CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197879 (2540783)

Formula C₂₁H₂₁N₃O₃

MW 363.42

InChIKey YOXXHIRKEFPSRQ-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.37

logP 2.7567

PSA 72.81

MR 104.97

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -4.7809

PM7_Total_Energy_ev -4305.03252

PM7_Electronic_Energy_ev -35085.39491

PM7_Dipole_Debye 4.12842

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.453

PM7_LUMO_Energy_ev -0.908

PM7_COSMO_Area_square_ang 367.96

PM7_COSMO_Volue_cubic_ang 423.93

PM7_Electron_Affinity_ev 0.908

PM7_Ionization_Energy_ev 8.453

PM7_Energy_Gap_ev 7.545

PM7_Global_Hardness_ev 3.7725

PM7_Global_Softness_ev 0.26507620941020543

PM7_Chemical_Potential_ev -4.6805

PM7_Electronigativity_ev 4.6805

PM7_Back_Donation_Energy_ev -0.943125

PM7_Electrophilicity_ev 2.903522895957588

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

SMILES c1cc(cnc1)C2=NOC3(C2C4CCC3C4)C(=O)Nc5ccc(cc5)OC

Canonical_SMILES COc1ccc(cc1)NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1

InChI 1/C21H21N3O3/c1-26-17-8-6-16(7-9-17)23-20(25)21-15-5-4-13(11-15)18(21)19(24-27-21)14-3-2-10-22-12-14/h2-3,6-10,12-13,15,18H,4-5,11H2,1H3,(H,23,25)/f/h23H

InChI_3D 1S/C21H21N3O3/c1-26-17-8-6-16(7-9-17)23-20(25)21-15-5-4-13(11-15)18(21)19(24-27-21)14-3-2-10-22-12-14/h2-3,6-10,12-13,15,18H,4-5,11H2,1H3,(H,23,25)/t13-,15+,18-,21-/m1/s1

AuxInfo 1/1/N:21,1,2,14,15,3,4,5,6,7,16,8,18,9,19,10,11,17,12,13,20,22,24,23,25,27,26/E:(6,7)(8,9)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s2d8;s3d4;s5d6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;;d7s8;d12;s10s13;d13;s20s23;s11s21;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s21;s21;s24;/rC:-.4419,-4.1764,0;-.7407,-3.222,0;.1522,2.2134,0;1.8779,2.034,0;.2562,3.2132,0;1.9819,3.0338,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.1716,3.6285,0;-.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;.4654,5.21,0;1.2224,-3.6553,0;;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.275,4.6231,0;-.7799,-4.5448,0;-1.229,-3.1143,0;-.304,2.0089,0;2.2823,1.7399,0;-.1495,3.5055,0;2.4391,3.2363,0;.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;.1719,4.8052,0;.7588,5.6149,0;.0605,5.5035,0;1.1874,-.4052,0;

Duplicates CHEMBL5197879

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.sdf

Formula	C₂₁H₂₁N₃O₃
MW	363.42
InChIKey	YOXXHIRKEFPSRQ-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.37
logP	2.7567
PSA	72.81
MR	104.97
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-4.7809
PM7_Total_Energy_ev	-4305.03252
PM7_Electronic_Energy_ev	-35085.39491
PM7_Dipole_Debye	4.12842
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.453
PM7_LUMO_Energy_ev	-0.908
PM7_COSMO_Area_square_ang	367.96
PM7_COSMO_Volue_cubic_ang	423.93
PM7_Electron_Affinity_ev	0.908
PM7_Ionization_Energy_ev	8.453
PM7_Energy_Gap_ev	7.545
PM7_Global_Hardness_ev	3.7725
PM7_Global_Softness_ev	0.26507620941020543
PM7_Chemical_Potential_ev	-4.6805
PM7_Electronigativity_ev	4.6805
PM7_Back_Donation_Energy_ev	-0.943125
PM7_Electrophilicity_ev	2.903522895957588
OPENEYE_Name	(1~{S},2~{R},6~{R},7~{R})-~{N}-(4-methoxyphenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide
SMILES	c1cc(cnc1)C2=NOC3(C2C4CCC3C4)C(=O)Nc5ccc(cc5)OC
Canonical_SMILES	COc1ccc(cc1)NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1
InChI	1/C21H21N3O3/c1-26-17-8-6-16(7-9-17)23-20(25)21-15-5-4-13(11-15)18(21)19(24-27-21)14-3-2-10-22-12-14/h2-3,6-10,12-13,15,18H,4-5,11H2,1H3,(H,23,25)/f/h23H
InChI_3D	1S/C21H21N3O3/c1-26-17-8-6-16(7-9-17)23-20(25)21-15-5-4-13(11-15)18(21)19(24-27-21)14-3-2-10-22-12-14/h2-3,6-10,12-13,15,18H,4-5,11H2,1H3,(H,23,25)/t13-,15+,18-,21-/m1/s1
AuxInfo	1/1/N:21,1,2,14,15,3,4,5,6,7,16,8,18,9,19,10,11,17,12,13,20,22,24,23,25,27,26/E:(6,7)(8,9)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s2d8;s3d4;s5d6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;;d7s8;d12;s10s13;d13;s20s23;s11s21;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s21;s21;s24;/rC:-.4419,-4.1764,0;-.7407,-3.222,0;.1522,2.2134,0;1.8779,2.034,0;.2562,3.2132,0;1.9819,3.0338,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.1716,3.6285,0;-.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;.4654,5.21,0;1.2224,-3.6553,0;;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.275,4.6231,0;-.7799,-4.5448,0;-1.229,-3.1143,0;-.304,2.0089,0;2.2823,1.7399,0;-.1495,3.5055,0;2.4391,3.2363,0;.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;.1719,4.8052,0;.7588,5.6149,0;.0605,5.5035,0;1.1874,-.4052,0;
Duplicates	CHEMBL5197879
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197879.sdf