CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198888_s0 (2541836)

Formula C₂₃H₂₅FN₂O₄

MW 412.46

InChIKey XOGAQFKPUIHLBQ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.05

logP 5.43578

PSA 91.58

MR 113.629

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -155.85162

PM7_Total_Energy_ev -5181.31758

PM7_Electronic_Energy_ev -42693.52575

PM7_Dipole_Debye 3.73156

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.864

PM7_LUMO_Energy_ev -0.941

PM7_COSMO_Area_square_ang 431.75

PM7_COSMO_Volue_cubic_ang 508.59

PM7_Electron_Affinity_ev 0.941

PM7_Ionization_Energy_ev 8.864

PM7_Energy_Gap_ev 7.923

PM7_Global_Hardness_ev 3.9615

PM7_Global_Softness_ev 0.25242963523917705

PM7_Chemical_Potential_ev -4.9025

PM7_Electronigativity_ev 4.9025

PM7_Back_Donation_Energy_ev -0.990375

PM7_Electrophilicity_ev 3.033510822920611

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

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OC(C)CCC

Canonical_SMILES CCC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F)C

InChI 1/C23H25FN2O4/c1-5-7-14(2)30-22-12-21(26-23(28)19(13-25)15(3)27)20(24)11-18(22)16-8-6-9-17(10-16)29-4/h6,8-12,14,27H,5,7H2,1-4H3,(H,26,28)/f/h26H

InChI_3D 1S/C23H25FN2O4/c1-5-7-14(2)30-22-12-21(26-23(28)19(13-25)15(3)27)20(24)11-18(22)16-8-6-9-17(10-16)29-4/h6,8-12,14,27H,5,7H2,1-4H3,(H,26,28)/b19-15-/t14-/m1/s1

AuxInfo 1/1/N:18,19,17,20,21,2,22,3,4,5,6,7,1,23,15,8,11,9,14,13,10,12,16,30,24,25,27,26,28,29/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;;s18;s21;s19s22;t1;s10s16;d16;s15;s11s20;s12s23;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s25;s27;/rC:6.0572,-2.5239,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.932,-1.029,0;5.1999,-1.0189,0;7.795,-1.5341,0;.8537,-5.5013,0;-.1376,-2.4984,0;-.866,3.5104,0;.8566,-4.5013,0;.8595,-3.5013,0;.8624,-2.5013,0;6.0513,-3.5239,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9378,-.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;7.5425,-1.9656,0;8.0476,-1.1025,0;8.2266,-1.7866,0;1.3537,-5.5027,0;.3537,-5.4998,0;.8523,-6.0013,0;-.1361,-1.9984,0;-.139,-2.9984,0;-.6376,-2.4969,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3566,-4.4998,0;1.3566,-4.5027,0;.3595,-3.4998,0;1.3595,-3.5027,0;1.3624,-2.5027,0;4.3281,-2.0138,0;6.5063,.2235,0;

Duplicates CHEMBL5198888_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.sdf

Formula	C₂₃H₂₅FN₂O₄
MW	412.46
InChIKey	XOGAQFKPUIHLBQ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.05
logP	5.43578
PSA	91.58
MR	113.629
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-155.85162
PM7_Total_Energy_ev	-5181.31758
PM7_Electronic_Energy_ev	-42693.52575
PM7_Dipole_Debye	3.73156
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.864
PM7_LUMO_Energy_ev	-0.941
PM7_COSMO_Area_square_ang	431.75
PM7_COSMO_Volue_cubic_ang	508.59
PM7_Electron_Affinity_ev	0.941
PM7_Ionization_Energy_ev	8.864
PM7_Energy_Gap_ev	7.923
PM7_Global_Hardness_ev	3.9615
PM7_Global_Softness_ev	0.25242963523917705
PM7_Chemical_Potential_ev	-4.9025
PM7_Electronigativity_ev	4.9025
PM7_Back_Donation_Energy_ev	-0.990375
PM7_Electrophilicity_ev	3.033510822920611
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[2-fluoro-4-(3-methoxyphenyl)-5-[(1~{R})-1-methylbutoxy]phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OC(C)CCC
Canonical_SMILES	CCC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F)C
InChI	1/C23H25FN2O4/c1-5-7-14(2)30-22-12-21(26-23(28)19(13-25)15(3)27)20(24)11-18(22)16-8-6-9-17(10-16)29-4/h6,8-12,14,27H,5,7H2,1-4H3,(H,26,28)/f/h26H
InChI_3D	1S/C23H25FN2O4/c1-5-7-14(2)30-22-12-21(26-23(28)19(13-25)15(3)27)20(24)11-18(22)16-8-6-9-17(10-16)29-4/h6,8-12,14,27H,5,7H2,1-4H3,(H,26,28)/b19-15-/t14-/m1/s1
AuxInfo	1/1/N:18,19,17,20,21,2,22,3,4,5,6,7,1,23,15,8,11,9,14,13,10,12,16,30,24,25,27,26,28,29/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;;s18;s21;s19s22;t1;s10s16;d16;s15;s11s20;s12s23;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s25;s27;/rC:6.0572,-2.5239,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.932,-1.029,0;5.1999,-1.0189,0;7.795,-1.5341,0;.8537,-5.5013,0;-.1376,-2.4984,0;-.866,3.5104,0;.8566,-4.5013,0;.8595,-3.5013,0;.8624,-2.5013,0;6.0513,-3.5239,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9378,-.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;7.5425,-1.9656,0;8.0476,-1.1025,0;8.2266,-1.7866,0;1.3537,-5.5027,0;.3537,-5.4998,0;.8523,-6.0013,0;-.1361,-1.9984,0;-.139,-2.9984,0;-.6376,-2.4969,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3566,-4.4998,0;1.3566,-4.5027,0;.3595,-3.4998,0;1.3595,-3.5027,0;1.3624,-2.5027,0;4.3281,-2.0138,0;6.5063,.2235,0;
Duplicates	CHEMBL5198888_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198888_s0.sdf