CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198529 (2541452)

Formula C₂₃H₂₀N₆O₃

MW 428.45

InChIKey PIKQSIMLJLSGLU-ZFAKBIADNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.04

logP 5.3491

PSA 135.17

MR 123.978

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 45.17542

PM7_Total_Energy_ev -5095.39168

PM7_Electronic_Energy_ev -40909.07667

PM7_Dipole_Debye 12.87412

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.423

PM7_LUMO_Energy_ev -0.85

PM7_COSMO_Area_square_ang 443.07

PM7_COSMO_Volue_cubic_ang 494.75

PM7_Electron_Affinity_ev 0.85

PM7_Ionization_Energy_ev 8.423

PM7_Energy_Gap_ev 7.573

PM7_Global_Hardness_ev 3.7865

PM7_Global_Softness_ev 0.264096130991681

PM7_Chemical_Potential_ev -4.6365

PM7_Electronigativity_ev 4.6365

PM7_Back_Donation_Energy_ev -0.946625

PM7_Electrophilicity_ev 2.8386547273207445

OPENEYE_Name ~{N}-[3-[[4-(3-amino-6-methyl-isoxazolo[3,4-b]pyridin-4-yl)phenyl]carbamoylamino]phenyl]prop-2-enamide

SMILES c1cc(cc(c1)NC(=O)Nc2ccc(cc2)c3cc(nc4c3c(on4)N)C)NC(=O)C=C

Canonical_SMILES C=CC(=O)Nc1cccc(c1)NC(=O)Nc1ccc(cc1)c1cc(C)nc2c1c(N)on2

InChI 1/C23H20N6O3/c1-3-19(30)26-16-5-4-6-17(12-16)28-23(31)27-15-9-7-14(8-10-15)18-11-13(2)25-22-20(18)21(24)32-29-22/h3-12H,1,24H2,2H3,(H,26,30)(H2,27,28,31)/f/h26-28H

InChI_3D 1S/C23H20N6O3/c1-3-19(30)26-16-5-4-6-17(12-16)28-23(31)27-15-9-7-14(8-10-15)18-11-13(2)25-22-20(18)21(24)32-29-22/h3-12H,1,24H2,2H3,(H,26,30)(H2,27,28,31)

AuxInfo 1/1/N:19,23,20,1,4,5,2,3,6,7,8,9,16,11,13,14,15,12,21,10,18,17,22,26,24,27,28,29,25,30,31,32/E:(7,8)(9,10)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;;;s2d3;d8s10s11;s6d7;s4d9;d5s9;s8;s10;d10;;d19;s20;;s16;d16s17;d17;s18;s14s21;s13s22;s15s22;d21;d22;s18s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s23;s23;s23;s26;s26;s27;s28;s29;/rC:3.4765,8.776,0;.0005,2.7554,0;1.7355,2.7554,0;4.3411,8.2735,0;2.606,8.2734,0;.0005,3.7606,0;1.7355,3.7606,0;;3.4735,6.7709,0;1.736,0,0;.868,2.2579,0;.868,.5079,0;.868,4.2683,0;4.344,7.2735,0;2.6001,7.2683,0;0,-1.0058,0;1.736,-1.0071,0;2.6938,.311,0;7.8081,7.2785,0;6.9428,6.7772,0;6.0761,7.276,0;1.734,5.7683,0;-.8653,-1.507,0;.868,-1.5037,0;2.6938,-1.3184,0;3.0029,1.262,0;5.2108,6.7747,0;.868,5.2683,0;1.734,6.7683,0;6.0746,8.276,0;2.6001,5.2683,0;3.2858,-.5036,0;3.4772,9.276,0;-.4321,2.5048,0;2.1681,2.5048,0;4.7741,8.5235,0;2.1737,8.5247,0;-.4332,4.0093,0;2.1692,4.0093,0;-.4337,.2487,0;3.475,6.2709,0;8.2415,7.0291,0;7.8074,7.7785,0;6.9435,6.2772,0;-.6147,-1.9397,0;-1.298,-1.7576,0;-1.1159,-1.0744,0;2.6683,1.6336,0;3.4919,1.366,0;5.2115,6.2747,0;.435,5.5183,0;1.301,7.0183,0;

