CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16657 (13068)

Formula C₂₂H₂₄ClF₄N₇O₂

MW 529.93

InChIKey QLRRJMOBVVGXEJ-VNAVQTKINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.47

logP 4.0108

PSA 130.47

MR 131.329

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -219.97016

PM7_Total_Energy_ev -7050.5849

PM7_Electronic_Energy_ev -59235.38808

PM7_Dipole_Debye 8.55444

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.778

PM7_LUMO_Energy_ev -0.72

PM7_COSMO_Area_square_ang 480

PM7_COSMO_Volue_cubic_ang 569.06

PM7_Electron_Affinity_ev 0.72

PM7_Ionization_Energy_ev 8.778

PM7_Energy_Gap_ev 8.058

PM7_Global_Hardness_ev 4.029

PM7_Global_Softness_ev 0.2482005460412013

PM7_Chemical_Potential_ev -4.749

PM7_Electronigativity_ev 4.749

PM7_Back_Donation_Energy_ev -1.00725

PM7_Electrophilicity_ev 2.7988335815338794

OPENEYE_Name (1~{S},3~{R},4~{S})-1-(6-amino-5-fluoro-pyrimidin-4-yl)-3-[(3~{R})-3-[3-chloro-5-(trifluoromethyl)anilino]-2-oxo-1-piperidyl]piperidine-4-carboxamide

SMILES c1c(cc(cc1NC2C(=O)N(CCC2)C3CN(CCC3C(=O)N)c4c(c(ncn4)N)F)Cl)C(F)(F)F

Canonical_SMILES Clc1cc(N[C@@H]2CCCN(C2=O)[C@H]2CN(CC[C@@H]2C(=O)N)c2ncnc(c2F)N)cc(c1)C(F)(F)F

InChI 1/C22H24ClF4N7O2/c23-12-6-11(22(25,26)27)7-13(8-12)32-15-2-1-4-34(21(15)36)16-9-33(5-3-14(16)19(29)35)20-17(24)18(28)30-10-31-20/h6-8,10,14-16,32H,1-5,9H2,(H2,29,35)(H2,28,30,31)/f/h28-29H2

InChI_3D 1S/C22H24ClF4N7O2/c23-12-6-11(22(25,26)27)7-13(8-12)32-15-2-1-4-34(21(15)36)16-9-33(5-3-14(16)19(29)35)20-17(24)18(28)30-10-31-20/h6-8,10,14-16,32H,1-5,9H2,(H2,29,35)(H2,28,30,31)/t14-,15+,16-/m0/s1

AuxInfo 1/1/N:13,14,15,16,17,2,1,3,18,4,5,8,6,20,19,21,7,10,12,9,11,22,36,32,33,34,35,27,28,24,23,29,25,26,31,30/E:(25,26,27)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOFFFFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;s1d3;;d2s3;d7;s7;;;;s13;;s13;s15;;s11s14;s12s15;s18s20;s5;d4s9;s4d10;s9s17s18;s11s16s21;s10;s12;s6s19;d11;d12;s7;s22;s22;s22;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s27;s27;s28;s28;s29;/rC:4.2493,5.8529,0;5.1277,4.3565,0;3.3927,4.3439,0;1.7348,1.0051,0;5.1204,5.3617,0;3.3855,5.3491,0;;4.2639,3.8425,0;0,1.0051,0;.8674,-.4976,0;.3629,4.1878,0;-4.3342,2.1956,0;-.3273,6.0704,0;.6577,5.8977,0;-2.6114,1.5027,0;-.9704,5.2979,0;-1.7395,1.0026,0;-.8763,2.5077,0;1.0061,4.9603,0;-2.6114,2.5028,0;-1.7483,3.0078,0;5.9821,5.8692,0;.8674,1.5126,0;1.7348,0,0;-.8675,1.5026,0;-.6286,4.3527,0;.8674,-1.4976,0;-4.9785,2.9604,0;2.5166,5.8441,0;.7114,3.2505,0;-4.6745,1.2552,0;-.8653,-.5012,0;5.4746,6.7308,0;6.4896,5.0075,0;6.8437,6.3767,0;4.2711,2.8426,0;4.2457,6.3529,0;5.5632,4.1109,0;2.9608,4.0921,0;2.1685,1.2538,0;-.761,6.3192,0;-.1572,6.5406,0;.6563,6.3977,0;1.1497,5.9869,0;-3.1039,1.5891,0;-2.7815,1.0326,0;-1.4035,5.048,0;-1.2925,5.6803,0;-2.0605,.6193,0;-1.4185,.6193,0;-.3833,2.4242,0;-.7076,2.9784,0;1.3293,4.5789,0;-2.7842,2.9719,0;-2.0715,3.3893,0;1.3004,-1.7476,0;.4344,-1.7476,0;-4.8084,3.4305,0;-5.4707,2.8726,0;2.5137,6.3441,0;

