CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189698_s0 (2531800)

Formula C₂₀H₁₉F₂N₃O₃

MW 387.39

InChIKey XIIFYNJOLAWHNY-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.03

logP 4.57118

PSA 95.24

MR 100.083

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -146.19534

PM7_Total_Energy_ev -5088.28833

PM7_Electronic_Energy_ev -38008.12881

PM7_Dipole_Debye 5.67565

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.304

PM7_LUMO_Energy_ev -1.114

PM7_COSMO_Area_square_ang 391.1

PM7_COSMO_Volue_cubic_ang 448.68

PM7_Electron_Affinity_ev 1.114

PM7_Ionization_Energy_ev 9.304

PM7_Energy_Gap_ev 8.19

PM7_Global_Hardness_ev 4.095

PM7_Global_Softness_ev 0.2442002442002442

PM7_Chemical_Potential_ev -5.209

PM7_Electronigativity_ev 5.209

PM7_Back_Donation_Energy_ev -1.02375

PM7_Electrophilicity_ev 3.313025763125763

OPENEYE_Name (~{Z})-2-cyano-~{N}-[2-fluoro-4-(6-fluoro-3-pyridyl)-5-[(1~{R})-1-methylpropoxy]phenyl]-3-hydroxy-but-2-enamide

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccc(nc2)F)OC(C)CC

Canonical_SMILES CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccc(nc1)F)F)C

InChI 1/C20H19F2N3O3/c1-4-11(2)28-18-8-17(25-20(27)15(9-23)12(3)26)16(21)7-14(18)13-5-6-19(22)24-10-13/h5-8,10-11,26H,4H2,1-3H3,(H,25,27)/f/h25H

InChI_3D 1S/C20H19F2N3O3/c1-4-11(2)28-18-8-17(25-20(27)15(9-23)12(3)26)16(21)7-14(18)13-5-6-19(22)24-10-13/h5-8,10-11,26H,4H2,1-3H3,(H,25,27)/b15-12-/t11-/m1/s1

AuxInfo 1/1/N:17,18,16,19,2,3,4,5,1,6,20,14,7,8,13,11,9,10,12,15,27,28,21,22,23,25,24,26/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;s2d6;d4s7;s5;d5s8;s4d9;s3;s1;w13;s13;s14;;;s17;s18s19;t1;s6d12;s9s15;d15;s14;s10s20;s11;s12;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;s25;/rC:6.932,-1.029,0;;-.8675,.4975,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,1.5027,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;1.7328,-1.0038,0;3.4768,-.0036,0;-.8675,1.5027,0;6.063,-1.5239,0;6.0572,-2.5239,0;5.1999,-1.0189,0;5.1882,-3.0188,0;-1.1376,-2.4955,0;.8595,-3.5013,0;-.1376,-2.4984,0;.8624,-2.5013,0;7.8009,-.5341,0;0,2.0104,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9203,-3.029,0;.8653,-1.5013,0;4.3442,.4938,0;-1.735,2.0001,0;0,-.5,0;-1.3001,.2469,0;2.6048,.9963,0;2.5938,-2.0088,0;1.3012,1.7514,0;4.9408,-2.5844,0;5.4357,-3.4533,0;4.7538,-3.2663,0;-1.139,-2.9955,0;-1.1361,-1.9955,0;-1.6376,-2.494,0;.3595,-3.4998,0;1.3595,-3.5027,0;.8581,-4.0013,0;-.1361,-1.9984,0;-.139,-2.9984,0;1.3624,-2.5027,0;4.3281,-2.0138,0;7.3547,-2.7815,0;

Duplicates CHEMBL5189698_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.sdf

Formula	C₂₀H₁₉F₂N₃O₃
MW	387.39
InChIKey	XIIFYNJOLAWHNY-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.03
logP	4.57118
PSA	95.24
MR	100.083
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-146.19534
PM7_Total_Energy_ev	-5088.28833
PM7_Electronic_Energy_ev	-38008.12881
PM7_Dipole_Debye	5.67565
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.304
PM7_LUMO_Energy_ev	-1.114
PM7_COSMO_Area_square_ang	391.1
PM7_COSMO_Volue_cubic_ang	448.68
PM7_Electron_Affinity_ev	1.114
PM7_Ionization_Energy_ev	9.304
PM7_Energy_Gap_ev	8.19
PM7_Global_Hardness_ev	4.095
PM7_Global_Softness_ev	0.2442002442002442
PM7_Chemical_Potential_ev	-5.209
PM7_Electronigativity_ev	5.209
PM7_Back_Donation_Energy_ev	-1.02375
PM7_Electrophilicity_ev	3.313025763125763
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[2-fluoro-4-(6-fluoro-3-pyridyl)-5-[(1~{R})-1-methylpropoxy]phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccc(nc2)F)OC(C)CC
Canonical_SMILES	CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccc(nc1)F)F)C
InChI	1/C20H19F2N3O3/c1-4-11(2)28-18-8-17(25-20(27)15(9-23)12(3)26)16(21)7-14(18)13-5-6-19(22)24-10-13/h5-8,10-11,26H,4H2,1-3H3,(H,25,27)/f/h25H
InChI_3D	1S/C20H19F2N3O3/c1-4-11(2)28-18-8-17(25-20(27)15(9-23)12(3)26)16(21)7-14(18)13-5-6-19(22)24-10-13/h5-8,10-11,26H,4H2,1-3H3,(H,25,27)/b15-12-/t11-/m1/s1
AuxInfo	1/1/N:17,18,16,19,2,3,4,5,1,6,20,14,7,8,13,11,9,10,12,15,27,28,21,22,23,25,24,26/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;s2d6;d4s7;s5;d5s8;s4d9;s3;s1;w13;s13;s14;;;s17;s18s19;t1;s6d12;s9s15;d15;s14;s10s20;s11;s12;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s23;s25;/rC:6.932,-1.029,0;;-.8675,.4975,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,1.5027,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;1.7328,-1.0038,0;3.4768,-.0036,0;-.8675,1.5027,0;6.063,-1.5239,0;6.0572,-2.5239,0;5.1999,-1.0189,0;5.1882,-3.0188,0;-1.1376,-2.4955,0;.8595,-3.5013,0;-.1376,-2.4984,0;.8624,-2.5013,0;7.8009,-.5341,0;0,2.0104,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9203,-3.029,0;.8653,-1.5013,0;4.3442,.4938,0;-1.735,2.0001,0;0,-.5,0;-1.3001,.2469,0;2.6048,.9963,0;2.5938,-2.0088,0;1.3012,1.7514,0;4.9408,-2.5844,0;5.4357,-3.4533,0;4.7538,-3.2663,0;-1.139,-2.9955,0;-1.1361,-1.9955,0;-1.6376,-2.494,0;.3595,-3.4998,0;1.3595,-3.5027,0;.8581,-4.0013,0;-.1361,-1.9984,0;-.139,-2.9984,0;1.3624,-2.5027,0;4.3281,-2.0138,0;7.3547,-2.7815,0;
Duplicates	CHEMBL5189698_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189698_s0.sdf