CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14581 (11904)

Formula C₂₇H₃₃F₃N₄O₃

MW 518.58

InChIKey HPODOLXTMDHLLC-WUSLAWIHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 4.18

logP 5.0491

PSA 79.36

MR 141.072

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -232.86497

PM7_Total_Energy_ev -6790.28962

PM7_Electronic_Energy_ev -60709.23051

PM7_Dipole_Debye 9.02552

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.262

PM7_LUMO_Energy_ev -0.468

PM7_COSMO_Area_square_ang 511.02

PM7_COSMO_Volue_cubic_ang 614.34

PM7_Electron_Affinity_ev 0.468

PM7_Ionization_Energy_ev 8.262

PM7_Energy_Gap_ev 7.794

PM7_Global_Hardness_ev 3.897

PM7_Global_Softness_ev 0.25660764690787785

PM7_Chemical_Potential_ev -4.365

PM7_Electronigativity_ev 4.365

PM7_Back_Donation_Energy_ev -0.97425

PM7_Electrophilicity_ev 2.4446016166281757

OPENEYE_Name ~{N}-[(4-methoxy-6-methyl-2-oxo-1~{H}-pyridin-3-yl)methyl]-2-methyl-1-[(1~{R})-1-[1-(2,2,2-trifluoroethyl)-4-piperidyl]ethyl]indole-3-carboxamide

SMILES c1ccc2c(c1)c(c(n2C(C3CCN(CC3)CC(F)(F)F)C)C)C(=O)NCc4c(cc([nH]c4=O)C)OC

Canonical_SMILES COc1cc(C)[nH]c(=O)c1CNC(=O)c1c(C)n(c2c1cccc2)[C@@H](C1CCN(CC1)CC(F)(F)F)C

InChI 1/C27H33F3N4O3/c1-16-13-23(37-4)21(25(35)32-16)14-31-26(36)24-18(3)34(22-8-6-5-7-20(22)24)17(2)19-9-11-33(12-10-19)15-27(28,29)30/h5-8,13,17,19H,9-12,14-15H2,1-4H3,(H,31,36)(H,32,35)/f/h31-32H

InChI_3D 1S/C27H33F3N4O3/c1-16-13-23(37-4)21(25(35)32-16)14-31-26(36)24-18(3)34(22-8-6-5-7-20(22)24)17(2)19-9-11-33(12-10-19)15-27(28,29)30/h5-8,13,17,19H,9-12,14-15H2,1-4H3,(H,31,36)(H,32,35)/t17-/m1/s1

AuxInfo 1/1/N:21,22,20,23,1,2,3,4,15,16,17,18,9,24,25,12,26,8,19,5,10,7,11,6,13,14,27,35,36,37,31,29,30,28,32,33,34/E:(9,10)(11,12)(28,29,30)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;;s9d10;d9;s10;s6;;;s15;s16;s15s16;s8;s12;;;s10;;s19s22;s25;s7s8s26;s12s13;s17s18s25;s14s24;d13;d14;s11s23;s27;s27;s27;s1;s2;s3;s4;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s29;s31;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.2858,.5023,0;2.5883,-5.6054,0;2.9515,-3.9088,0;2.2834,-4.6529,0;3.5712,-5.8158,0;3.9345,-4.1193,0;3.0028,-1.2636,0;3.5048,4.9316,0;4.4256,3.4611,0;4.3567,5.4651,0;5.2776,3.9946,0;3.5436,3.9323,0;4.2858,.5024,0;3.876,-6.7683,0;2.0517,2.577,0;.6354,-5.1857,0;2.6426,-2.9578,0;6.095,5.5301,0;3.0028,2.268,0;6.9425,6.0608,0;2.6938,1.3169,0;4.2493,-5.0739,0;5.2474,4.9993,0;2.3336,-2.0067,0;4.6025,-3.3752,0;3.9809,-1.4715,0;1.3056,-4.4436,0;6.4117,6.9084,0;7.4732,5.2133,0;7.79,6.5916,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;2.2526,-5.976,0;3.016,4.8262,0;3.3166,5.3948,0;4.7602,3.0896,0;4.1174,3.0674,0;4.0211,5.8357,0;4.6626,5.8606,0;5.767,4.0972,0;5.4644,3.5309,0;3.0483,4.0009,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.3998,-6.9207,0;4.3522,-6.6159,0;4.0284,-7.2445,0;1.8972,2.1014,0;1.5762,2.7315,0;2.2062,3.0525,0;1.0064,-5.5208,0;.2643,-4.8506,0;.3002,-5.5568,0;2.167,-3.1122,0;3.1181,-2.8033,0;6.3603,5.1063,0;5.8296,5.9538,0;3.4783,2.1135,0;4.7382,-5.1786,0;1.8445,-1.9027,0;

