;-9.8086,5.0346,0;-9.315,5.9043,0;-8.4453,5.4107,0;-1.7365,2.5001,0;-10.8627,5.7099,0;-9.6857,4.1025,0;
Duplicates	DB16060
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16060.sdf