CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08608 (8222)

Formula C₁₈H₂₀F₃N₃O₃

MW 383.37

InChIKey IWFSHKKFDSWNLZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.32

logP 1.80878

PSA 84.64

MR 97.7133

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -233.89721

PM7_Total_Energy_ev -5322.86628

PM7_Electronic_Energy_ev -39557.08415

PM7_Dipole_Debye 3.99245

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.703

PM7_LUMO_Energy_ev -1.326

PM7_COSMO_Area_square_ang 364.94

PM7_COSMO_Volue_cubic_ang 441.24

PM7_Electron_Affinity_ev 1.326

PM7_Ionization_Energy_ev 9.703

PM7_Energy_Gap_ev 8.377

PM7_Global_Hardness_ev 4.1885

PM7_Global_Softness_ev 0.2387489554733198

PM7_Chemical_Potential_ev -5.5145

PM7_Electronigativity_ev 5.5145

PM7_Back_Donation_Energy_ev -1.047125

PM7_Electrophilicity_ev 3.6301432792169033

OPENEYE_Name 4-[(2~{R},5~{S})-2,5-dimethyl-4-[(2~{R})-3,3,3-trifluoro-2-hydroxy-2-methyl-propanoyl]piperazine-1-carbonyl]benzonitrile

SMILES C(#N)c1ccc(cc1)C(=O)N2CC(N(CC2C)C(=O)C(C)(C(F)(F)F)O)C

Canonical_SMILES C[C@@H]1CN([C@H](CN1C(=O)c1ccc(cc1)C#N)C)C(=O)[C@](C(F)(F)F)(O)C

InChI 1/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3

InChI_3D 1S/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3/t11-,12+,17-/m1/s1

AuxInfo 1/0/N:15,14,16,2,3,4,5,1,10,11,13,12,6,7,8,9,17,18,25,26,27,19,20,21,22,23,24/E:(4,5)(6,7)(19,20,21)/rA:47cCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1s2d3;s4d5;s7;;;;s10;s11;s12;s13;;s9s16;s17;t1;s8s10s13;s9s11s12;d8;d9;s17;s18;s18;s18;s2;s3;s4;s5;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s24;/rC:-2.6057,5.2678,0;-1.7426,3.7678,0;-.8751,5.2703,0;-.8721,3.2652,0;-.0046,4.7677,0;-1.7397,4.7678,0;.0014,3.7626,0;.8674,3.2626,0;.8674,-2.2476,0;0,1.0051,0;1.7348,0,0;;1.7348,1.0051,0;-.3403,-.9403,0;2.3397,2.6472,0;2.5995,-3.2476,0;1.7334,-2.7476,0;1.2334,-3.6136,0;-3.4717,5.7678,0;.8674,1.5126,0;.8674,-.4976,0;1.7334,3.7626,0;.0014,-2.7476,0;2.2334,-1.8816,0;.3674,-3.1136,0;2.0995,-4.1136,0;.7334,-4.4797,0;-2.176,3.5184,0;-.8758,5.7703,0;-.8735,2.7652,0;.4277,5.019,0;-.4922,.9173,0;-.1728,1.4743,0;2.2273,.0864,0;1.9049,-.4702,0;-.4925,.0864,0;2.227,.9173,0;.1299,-1.1105,0;-.5104,-1.4105,0;-.8104,-.7702,0;1.8705,2.8201,0;2.8089,2.4744,0;2.5125,3.1164,0;2.3495,-3.6806,0;2.8495,-2.8146,0;3.0325,-3.4976,0;2.7334,-1.8816,0;

Duplicates DB08608

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.sdf

Formula	C₁₈H₂₀F₃N₃O₃
MW	383.37
InChIKey	IWFSHKKFDSWNLZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.32
logP	1.80878
PSA	84.64
MR	97.7133
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-233.89721
PM7_Total_Energy_ev	-5322.86628
PM7_Electronic_Energy_ev	-39557.08415
PM7_Dipole_Debye	3.99245
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.703
PM7_LUMO_Energy_ev	-1.326
PM7_COSMO_Area_square_ang	364.94
PM7_COSMO_Volue_cubic_ang	441.24
PM7_Electron_Affinity_ev	1.326
PM7_Ionization_Energy_ev	9.703
PM7_Energy_Gap_ev	8.377
PM7_Global_Hardness_ev	4.1885
PM7_Global_Softness_ev	0.2387489554733198
PM7_Chemical_Potential_ev	-5.5145
PM7_Electronigativity_ev	5.5145
PM7_Back_Donation_Energy_ev	-1.047125
PM7_Electrophilicity_ev	3.6301432792169033
OPENEYE_Name	4-[(2~{R},5~{S})-2,5-dimethyl-4-[(2~{R})-3,3,3-trifluoro-2-hydroxy-2-methyl-propanoyl]piperazine-1-carbonyl]benzonitrile
SMILES	C(#N)c1ccc(cc1)C(=O)N2CC(N(CC2C)C(=O)C(C)(C(F)(F)F)O)C
Canonical_SMILES	C[C@@H]1CN([C@H](CN1C(=O)c1ccc(cc1)C#N)C)C(=O)[C@](C(F)(F)F)(O)C
InChI	1/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3
InChI_3D	1S/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3/t11-,12+,17-/m1/s1
AuxInfo	1/0/N:15,14,16,2,3,4,5,1,10,11,13,12,6,7,8,9,17,18,25,26,27,19,20,21,22,23,24/E:(4,5)(6,7)(19,20,21)/rA:47cCCCCCCCCCCCCCCCCCCNNNOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1s2d3;s4d5;s7;;;;s10;s11;s12;s13;;s9s16;s17;t1;s8s10s13;s9s11s12;d8;d9;s17;s18;s18;s18;s2;s3;s4;s5;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s24;/rC:-2.6057,5.2678,0;-1.7426,3.7678,0;-.8751,5.2703,0;-.8721,3.2652,0;-.0046,4.7677,0;-1.7397,4.7678,0;.0014,3.7626,0;.8674,3.2626,0;.8674,-2.2476,0;0,1.0051,0;1.7348,0,0;;1.7348,1.0051,0;-.3403,-.9403,0;2.3397,2.6472,0;2.5995,-3.2476,0;1.7334,-2.7476,0;1.2334,-3.6136,0;-3.4717,5.7678,0;.8674,1.5126,0;.8674,-.4976,0;1.7334,3.7626,0;.0014,-2.7476,0;2.2334,-1.8816,0;.3674,-3.1136,0;2.0995,-4.1136,0;.7334,-4.4797,0;-2.176,3.5184,0;-.8758,5.7703,0;-.8735,2.7652,0;.4277,5.019,0;-.4922,.9173,0;-.1728,1.4743,0;2.2273,.0864,0;1.9049,-.4702,0;-.4925,.0864,0;2.227,.9173,0;.1299,-1.1105,0;-.5104,-1.4105,0;-.8104,-.7702,0;1.8705,2.8201,0;2.8089,2.4744,0;2.5125,3.1164,0;2.3495,-3.6806,0;2.8495,-2.8146,0;3.0325,-3.4976,0;2.7334,-1.8816,0;
Duplicates	DB08608
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08608.sdf