CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16035 (12749)

Formula C₂₃H₁₆F₃N₃O₃

MW 439.4

InChIKey JNLSTLQFDDAULK-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

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 3.69

logP 5.2585

PSA 84.34

MR 111.398

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.13614

PM7_Total_Energy_ev -5881.90393

PM7_Electronic_Energy_ev -42656.7456

PM7_Dipole_Debye 3.62264

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.151

PM7_LUMO_Energy_ev -1.356

PM7_COSMO_Area_square_ang 428.74

PM7_COSMO_Volue_cubic_ang 473.99

PM7_Electron_Affinity_ev 1.356

PM7_Ionization_Energy_ev 9.151

PM7_Energy_Gap_ev 7.795

PM7_Global_Hardness_ev 3.8975

PM7_Global_Softness_ev 0.25657472738935216

PM7_Chemical_Potential_ev -5.2535

PM7_Electronigativity_ev 5.2535

PM7_Back_Donation_Energy_ev -0.974375

PM7_Electrophilicity_ev 3.540636593970494

OPENEYE_Name 6-[6-(hydroxymethyl)pyrimidin-4-yl]oxy-~{N}-[3-(trifluoromethyl)phenyl]naphthalene-1-carboxamide

SMILES c1cc2cc(ccc2c(c1)C(=O)Nc3cccc(c3)C(F)(F)F)Oc4cc(ncn4)CO

Canonical_SMILES OCc1ncnc(c1)Oc1ccc2c(c1)cccc2C(=O)Nc1cccc(c1)C(F)(F)F

InChI 1/C23H16F3N3O3/c24-23(25,26)15-4-2-5-16(10-15)29-22(31)20-6-1-3-14-9-18(7-8-19(14)20)32-21-11-17(12-30)27-13-28-21/h1-11,13,30H,12H2,(H,29,31)/f/h29H

InChI_3D 1S/C23H16F3N3O3/c24-23(25,26)15-4-2-5-16(10-15)29-22(31)20-6-1-3-14-9-18(7-8-19(14)20)32-21-11-17(12-30)27-13-28-21/h1-11,13,30H,12H2,(H,29,31)

AuxInfo 1/1/N:1,2,3,6,7,5,8,4,9,10,11,22,12,13,16,17,19,18,14,15,20,21,23,30,31,32,24,25,26,28,27,29/E:(24,25,26)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHH/rB:;d1;;s1;d2;s2;d4;;;;;s3s9;s4d13;d5s14;s6d10;d7s10;s8d9;d11;s11;s15;s19;s16;d12s19;s12d20;s17s21;d21;s22;s18s20;s23;s23;s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s26;s28;/rC:5.2069,-1.9989,0;4.3403,-7.5155,0;4.3389,-1.4913,0;2.6035,-3.5042,0;5.2072,-3.0046,0;5.2081,-8.0125,0;4.3397,-6.5103,0;1.7324,-3.0033,0;2.6056,-1.4929,0;6.0747,-6.5093,0;;1.7348,1.0051,0;3.4711,-1.9993,0;3.4701,-3.005,0;4.3394,-3.5026,0;6.0753,-7.5145,0;5.2069,-6.0021,0;1.7334,-1.9976,0;0,1.0051,0;.8674,-.4976,0;4.34,-4.5026,0;-.8675,1.5026,0;6.9409,-8.0152,0;.8674,1.5126,0;1.7348,0,0;5.2063,-5.0021,0;3.4743,-5.0031,0;-1.7349,2.0001,0;.8674,-1.4976,0;7.4417,-7.1496,0;6.4402,-8.8808,0;7.8065,-8.516,0;5.6406,-1.75,0;3.9078,-7.7664,0;4.3388,-.9913,0;2.6037,-4.0042,0;5.6399,-3.2551,0;5.2084,-8.5125,0;3.9058,-6.2618,0;1.2995,-3.2535,0;2.6068,-.9929,0;6.5083,-6.2603,0;-.4327,-.2506,0;2.1685,1.2538,0;-1.1162,1.0689,0;-.6187,1.9363,0;5.6392,-4.7518,0;-2.1672,1.7488,0;