Duplicates DB16657

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.sdf

Formula	C₂₂H₂₄ClF₄N₇O₂
MW	529.93
InChIKey	QLRRJMOBVVGXEJ-VNAVQTKINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.47
logP	4.0108
PSA	130.47
MR	131.329
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-219.97016
PM7_Total_Energy_ev	-7050.5849
PM7_Electronic_Energy_ev	-59235.38808
PM7_Dipole_Debye	8.55444
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.778
PM7_LUMO_Energy_ev	-0.72
PM7_COSMO_Area_square_ang	480
PM7_COSMO_Volue_cubic_ang	569.06
PM7_Electron_Affinity_ev	0.72
PM7_Ionization_Energy_ev	8.778
PM7_Energy_Gap_ev	8.058
PM7_Global_Hardness_ev	4.029
PM7_Global_Softness_ev	0.2482005460412013
PM7_Chemical_Potential_ev	-4.749
PM7_Electronigativity_ev	4.749
PM7_Back_Donation_Energy_ev	-1.00725
PM7_Electrophilicity_ev	2.7988335815338794
OPENEYE_Name	(1~{S},3~{R},4~{S})-1-(6-amino-5-fluoro-pyrimidin-4-yl)-3-[(3~{R})-3-[3-chloro-5-(trifluoromethyl)anilino]-2-oxo-1-piperidyl]piperidine-4-carboxamide
SMILES	c1c(cc(cc1NC2C(=O)N(CCC2)C3CN(CCC3C(=O)N)c4c(c(ncn4)N)F)Cl)C(F)(F)F
Canonical_SMILES	Clc1cc(N[C@@H]2CCCN(C2=O)[C@H]2CN(CC[C@@H]2C(=O)N)c2ncnc(c2F)N)cc(c1)C(F)(F)F
InChI	1/C22H24ClF4N7O2/c23-12-6-11(22(25,26)27)7-13(8-12)32-15-2-1-4-34(21(15)36)16-9-33(5-3-14(16)19(29)35)20-17(24)18(28)30-10-31-20/h6-8,10,14-16,32H,1-5,9H2,(H2,29,35)(H2,28,30,31)/f/h28-29H2
InChI_3D	1S/C22H24ClF4N7O2/c23-12-6-11(22(25,26)27)7-13(8-12)32-15-2-1-4-34(21(15)36)16-9-33(5-3-14(16)19(29)35)20-17(24)18(28)30-10-31-20/h6-8,10,14-16,32H,1-5,9H2,(H2,29,35)(H2,28,30,31)/t14-,15+,16-/m0/s1
AuxInfo	1/1/N:13,14,15,16,17,2,1,3,18,4,5,8,6,20,19,21,7,10,12,9,11,22,36,32,33,34,35,27,28,24,23,29,25,26,31,30/E:(25,26,27)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOFFFFClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;s1d3;;d2s3;d7;s7;;;;s13;;s13;s15;;s11s14;s12s15;s18s20;s5;d4s9;s4d10;s9s17s18;s11s16s21;s10;s12;s6s19;d11;d12;s7;s22;s22;s22;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s27;s27;s28;s28;s29;/rC:4.2493,5.8529,0;5.1277,4.3565,0;3.3927,4.3439,0;1.7348,1.0051,0;5.1204,5.3617,0;3.3855,5.3491,0;;4.2639,3.8425,0;0,1.0051,0;.8674,-.4976,0;.3629,4.1878,0;-4.3342,2.1956,0;-.3273,6.0704,0;.6577,5.8977,0;-2.6114,1.5027,0;-.9704,5.2979,0;-1.7395,1.0026,0;-.8763,2.5077,0;1.0061,4.9603,0;-2.6114,2.5028,0;-1.7483,3.0078,0;5.9821,5.8692,0;.8674,1.5126,0;1.7348,0,0;-.8675,1.5026,0;-.6286,4.3527,0;.8674,-1.4976,0;-4.9785,2.9604,0;2.5166,5.8441,0;.7114,3.2505,0;-4.6745,1.2552,0;-.8653,-.5012,0;5.4746,6.7308,0;6.4896,5.0075,0;6.8437,6.3767,0;4.2711,2.8426,0;4.2457,6.3529,0;5.5632,4.1109,0;2.9608,4.0921,0;2.1685,1.2538,0;-.761,6.3192,0;-.1572,6.5406,0;.6563,6.3977,0;1.1497,5.9869,0;-3.1039,1.5891,0;-2.7815,1.0326,0;-1.4035,5.048,0;-1.2925,5.6803,0;-2.0605,.6193,0;-1.4185,.6193,0;-.3833,2.4242,0;-.7076,2.9784,0;1.3293,4.5789,0;-2.7842,2.9719,0;-2.0715,3.3893,0;1.3004,-1.7476,0;.4344,-1.7476,0;-4.8084,3.4305,0;-5.4707,2.8726,0;2.5137,6.3441,0;
Duplicates	DB16657
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16657.sdf