Duplicates DB14581

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.sdf

Formula	C₂₇H₃₃F₃N₄O₃
MW	518.58
InChIKey	HPODOLXTMDHLLC-WUSLAWIHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	4.18
logP	5.0491
PSA	79.36
MR	141.072
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-232.86497
PM7_Total_Energy_ev	-6790.28962
PM7_Electronic_Energy_ev	-60709.23051
PM7_Dipole_Debye	9.02552
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.262
PM7_LUMO_Energy_ev	-0.468
PM7_COSMO_Area_square_ang	511.02
PM7_COSMO_Volue_cubic_ang	614.34
PM7_Electron_Affinity_ev	0.468
PM7_Ionization_Energy_ev	8.262
PM7_Energy_Gap_ev	7.794
PM7_Global_Hardness_ev	3.897
PM7_Global_Softness_ev	0.25660764690787785
PM7_Chemical_Potential_ev	-4.365
PM7_Electronigativity_ev	4.365
PM7_Back_Donation_Energy_ev	-0.97425
PM7_Electrophilicity_ev	2.4446016166281757
OPENEYE_Name	~{N}-[(4-methoxy-6-methyl-2-oxo-1~{H}-pyridin-3-yl)methyl]-2-methyl-1-[(1~{R})-1-[1-(2,2,2-trifluoroethyl)-4-piperidyl]ethyl]indole-3-carboxamide
SMILES	c1ccc2c(c1)c(c(n2C(C3CCN(CC3)CC(F)(F)F)C)C)C(=O)NCc4c(cc([nH]c4=O)C)OC
Canonical_SMILES	COc1cc(C)[nH]c(=O)c1CNC(=O)c1c(C)n(c2c1cccc2)[C@@H](C1CCN(CC1)CC(F)(F)F)C
InChI	1/C27H33F3N4O3/c1-16-13-23(37-4)21(25(35)32-16)14-31-26(36)24-18(3)34(22-8-6-5-7-20(22)24)17(2)19-9-11-33(12-10-19)15-27(28,29)30/h5-8,13,17,19H,9-12,14-15H2,1-4H3,(H,31,36)(H,32,35)/f/h31-32H
InChI_3D	1S/C27H33F3N4O3/c1-16-13-23(37-4)21(25(35)32-16)14-31-26(36)24-18(3)34(22-8-6-5-7-20(22)24)17(2)19-9-11-33(12-10-19)15-27(28,29)30/h5-8,13,17,19H,9-12,14-15H2,1-4H3,(H,31,36)(H,32,35)/t17-/m1/s1
AuxInfo	1/1/N:21,22,20,23,1,2,3,4,15,16,17,18,9,24,25,12,26,8,19,5,10,7,11,6,13,14,27,35,36,37,31,29,30,28,32,33,34/E:(9,10)(11,12)(28,29,30)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;;s9d10;d9;s10;s6;;;s15;s16;s15s16;s8;s12;;;s10;;s19s22;s25;s7s8s26;s12s13;s17s18s25;s14s24;d13;d14;s11s23;s27;s27;s27;s1;s2;s3;s4;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s29;s31;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.2858,.5023,0;2.5883,-5.6054,0;2.9515,-3.9088,0;2.2834,-4.6529,0;3.5712,-5.8158,0;3.9345,-4.1193,0;3.0028,-1.2636,0;3.5048,4.9316,0;4.4256,3.4611,0;4.3567,5.4651,0;5.2776,3.9946,0;3.5436,3.9323,0;4.2858,.5024,0;3.876,-6.7683,0;2.0517,2.577,0;.6354,-5.1857,0;2.6426,-2.9578,0;6.095,5.5301,0;3.0028,2.268,0;6.9425,6.0608,0;2.6938,1.3169,0;4.2493,-5.0739,0;5.2474,4.9993,0;2.3336,-2.0067,0;4.6025,-3.3752,0;3.9809,-1.4715,0;1.3056,-4.4436,0;6.4117,6.9084,0;7.4732,5.2133,0;7.79,6.5916,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;2.2526,-5.976,0;3.016,4.8262,0;3.3166,5.3948,0;4.7602,3.0896,0;4.1174,3.0674,0;4.0211,5.8357,0;4.6626,5.8606,0;5.767,4.0972,0;5.4644,3.5309,0;3.0483,4.0009,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.3998,-6.9207,0;4.3522,-6.6159,0;4.0284,-7.2445,0;1.8972,2.1014,0;1.5762,2.7315,0;2.2062,3.0525,0;1.0064,-5.5208,0;.2643,-4.8506,0;.3002,-5.5568,0;2.167,-3.1122,0;3.1181,-2.8033,0;6.3603,5.1063,0;5.8296,5.9538,0;3.4783,2.1135,0;4.7382,-5.1786,0;1.8445,-1.9027,0;
Duplicates	DB14581
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14581.sdf