Duplicates CHEMBL5198529

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.sdf

Formula	C₂₃H₂₀N₆O₃
MW	428.45
InChIKey	PIKQSIMLJLSGLU-ZFAKBIADNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.04
logP	5.3491
PSA	135.17
MR	123.978
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	45.17542
PM7_Total_Energy_ev	-5095.39168
PM7_Electronic_Energy_ev	-40909.07667
PM7_Dipole_Debye	12.87412
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.423
PM7_LUMO_Energy_ev	-0.85
PM7_COSMO_Area_square_ang	443.07
PM7_COSMO_Volue_cubic_ang	494.75
PM7_Electron_Affinity_ev	0.85
PM7_Ionization_Energy_ev	8.423
PM7_Energy_Gap_ev	7.573
PM7_Global_Hardness_ev	3.7865
PM7_Global_Softness_ev	0.264096130991681
PM7_Chemical_Potential_ev	-4.6365
PM7_Electronigativity_ev	4.6365
PM7_Back_Donation_Energy_ev	-0.946625
PM7_Electrophilicity_ev	2.8386547273207445
OPENEYE_Name	~{N}-[3-[[4-(3-amino-6-methyl-isoxazolo[3,4-b]pyridin-4-yl)phenyl]carbamoylamino]phenyl]prop-2-enamide
SMILES	c1cc(cc(c1)NC(=O)Nc2ccc(cc2)c3cc(nc4c3c(on4)N)C)NC(=O)C=C
Canonical_SMILES	C=CC(=O)Nc1cccc(c1)NC(=O)Nc1ccc(cc1)c1cc(C)nc2c1c(N)on2
InChI	1/C23H20N6O3/c1-3-19(30)26-16-5-4-6-17(12-16)28-23(31)27-15-9-7-14(8-10-15)18-11-13(2)25-22-20(18)21(24)32-29-22/h3-12H,1,24H2,2H3,(H,26,30)(H2,27,28,31)/f/h26-28H
InChI_3D	1S/C23H20N6O3/c1-3-19(30)26-16-5-4-6-17(12-16)28-23(31)27-15-9-7-14(8-10-15)18-11-13(2)25-22-20(18)21(24)32-29-22/h3-12H,1,24H2,2H3,(H,26,30)(H2,27,28,31)
AuxInfo	1/1/N:19,23,20,1,4,5,2,3,6,7,8,9,16,11,13,14,15,12,21,10,18,17,22,26,24,27,28,29,25,30,31,32/E:(7,8)(9,10)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;;;s2d3;d8s10s11;s6d7;s4d9;d5s9;s8;s10;d10;;d19;s20;;s16;d16s17;d17;s18;s14s21;s13s22;s15s22;d21;d22;s18s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s23;s23;s23;s26;s26;s27;s28;s29;/rC:3.4765,8.776,0;.0005,2.7554,0;1.7355,2.7554,0;4.3411,8.2735,0;2.606,8.2734,0;.0005,3.7606,0;1.7355,3.7606,0;;3.4735,6.7709,0;1.736,0,0;.868,2.2579,0;.868,.5079,0;.868,4.2683,0;4.344,7.2735,0;2.6001,7.2683,0;0,-1.0058,0;1.736,-1.0071,0;2.6938,.311,0;7.8081,7.2785,0;6.9428,6.7772,0;6.0761,7.276,0;1.734,5.7683,0;-.8653,-1.507,0;.868,-1.5037,0;2.6938,-1.3184,0;3.0029,1.262,0;5.2108,6.7747,0;.868,5.2683,0;1.734,6.7683,0;6.0746,8.276,0;2.6001,5.2683,0;3.2858,-.5036,0;3.4772,9.276,0;-.4321,2.5048,0;2.1681,2.5048,0;4.7741,8.5235,0;2.1737,8.5247,0;-.4332,4.0093,0;2.1692,4.0093,0;-.4337,.2487,0;3.475,6.2709,0;8.2415,7.0291,0;7.8074,7.7785,0;6.9435,6.2772,0;-.6147,-1.9397,0;-1.298,-1.7576,0;-1.1159,-1.0744,0;2.6683,1.6336,0;3.4919,1.366,0;5.2115,6.2747,0;.435,5.5183,0;1.301,7.0183,0;
Duplicates	CHEMBL5198529
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198529.sdf