CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189922 (2532066)

Formula C₂₀H₂₀N₄O₂

MW 348.4

InChIKey GCGOKLUEIHSPME-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 50

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.74

logP 2.9115

PSA 89.6

MR 102.882

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 34.3929

PM7_Total_Energy_ev -4059.91143

PM7_Electronic_Energy_ev -33487.85508

PM7_Dipole_Debye 3.59934

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.309

PM7_LUMO_Energy_ev -0.906

PM7_COSMO_Area_square_ang 349.24

PM7_COSMO_Volue_cubic_ang 407.83

PM7_Electron_Affinity_ev 0.906

PM7_Ionization_Energy_ev 8.309

PM7_Energy_Gap_ev 7.403

PM7_Global_Hardness_ev 3.7015

PM7_Global_Softness_ev 0.270160745643658

PM7_Chemical_Potential_ev -4.6075

PM7_Electronigativity_ev 4.6075

PM7_Back_Donation_Energy_ev -0.925375

PM7_Electrophilicity_ev 2.867628832905579

OPENEYE_Name (1~{S},2~{R},6~{R},7~{R})-~{N}-(2-aminophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide

SMILES c1ccc(c(c1)N)NC(=O)C23C(C(=NO2)c4cccnc4)C5CCC3C5

Canonical_SMILES Nc1ccccc1NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1

InChI 1/C20H20N4O2/c21-15-5-1-2-6-16(15)23-19(25)20-14-8-7-12(10-14)17(20)18(24-26-20)13-4-3-9-22-11-13/h1-6,9,11-12,14,17H,7-8,10,21H2,(H,23,25)/f/h23H

InChI_3D 1S/C20H20N4O2/c21-15-5-1-2-6-16(15)23-19(25)20-14-8-7-12(10-14)17(20)18(24-26-20)13-4-3-9-22-11-13/h1-6,9,11-12,14,17H,7-8,10,21H2,(H,23,25)/t12-,14+,17-,20-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,14,15,7,16,8,18,9,19,10,11,17,12,13,20,23,21,24,22,25,26/F:m/rA:46cCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;;s4d8;d5;d6s10;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10;s11s13;d13;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;s23;s24;/rC:1.1716,3.6285,0;.2573,3.2234,0;-.4419,-4.1764,0;-.7407,-3.222,0;1.983,3.0439,0;.1533,2.2236,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;1.879,2.0441,0;.9636,1.6289,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;2.6904,1.4596,0;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.2233,4.1258,0;-.1471,3.5174,0;-.7799,-4.5448,0;-1.229,-3.1143,0;2.4392,3.2484,0;-.3039,2.0211,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;2.6401,.9621,0;3.1463,1.6648,0;1.1874,-.4052,0;

Duplicates CHEMBL5189922

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.sdf

Formula	C₂₀H₂₀N₄O₂
MW	348.4
InChIKey	GCGOKLUEIHSPME-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	50
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.74
logP	2.9115
PSA	89.6
MR	102.882
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	34.3929
PM7_Total_Energy_ev	-4059.91143
PM7_Electronic_Energy_ev	-33487.85508
PM7_Dipole_Debye	3.59934
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.309
PM7_LUMO_Energy_ev	-0.906
PM7_COSMO_Area_square_ang	349.24
PM7_COSMO_Volue_cubic_ang	407.83
PM7_Electron_Affinity_ev	0.906
PM7_Ionization_Energy_ev	8.309
PM7_Energy_Gap_ev	7.403
PM7_Global_Hardness_ev	3.7015
PM7_Global_Softness_ev	0.270160745643658
PM7_Chemical_Potential_ev	-4.6075
PM7_Electronigativity_ev	4.6075
PM7_Back_Donation_Energy_ev	-0.925375
PM7_Electrophilicity_ev	2.867628832905579
OPENEYE_Name	(1~{S},2~{R},6~{R},7~{R})-~{N}-(2-aminophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide
SMILES	c1ccc(c(c1)N)NC(=O)C23C(C(=NO2)c4cccnc4)C5CCC3C5
Canonical_SMILES	Nc1ccccc1NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1
InChI	1/C20H20N4O2/c21-15-5-1-2-6-16(15)23-19(25)20-14-8-7-12(10-14)17(20)18(24-26-20)13-4-3-9-22-11-13/h1-6,9,11-12,14,17H,7-8,10,21H2,(H,23,25)/f/h23H
InChI_3D	1S/C20H20N4O2/c21-15-5-1-2-6-16(15)23-19(25)20-14-8-7-12(10-14)17(20)18(24-26-20)13-4-3-9-22-11-13/h1-6,9,11-12,14,17H,7-8,10,21H2,(H,23,25)/t12-,14+,17-,20-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,14,15,7,16,8,18,9,19,10,11,17,12,13,20,23,21,24,22,25,26/F:m/rA:46cCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;;s4d8;d5;d6s10;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10;s11s13;d13;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;s23;s24;/rC:1.1716,3.6285,0;.2573,3.2234,0;-.4419,-4.1764,0;-.7407,-3.222,0;1.983,3.0439,0;.1533,2.2236,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;1.879,2.0441,0;.9636,1.6289,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;2.6904,1.4596,0;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.2233,4.1258,0;-.1471,3.5174,0;-.7799,-4.5448,0;-1.229,-3.1143,0;2.4392,3.2484,0;-.3039,2.0211,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;2.6401,.9621,0;3.1463,1.6648,0;1.1874,-.4052,0;
Duplicates	CHEMBL5189922
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189922.sdf