CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15347 (12408)

Formula C₂₀H₂₃FN₄O₂

MW 370.43

InChIKey VJPPLCNBDLZIFG-HQOSXFPVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.56

logP 3.2872

PSA 91.22

MR 106.124

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -49.98246

PM7_Total_Energy_ev -4567.57044

PM7_Electronic_Energy_ev -36757.6318

PM7_Dipole_Debye 5.52539

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.027

PM7_LUMO_Energy_ev -0.681

PM7_COSMO_Area_square_ang 385.1

PM7_COSMO_Volue_cubic_ang 441.68

PM7_Electron_Affinity_ev 0.681

PM7_Ionization_Energy_ev 8.027

PM7_Energy_Gap_ev 7.346

PM7_Global_Hardness_ev 3.673

PM7_Global_Softness_ev 0.27225701061802343

PM7_Chemical_Potential_ev -4.354

PM7_Electronigativity_ev 4.354

PM7_Back_Donation_Energy_ev -0.91825

PM7_Electrophilicity_ev 2.580631091750613

OPENEYE_Name 4-[(1~{R},3~{S})-3-(but-2-ynoylamino)-1-piperidyl]-5-fluoro-2,3-dimethyl-1~{H}-indole-7-carboxamide

SMILES C(#CC)C(=O)NC1CCCN(C1)c2c3c(c([nH]c3c(cc2F)C(=O)N)C)C

Canonical_SMILES CC#CC(=O)N[C@H]1CCCN(C1)c1c(F)cc(c2c1c(C)c([nH]2)C)C(=O)N

InChI 1/C20H23FN4O2/c1-4-6-16(26)24-13-7-5-8-25(10-13)19-15(21)9-14(20(22)27)18-17(19)11(2)12(3)23-18/h9,13,23H,5,7-8,10H2,1-3H3,(H2,22,27)(H,24,26)/f/h24H,22H2

InChI_3D 1S/C20H23FN4O2/c1-4-6-16(26)24-13-7-5-8-25(10-13)19-15(21)9-14(20(22)27)18-17(19)11(2)12(3)23-18/h9,13,23H,5,7-8,10H2,1-3H3,(H2,22,27)(H,24,26)/t13-/m0/s1

AuxInfo 1/1/N:18,19,20,2,13,1,14,15,3,16,6,10,17,5,9,11,4,7,8,12,27,23,21,24,22,25,26/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;s4;d4s5;s4;s3d8;d6;s1;s5;;s13;s13;;s14s16;s2;s6;s10;s7s10;s8s15s16;s12;s11s17;d11;d12;s9;s3;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s23;s23;s24;/rC:-2.0244,-4.413,0;-1.6819,-5.3525,0;0,1.0058,0;1.736,-.0012,0;.868,1.5138,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;;3.2858,.5023,0;-2.3668,-3.4735,0;.868,2.5138,0;1.7342,-3.0112,0;.8664,-3.5082,0;1.7347,-2.006,0;-.0003,-2.005,0;-.0008,-3.0102,0;-1.3395,-6.2921,0;3.2345,-1.9769,0;4.2858,.5024,0;2.6938,1.3169,0;.8675,-1.4978,0;.002,3.0138,0;-1.7244,-2.7071,0;-3.3517,-3.3003,0;1.734,3.0138,0;-.8653,-.5013,0;-.4337,1.2545,0;1.904,-3.4814,0;2.2267,-2.9251,0;.5452,-3.8914,0;1.1873,-3.8917,0;2.2269,-2.094,0;1.9078,-1.5369,0;-.1729,-1.5358,0;-.4926,-2.0926,0;-.1712,-3.4803,0;-1.8092,-6.4633,0;-.8697,-6.1209,0;-1.1683,-6.7619,0;3.71,-1.8224,0;2.759,-2.1314,0;3.389,-2.4524,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;2.8483,1.7924,0;-.431,2.7638,0;.002,3.5138,0;-1.8956,-2.2374,0;

