CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14898_p0 (12105)

Formula C₁₉H₁₈F₆N₄O₃

MW 464.38

InChIKey WIIAMRXFUJLYEF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.55

logP 3.0463

PSA 90.45

MR 100.737

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -346.79393

PM7_Total_Energy_ev -7001.27415

PM7_Electronic_Energy_ev -51680.70447

PM7_Dipole_Debye 3.34109

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.033

PM7_LUMO_Energy_ev -0.938

PM7_COSMO_Area_square_ang 421.37

PM7_COSMO_Volue_cubic_ang 486.16

PM7_Electron_Affinity_ev 0.938

PM7_Ionization_Energy_ev 10.033

PM7_Energy_Gap_ev 9.095

PM7_Global_Hardness_ev 4.5475

PM7_Global_Softness_ev 0.2199010445299615

PM7_Chemical_Potential_ev -5.4855

PM7_Electronigativity_ev 5.4855

PM7_Back_Donation_Energy_ev -1.136875

PM7_Electrophilicity_ev 3.3084893073117096

OPENEYE_Name methyl 7-[(3~{R})-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(trifluoromethyl)-6,8-dihydro-5~{H}-imidazo[1,5-a]pyrazine-1-carboxylate

SMILES c1c(c(cc(c1F)F)F)CC(CC(=O)N2Cc3c(nc(n3CC2)C(F)(F)F)C(=O)OC)N

Canonical_SMILES COC(=O)c1nc(n2c1CN(CC2)C(=O)C[C@@H](Cc1cc(F)c(cc1F)F)N)C(F)(F)F

InChI 1/C19H18F6N4O3/c1-32-17(31)16-14-8-28(2-3-29(14)18(27-16)19(23,24)25)15(30)6-10(26)4-9-5-12(21)13(22)7-11(9)20/h5,7,10H,2-4,6,8,26H2,1H3

InChI_3D 1S/C19H18F6N4O3/c1-32-17(31)16-14-8-28(2-3-29(14)18(27-16)19(23,24)25)15(30)6-10(26)4-9-5-12(21)13(22)7-11(9)20/h5,7,10H,2-4,6,8,26H2,1H3/t10-/m1/s1

AuxInfo 1/0/N:15,14,13,16,1,17,2,12,3,18,5,4,6,8,11,7,10,9,19,28,27,29,30,31,32,23,20,22,21,25,24,26/E:(23,24,25)/rA:50cCCCCCCCCCCCCCCCCCCCNNNNOOOFFFFFFHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;d7;;s7;;s8;;s13;;s3;s11;s16s17;s9;s7d9;s8s9s13;s11s12s14;s18;d10;d11;s10s15;s4;s5;s6;s19;s19;s19;s1;s2;s12;s12;s13;s13;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s23;s23;/rC:-4.3307,1.4882,0;-6.0674,.4858,0;-4.3322,.4881,0;-5.202,1.9895,0;-5.1961,-.0156,0;-6.0747,1.4909,0;2.6938,-1.3184,0;1.736,-1.0071,0;2.6938,.311,0;3.0028,-2.2695,0;-.8653,-1.507,0;.868,-1.5037,0;.868,.5079,0;;4.2899,-3.4285,0;-3.4655,-.0107,0;-1.732,-1.0082,0;-2.5988,-.5094,0;3.0028,1.262,0;3.2858,-.5036,0;1.736,0,0;0,-1.0058,0;-3.0976,-1.3762,0;2.3336,-3.0126,0;-.8639,-2.507,0;3.9809,-2.4774,0;-5.2004,2.9895,0;-5.1933,-1.0156,0;-6.9414,1.9897,0;2.0518,1.5711,0;3.9539,.953,0;3.3119,2.2131,0;-3.8977,1.7381,0;-6.4993,.2339,0;1.1887,-1.8873,0;.5468,-1.8869,0;.5459,.8903,0;1.1901,.8903,0;-.4922,-.0878,0;-.1728,.4692,0;4.7654,-3.274,0;3.8143,-3.583,0;4.4444,-3.904,0;-3.7149,-.444,0;-3.2161,.4227,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-2.3494,-.0761,0;-3.5976,-1.3769,0;-2.847,-1.8088,0;

