CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186678 (2528548)

Formula C₂₃H₁₇N₃O₅

MW 415.4

InChIKey MDNJWGXJRSZRCB-DOWLYPPSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.14

logP 4.01398

PSA 132.43

MR 112.58

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -75.67667

PM7_Total_Energy_ev -5088.0436

PM7_Electronic_Energy_ev -37833.55588

PM7_Dipole_Debye 4.1651

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.222

PM7_LUMO_Energy_ev -1.954

PM7_COSMO_Area_square_ang 434.16

PM7_COSMO_Volue_cubic_ang 472.79

PM7_Electron_Affinity_ev 1.954

PM7_Ionization_Energy_ev 9.222

PM7_Energy_Gap_ev 7.268

PM7_Global_Hardness_ev 3.634

PM7_Global_Softness_ev 0.275178866263071

PM7_Chemical_Potential_ev -5.588

PM7_Electronigativity_ev 5.588

PM7_Back_Donation_Energy_ev -0.9085

PM7_Electrophilicity_ev 4.296332416070446

OPENEYE_Name 4-[5-[(~{E})-2-cyano-3-[3-(methylcarbamoyl)anilino]-3-oxo-prop-1-enyl]-2-furyl]benzoic acid

SMILES C(#N)C(=Cc1ccc(o1)c2ccc(cc2)C(=O)O)C(=O)Nc3cccc(c3)C(=O)NC

Canonical_SMILES N#C/C(=Cc1ccc(o1)c1ccc(cc1)C(=O)O)/C(=O)Nc1cccc(c1)C(=O)NC

InChI 1/C23H17N3O5/c1-25-21(27)16-3-2-4-18(11-16)26-22(28)17(13-24)12-19-9-10-20(31-19)14-5-7-15(8-6-14)23(29)30/h2-12H,1H3,(H,25,27)(H,26,28)(H,29,30)/f/h25-26,29H

InChI_3D 1S/C23H17N3O5/c1-25-21(27)16-3-2-4-18(11-16)26-22(28)17(13-24)12-19-9-10-20(31-19)14-5-7-15(8-6-14)23(29)30/h2-12H,1H3,(H,25,27)(H,26,28)(H,29,30)/b17-12+

AuxInfo 1/1/N:23,2,5,8,3,4,6,7,10,9,11,18,1,12,13,14,19,15,17,16,20,22,21,24,26,25,27,29,28,31,30/E:(5,6)(7,8)(29,30)/F:23,2,5,8,3,4,6,7,10,9,11,18,1,12,13,14,19,15,17,16,20,22,21,24,26,25,27,29,31,28,30/E:(5,6)(7,8)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHH/rB:;;;d2;d3;s4;s2;;s9;;s3d4;s6d7;s5d11;d8s11;d9s12;d10;s17;s1w18;s14;s13;s19;;t1;s15s22;s20s23;d20;d21;d22;s16s17;s21;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s18;s23;s23;s23;s25;s26;s31;/rC:1.7319,2.9075,0;6.2928,3.4706,0;-1.9986,.5888,0;-1.4632,2.2391,0;6.4992,4.4491,0;-2.9548,.899,0;-2.4193,2.5493,0;5.3363,3.1614,0;;1.0015,0,0;4.8025,4.8122,0;-1.2577,1.2604,0;-3.1699,1.8809,0;5.7589,5.1215,0;4.5863,3.8306,0;-.3065,.9518,0;1.3133,.9518,0;2.2648,1.2595,0;2.4741,2.2373,0;5.9696,6.099,0;-4.1211,2.1895,0;3.4256,2.545,0;5.4391,7.7478,0;.9897,3.5777,0;3.6348,3.5229,0;5.2284,6.7703,0;6.9216,6.4053,0;-4.3294,3.1676,0;4.1678,1.8749,0;.5008,1.5426,0;-4.864,1.5201,0;6.6643,3.1361,0;-1.8938,.0999,0;-1.0912,2.5733,0;6.9749,4.603,0;-3.3252,.5632,0;-2.522,3.0387,0;5.2331,2.6721,0;-.2944,-.4041,0;1.2949,-.4049,0;4.4324,5.1484,0;2.6359,.9244,0;4.9503,7.8532,0;5.9279,7.6425,0;5.5444,8.2366,0;3.2637,3.858,0;4.7524,6.6171,0;-5.3396,1.6744,0;