Duplicates DB15347

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.sdf

Formula	C₂₀H₂₃FN₄O₂
MW	370.43
InChIKey	VJPPLCNBDLZIFG-HQOSXFPVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.56
logP	3.2872
PSA	91.22
MR	106.124
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-49.98246
PM7_Total_Energy_ev	-4567.57044
PM7_Electronic_Energy_ev	-36757.6318
PM7_Dipole_Debye	5.52539
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.027
PM7_LUMO_Energy_ev	-0.681
PM7_COSMO_Area_square_ang	385.1
PM7_COSMO_Volue_cubic_ang	441.68
PM7_Electron_Affinity_ev	0.681
PM7_Ionization_Energy_ev	8.027
PM7_Energy_Gap_ev	7.346
PM7_Global_Hardness_ev	3.673
PM7_Global_Softness_ev	0.27225701061802343
PM7_Chemical_Potential_ev	-4.354
PM7_Electronigativity_ev	4.354
PM7_Back_Donation_Energy_ev	-0.91825
PM7_Electrophilicity_ev	2.580631091750613
OPENEYE_Name	4-[(1~{R},3~{S})-3-(but-2-ynoylamino)-1-piperidyl]-5-fluoro-2,3-dimethyl-1~{H}-indole-7-carboxamide
SMILES	C(#CC)C(=O)NC1CCCN(C1)c2c3c(c([nH]c3c(cc2F)C(=O)N)C)C
Canonical_SMILES	CC#CC(=O)N[C@H]1CCCN(C1)c1c(F)cc(c2c1c(C)c([nH]2)C)C(=O)N
InChI	1/C20H23FN4O2/c1-4-6-16(26)24-13-7-5-8-25(10-13)19-15(21)9-14(20(22)27)18-17(19)11(2)12(3)23-18/h9,13,23H,5,7-8,10H2,1-3H3,(H2,22,27)(H,24,26)/f/h24H,22H2
InChI_3D	1S/C20H23FN4O2/c1-4-6-16(26)24-13-7-5-8-25(10-13)19-15(21)9-14(20(22)27)18-17(19)11(2)12(3)23-18/h9,13,23H,5,7-8,10H2,1-3H3,(H2,22,27)(H,24,26)/t13-/m0/s1
AuxInfo	1/1/N:18,19,20,2,13,1,14,15,3,16,6,10,17,5,9,11,4,7,8,12,27,23,21,24,22,25,26/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;s4;d4s5;s4;s3d8;d6;s1;s5;;s13;s13;;s14s16;s2;s6;s10;s7s10;s8s15s16;s12;s11s17;d11;d12;s9;s3;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s23;s23;s24;/rC:-2.0244,-4.413,0;-1.6819,-5.3525,0;0,1.0058,0;1.736,-.0012,0;.868,1.5138,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;;3.2858,.5023,0;-2.3668,-3.4735,0;.868,2.5138,0;1.7342,-3.0112,0;.8664,-3.5082,0;1.7347,-2.006,0;-.0003,-2.005,0;-.0008,-3.0102,0;-1.3395,-6.2921,0;3.2345,-1.9769,0;4.2858,.5024,0;2.6938,1.3169,0;.8675,-1.4978,0;.002,3.0138,0;-1.7244,-2.7071,0;-3.3517,-3.3003,0;1.734,3.0138,0;-.8653,-.5013,0;-.4337,1.2545,0;1.904,-3.4814,0;2.2267,-2.9251,0;.5452,-3.8914,0;1.1873,-3.8917,0;2.2269,-2.094,0;1.9078,-1.5369,0;-.1729,-1.5358,0;-.4926,-2.0926,0;-.1712,-3.4803,0;-1.8092,-6.4633,0;-.8697,-6.1209,0;-1.1683,-6.7619,0;3.71,-1.8224,0;2.759,-2.1314,0;3.389,-2.4524,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;2.8483,1.7924,0;-.431,2.7638,0;.002,3.5138,0;-1.8956,-2.2374,0;
Duplicates	DB15347
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15347.sdf