CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05421_p0 (5431)

Formula C₂₀H₂₃F₃N₂O₂

MW 380.41

InChIKey ZIWFCOIGUNPHPM-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 0

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 5

logP 4.8964

PSA 42.52

MR 100.509

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -179.6532

PM7_Total_Energy_ev -5126.53186

PM7_Electronic_Energy_ev -39627.41481

PM7_Dipole_Debye 3.74654

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.816

PM7_LUMO_Energy_ev -0.225

PM7_COSMO_Area_square_ang 367.56

PM7_COSMO_Volue_cubic_ang 448.47

PM7_Electron_Affinity_ev 0.225

PM7_Ionization_Energy_ev 8.816

PM7_Energy_Gap_ev 8.591

PM7_Global_Hardness_ev 4.2955

PM7_Global_Softness_ev 0.23280176929344662

PM7_Chemical_Potential_ev -4.5205

PM7_Electronigativity_ev 4.5205

PM7_Back_Donation_Energy_ev -1.073875

PM7_Electrophilicity_ev 2.3786427947852404

OPENEYE_Name (2~{S},3~{S})-~{N}-[[2-methoxy-5-(trifluoromethoxy)phenyl]methyl]-2-phenyl-piperidin-3-amine

SMILES c1ccc(cc1)C2C(CCCN2)NCc3cc(ccc3OC)OC(F)(F)F

Canonical_SMILES COc1ccc(cc1CN[C@H]1CCCN[C@H]1c1ccccc1)OC(F)(F)F

InChI 1/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3

InChI_3D 1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/t17-,19-/m0/s1

AuxInfo 1/0/N:18,1,2,3,13,4,5,14,6,7,15,8,19,9,10,11,17,12,16,20,25,26,27,21,22,23,24/E:(3,4)(6,7)(21,22,23)/rA:50cCCCCCCCCCCCCCCCCCCCCNNOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d8;s7d10;;s13;s13;s9;s14s16;;s10;;s15s16;s17s19;s12s18;s11s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s21;s22;/rC:2.1675,5.0312,0;2.8095,4.2645,0;1.1815,4.8643,0;2.462,3.3213,0;.834,3.9211,0;5.6374,-2.8516,0;5.9849,-1.9084,0;4.0093,-2.2518,0;1.4725,3.1448,0;4.3568,-1.3086,0;4.6514,-3.0186,0;5.3464,-1.1321,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;5.0523,.5748,0;3.2333,.0331,0;4.6862,-5.4292,0;0,2.0104,0;2.5912,.7997,0;5.6921,-.1938,0;4.0464,-4.6607,0;5.4547,-4.7894,0;3.9176,-6.069,0;5.326,-6.1978,0;2.3404,5.5004,0;3.3022,4.3501,0;.8622,5.2491,0;2.783,2.9379,0;.341,3.8377,0;5.9567,-3.2364,0;6.4779,-1.825,0;3.5167,-2.3374,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;4.668,.2549,0;5.4366,.8947,0;4.7324,.9591,0;3.6166,.3541,0;2.8499,-.288,0;0,2.5104,0;2.7627,1.2694,0;

Duplicates DB05421_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.sdf

Formula	C₂₀H₂₃F₃N₂O₂
MW	380.41
InChIKey	ZIWFCOIGUNPHPM-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	0
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	5
logP	4.8964
PSA	42.52
MR	100.509
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-179.6532
PM7_Total_Energy_ev	-5126.53186
PM7_Electronic_Energy_ev	-39627.41481
PM7_Dipole_Debye	3.74654
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.816
PM7_LUMO_Energy_ev	-0.225
PM7_COSMO_Area_square_ang	367.56
PM7_COSMO_Volue_cubic_ang	448.47
PM7_Electron_Affinity_ev	0.225
PM7_Ionization_Energy_ev	8.816
PM7_Energy_Gap_ev	8.591
PM7_Global_Hardness_ev	4.2955
PM7_Global_Softness_ev	0.23280176929344662
PM7_Chemical_Potential_ev	-4.5205
PM7_Electronigativity_ev	4.5205
PM7_Back_Donation_Energy_ev	-1.073875
PM7_Electrophilicity_ev	2.3786427947852404
OPENEYE_Name	(2~{S},3~{S})-~{N}-[[2-methoxy-5-(trifluoromethoxy)phenyl]methyl]-2-phenyl-piperidin-3-amine
SMILES	c1ccc(cc1)C2C(CCCN2)NCc3cc(ccc3OC)OC(F)(F)F
Canonical_SMILES	COc1ccc(cc1CN[C@H]1CCCN[C@H]1c1ccccc1)OC(F)(F)F
InChI	1/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3
InChI_3D	1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/t17-,19-/m0/s1
AuxInfo	1/0/N:18,1,2,3,13,4,5,14,6,7,15,8,19,9,10,11,17,12,16,20,25,26,27,21,22,23,24/E:(3,4)(6,7)(21,22,23)/rA:50cCCCCCCCCCCCCCCCCCCCCNNOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d8;s7d10;;s13;s13;s9;s14s16;;s10;;s15s16;s17s19;s12s18;s11s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s21;s22;/rC:2.1675,5.0312,0;2.8095,4.2645,0;1.1815,4.8643,0;2.462,3.3213,0;.834,3.9211,0;5.6374,-2.8516,0;5.9849,-1.9084,0;4.0093,-2.2518,0;1.4725,3.1448,0;4.3568,-1.3086,0;4.6514,-3.0186,0;5.3464,-1.1321,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;5.0523,.5748,0;3.2333,.0331,0;4.6862,-5.4292,0;0,2.0104,0;2.5912,.7997,0;5.6921,-.1938,0;4.0464,-4.6607,0;5.4547,-4.7894,0;3.9176,-6.069,0;5.326,-6.1978,0;2.3404,5.5004,0;3.3022,4.3501,0;.8622,5.2491,0;2.783,2.9379,0;.341,3.8377,0;5.9567,-3.2364,0;6.4779,-1.825,0;3.5167,-2.3374,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;4.668,.2549,0;5.4366,.8947,0;4.7324,.9591,0;3.6166,.3541,0;2.8499,-.288,0;0,2.5104,0;2.7627,1.2694,0;
Duplicates	DB05421_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p0.sdf