Duplicates DB16035

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.sdf

Formula	C₂₃H₁₆F₃N₃O₃
MW	439.4
InChIKey	JNLSTLQFDDAULK-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
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	3.69
logP	5.2585
PSA	84.34
MR	111.398
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.13614
PM7_Total_Energy_ev	-5881.90393
PM7_Electronic_Energy_ev	-42656.7456
PM7_Dipole_Debye	3.62264
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.151
PM7_LUMO_Energy_ev	-1.356
PM7_COSMO_Area_square_ang	428.74
PM7_COSMO_Volue_cubic_ang	473.99
PM7_Electron_Affinity_ev	1.356
PM7_Ionization_Energy_ev	9.151
PM7_Energy_Gap_ev	7.795
PM7_Global_Hardness_ev	3.8975
PM7_Global_Softness_ev	0.25657472738935216
PM7_Chemical_Potential_ev	-5.2535
PM7_Electronigativity_ev	5.2535
PM7_Back_Donation_Energy_ev	-0.974375
PM7_Electrophilicity_ev	3.540636593970494
OPENEYE_Name	6-[6-(hydroxymethyl)pyrimidin-4-yl]oxy-~{N}-[3-(trifluoromethyl)phenyl]naphthalene-1-carboxamide
SMILES	c1cc2cc(ccc2c(c1)C(=O)Nc3cccc(c3)C(F)(F)F)Oc4cc(ncn4)CO
Canonical_SMILES	OCc1ncnc(c1)Oc1ccc2c(c1)cccc2C(=O)Nc1cccc(c1)C(F)(F)F
InChI	1/C23H16F3N3O3/c24-23(25,26)15-4-2-5-16(10-15)29-22(31)20-6-1-3-14-9-18(7-8-19(14)20)32-21-11-17(12-30)27-13-28-21/h1-11,13,30H,12H2,(H,29,31)/f/h29H
InChI_3D	1S/C23H16F3N3O3/c24-23(25,26)15-4-2-5-16(10-15)29-22(31)20-6-1-3-14-9-18(7-8-19(14)20)32-21-11-17(12-30)27-13-28-21/h1-11,13,30H,12H2,(H,29,31)
AuxInfo	1/1/N:1,2,3,6,7,5,8,4,9,10,11,22,12,13,16,17,19,18,14,15,20,21,23,30,31,32,24,25,26,28,27,29/E:(24,25,26)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHH/rB:;d1;;s1;d2;s2;d4;;;;;s3s9;s4d13;d5s14;s6d10;d7s10;s8d9;d11;s11;s15;s19;s16;d12s19;s12d20;s17s21;d21;s22;s18s20;s23;s23;s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s26;s28;/rC:5.2069,-1.9989,0;4.3403,-7.5155,0;4.3389,-1.4913,0;2.6035,-3.5042,0;5.2072,-3.0046,0;5.2081,-8.0125,0;4.3397,-6.5103,0;1.7324,-3.0033,0;2.6056,-1.4929,0;6.0747,-6.5093,0;;1.7348,1.0051,0;3.4711,-1.9993,0;3.4701,-3.005,0;4.3394,-3.5026,0;6.0753,-7.5145,0;5.2069,-6.0021,0;1.7334,-1.9976,0;0,1.0051,0;.8674,-.4976,0;4.34,-4.5026,0;-.8675,1.5026,0;6.9409,-8.0152,0;.8674,1.5126,0;1.7348,0,0;5.2063,-5.0021,0;3.4743,-5.0031,0;-1.7349,2.0001,0;.8674,-1.4976,0;7.4417,-7.1496,0;6.4402,-8.8808,0;7.8065,-8.516,0;5.6406,-1.75,0;3.9078,-7.7664,0;4.3388,-.9913,0;2.6037,-4.0042,0;5.6399,-3.2551,0;5.2084,-8.5125,0;3.9058,-6.2618,0;1.2995,-3.2535,0;2.6068,-.9929,0;6.5083,-6.2603,0;-.4327,-.2506,0;2.1685,1.2538,0;-1.1162,1.0689,0;-.6187,1.9363,0;5.6392,-4.7518,0;-2.1672,1.7488,0;
Duplicates	DB16035
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16035.sdf