Duplicates DB14898_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.sdf

Formula	C₁₉H₁₈F₆N₄O₃
MW	464.38
InChIKey	WIIAMRXFUJLYEF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.55
logP	3.0463
PSA	90.45
MR	100.737
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-346.79393
PM7_Total_Energy_ev	-7001.27415
PM7_Electronic_Energy_ev	-51680.70447
PM7_Dipole_Debye	3.34109
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.033
PM7_LUMO_Energy_ev	-0.938
PM7_COSMO_Area_square_ang	421.37
PM7_COSMO_Volue_cubic_ang	486.16
PM7_Electron_Affinity_ev	0.938
PM7_Ionization_Energy_ev	10.033
PM7_Energy_Gap_ev	9.095
PM7_Global_Hardness_ev	4.5475
PM7_Global_Softness_ev	0.2199010445299615
PM7_Chemical_Potential_ev	-5.4855
PM7_Electronigativity_ev	5.4855
PM7_Back_Donation_Energy_ev	-1.136875
PM7_Electrophilicity_ev	3.3084893073117096
OPENEYE_Name	methyl 7-[(3~{R})-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(trifluoromethyl)-6,8-dihydro-5~{H}-imidazo[1,5-a]pyrazine-1-carboxylate
SMILES	c1c(c(cc(c1F)F)F)CC(CC(=O)N2Cc3c(nc(n3CC2)C(F)(F)F)C(=O)OC)N
Canonical_SMILES	COC(=O)c1nc(n2c1CN(CC2)C(=O)C[C@@H](Cc1cc(F)c(cc1F)F)N)C(F)(F)F
InChI	1/C19H18F6N4O3/c1-32-17(31)16-14-8-28(2-3-29(14)18(27-16)19(23,24)25)15(30)6-10(26)4-9-5-12(21)13(22)7-11(9)20/h5,7,10H,2-4,6,8,26H2,1H3
InChI_3D	1S/C19H18F6N4O3/c1-32-17(31)16-14-8-28(2-3-29(14)18(27-16)19(23,24)25)15(30)6-10(26)4-9-5-12(21)13(22)7-11(9)20/h5,7,10H,2-4,6,8,26H2,1H3/t10-/m1/s1
AuxInfo	1/0/N:15,14,13,16,1,17,2,12,3,18,5,4,6,8,11,7,10,9,19,28,27,29,30,31,32,23,20,22,21,25,24,26/E:(23,24,25)/rA:50cCCCCCCCCCCCCCCCCCCCNNNNOOOFFFFFFHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;d7;;s7;;s8;;s13;;s3;s11;s16s17;s9;s7d9;s8s9s13;s11s12s14;s18;d10;d11;s10s15;s4;s5;s6;s19;s19;s19;s1;s2;s12;s12;s13;s13;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s23;s23;/rC:-4.3307,1.4882,0;-6.0674,.4858,0;-4.3322,.4881,0;-5.202,1.9895,0;-5.1961,-.0156,0;-6.0747,1.4909,0;2.6938,-1.3184,0;1.736,-1.0071,0;2.6938,.311,0;3.0028,-2.2695,0;-.8653,-1.507,0;.868,-1.5037,0;.868,.5079,0;;4.2899,-3.4285,0;-3.4655,-.0107,0;-1.732,-1.0082,0;-2.5988,-.5094,0;3.0028,1.262,0;3.2858,-.5036,0;1.736,0,0;0,-1.0058,0;-3.0976,-1.3762,0;2.3336,-3.0126,0;-.8639,-2.507,0;3.9809,-2.4774,0;-5.2004,2.9895,0;-5.1933,-1.0156,0;-6.9414,1.9897,0;2.0518,1.5711,0;3.9539,.953,0;3.3119,2.2131,0;-3.8977,1.7381,0;-6.4993,.2339,0;1.1887,-1.8873,0;.5468,-1.8869,0;.5459,.8903,0;1.1901,.8903,0;-.4922,-.0878,0;-.1728,.4692,0;4.7654,-3.274,0;3.8143,-3.583,0;4.4444,-3.904,0;-3.7149,-.444,0;-3.2161,.4227,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-2.3494,-.0761,0;-3.5976,-1.3769,0;-2.847,-1.8088,0;
Duplicates	DB14898_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14898_p0.sdf