Duplicates CHEMBL5186678

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.sdf

Formula	C₂₃H₁₇N₃O₅
MW	415.4
InChIKey	MDNJWGXJRSZRCB-DOWLYPPSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.14
logP	4.01398
PSA	132.43
MR	112.58
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-75.67667
PM7_Total_Energy_ev	-5088.0436
PM7_Electronic_Energy_ev	-37833.55588
PM7_Dipole_Debye	4.1651
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.222
PM7_LUMO_Energy_ev	-1.954
PM7_COSMO_Area_square_ang	434.16
PM7_COSMO_Volue_cubic_ang	472.79
PM7_Electron_Affinity_ev	1.954
PM7_Ionization_Energy_ev	9.222
PM7_Energy_Gap_ev	7.268
PM7_Global_Hardness_ev	3.634
PM7_Global_Softness_ev	0.275178866263071
PM7_Chemical_Potential_ev	-5.588
PM7_Electronigativity_ev	5.588
PM7_Back_Donation_Energy_ev	-0.9085
PM7_Electrophilicity_ev	4.296332416070446
OPENEYE_Name	4-[5-[(~{E})-2-cyano-3-[3-(methylcarbamoyl)anilino]-3-oxo-prop-1-enyl]-2-furyl]benzoic acid
SMILES	C(#N)C(=Cc1ccc(o1)c2ccc(cc2)C(=O)O)C(=O)Nc3cccc(c3)C(=O)NC
Canonical_SMILES	N#C/C(=Cc1ccc(o1)c1ccc(cc1)C(=O)O)/C(=O)Nc1cccc(c1)C(=O)NC
InChI	1/C23H17N3O5/c1-25-21(27)16-3-2-4-18(11-16)26-22(28)17(13-24)12-19-9-10-20(31-19)14-5-7-15(8-6-14)23(29)30/h2-12H,1H3,(H,25,27)(H,26,28)(H,29,30)/f/h25-26,29H
InChI_3D	1S/C23H17N3O5/c1-25-21(27)16-3-2-4-18(11-16)26-22(28)17(13-24)12-19-9-10-20(31-19)14-5-7-15(8-6-14)23(29)30/h2-12H,1H3,(H,25,27)(H,26,28)(H,29,30)/b17-12+
AuxInfo	1/1/N:23,2,5,8,3,4,6,7,10,9,11,18,1,12,13,14,19,15,17,16,20,22,21,24,26,25,27,29,28,31,30/E:(5,6)(7,8)(29,30)/F:23,2,5,8,3,4,6,7,10,9,11,18,1,12,13,14,19,15,17,16,20,22,21,24,26,25,27,29,31,28,30/E:(5,6)(7,8)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHH/rB:;;;d2;d3;s4;s2;;s9;;s3d4;s6d7;s5d11;d8s11;d9s12;d10;s17;s1w18;s14;s13;s19;;t1;s15s22;s20s23;d20;d21;d22;s16s17;s21;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s18;s23;s23;s23;s25;s26;s31;/rC:1.7319,2.9075,0;6.2928,3.4706,0;-1.9986,.5888,0;-1.4632,2.2391,0;6.4992,4.4491,0;-2.9548,.899,0;-2.4193,2.5493,0;5.3363,3.1614,0;;1.0015,0,0;4.8025,4.8122,0;-1.2577,1.2604,0;-3.1699,1.8809,0;5.7589,5.1215,0;4.5863,3.8306,0;-.3065,.9518,0;1.3133,.9518,0;2.2648,1.2595,0;2.4741,2.2373,0;5.9696,6.099,0;-4.1211,2.1895,0;3.4256,2.545,0;5.4391,7.7478,0;.9897,3.5777,0;3.6348,3.5229,0;5.2284,6.7703,0;6.9216,6.4053,0;-4.3294,3.1676,0;4.1678,1.8749,0;.5008,1.5426,0;-4.864,1.5201,0;6.6643,3.1361,0;-1.8938,.0999,0;-1.0912,2.5733,0;6.9749,4.603,0;-3.3252,.5632,0;-2.522,3.0387,0;5.2331,2.6721,0;-.2944,-.4041,0;1.2949,-.4049,0;4.4324,5.1484,0;2.6359,.9244,0;4.9503,7.8532,0;5.9279,7.6425,0;5.5444,8.2366,0;3.2637,3.858,0;4.7524,6.6171,0;-5.3396,1.6744,0;
Duplicates	CHEMBL5186678
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186678.sdf