CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195299 (2537996)

Formula C₂₂H₂₂N₂O₄

MW 378.43

InChIKey OTYRMXHYDGZOQY-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.97

logP 3.2822

PSA 69.56

MR 108.697

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -76.07257

PM7_Total_Energy_ev -4551.53879

PM7_Electronic_Energy_ev -34446.6794

PM7_Dipole_Debye 5.42515

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.793

PM7_LUMO_Energy_ev -0.515

PM7_COSMO_Area_square_ang 414.6

PM7_COSMO_Volue_cubic_ang 457.74

PM7_Electron_Affinity_ev 0.515

PM7_Ionization_Energy_ev 8.793

PM7_Energy_Gap_ev 8.278

PM7_Global_Hardness_ev 4.139

PM7_Global_Softness_ev 0.24160425223483933

PM7_Chemical_Potential_ev -4.654

PM7_Electronigativity_ev 4.654

PM7_Back_Donation_Energy_ev -1.03475

PM7_Electrophilicity_ev 2.6165397438994926

OPENEYE_Name (~{E})-~{N}-benzyl-4-(6,7-dimethoxy-1-oxo-2-isoquinolyl)but-2-enamide

SMILES c1ccc(cc1)CNC(=O)C=CCn2ccc3cc(c(cc3c2=O)OC)OC

Canonical_SMILES COc1cc2c(cc1OC)ccn(c2=O)C/C=C/C(=O)NCc1ccccc1

InChI 1/C22H22N2O4/c1-27-19-13-17-10-12-24(22(26)18(17)14-20(19)28-2)11-6-9-21(25)23-15-16-7-4-3-5-8-16/h3-10,12-14H,11,15H2,1-2H3,(H,23,25)/f/h23H

InChI_3D 1S/C22H22N2O4/c1-27-19-13-17-10-12-24(22(26)18(17)14-20(19)28-2)11-6-9-21(25)23-15-16-7-4-3-5-8-16/h3-10,12-14H,11,15H2,1-2H3,(H,23,25)/b9-6+

AuxInfo 1/1/N:19,20,1,2,3,17,4,5,16,13,22,14,6,7,21,10,8,9,11,12,18,15,24,23,26,25,27,28/E:(4,5)(7,8)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d7s8;d4s5;s6;s7d11;s8;d13;s9;;w16;s16;;;s10;s17;s14s15s22;s18s21;d15;d18;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s24;/rC:11.3013,3.4649,0;11.2989,2.4649,0;10.4394,3.9721,0;10.4257,1.967,0;9.5662,3.4741,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;9.5549,2.469,0;;0,1.0089,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6125,1.5125,0;6.0855,1.4875,0;5.2222,1.9921,0;6.9542,1.9829,0;-.8638,-1.5013,0;-.8705,2.5063,0;8.6862,1.9737,0;4.3535,1.4968,0;3.4848,1.0014,0;7.8175,1.4783,0;2.6154,2.5125,0;6.9595,2.9829,0;-.8653,-.5013,0;-.8675,1.5063,0;11.7356,3.7126,0;11.7309,2.2132,0;10.4428,4.4721,0;10.4245,1.467,0;9.1353,3.7277,0;.8712,-.9993,0;.8707,2.0185,0;2.6011,-1.0053,0;3.9121,-.2597,0;6.0828,.9875,0;5.2248,2.4921,0;-.3638,-1.5005,0;-1.3638,-1.502,0;-.8631,-2.0013,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;8.9339,1.5393,0;8.4385,2.408,0;4.6012,1.0624,0;4.1058,1.9311,0;7.8149,.9783,0;

Duplicates CHEMBL5195299

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.sdf

Formula	C₂₂H₂₂N₂O₄
MW	378.43
InChIKey	OTYRMXHYDGZOQY-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.97
logP	3.2822
PSA	69.56
MR	108.697
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-76.07257
PM7_Total_Energy_ev	-4551.53879
PM7_Electronic_Energy_ev	-34446.6794
PM7_Dipole_Debye	5.42515
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.793
PM7_LUMO_Energy_ev	-0.515
PM7_COSMO_Area_square_ang	414.6
PM7_COSMO_Volue_cubic_ang	457.74
PM7_Electron_Affinity_ev	0.515
PM7_Ionization_Energy_ev	8.793
PM7_Energy_Gap_ev	8.278
PM7_Global_Hardness_ev	4.139
PM7_Global_Softness_ev	0.24160425223483933
PM7_Chemical_Potential_ev	-4.654
PM7_Electronigativity_ev	4.654
PM7_Back_Donation_Energy_ev	-1.03475
PM7_Electrophilicity_ev	2.6165397438994926
OPENEYE_Name	(~{E})-~{N}-benzyl-4-(6,7-dimethoxy-1-oxo-2-isoquinolyl)but-2-enamide
SMILES	c1ccc(cc1)CNC(=O)C=CCn2ccc3cc(c(cc3c2=O)OC)OC
Canonical_SMILES	COc1cc2c(cc1OC)ccn(c2=O)C/C=C/C(=O)NCc1ccccc1
InChI	1/C22H22N2O4/c1-27-19-13-17-10-12-24(22(26)18(17)14-20(19)28-2)11-6-9-21(25)23-15-16-7-4-3-5-8-16/h3-10,12-14H,11,15H2,1-2H3,(H,23,25)/f/h23H
InChI_3D	1S/C22H22N2O4/c1-27-19-13-17-10-12-24(22(26)18(17)14-20(19)28-2)11-6-9-21(25)23-15-16-7-4-3-5-8-16/h3-10,12-14H,11,15H2,1-2H3,(H,23,25)/b9-6+
AuxInfo	1/1/N:19,20,1,2,3,17,4,5,16,13,22,14,6,7,21,10,8,9,11,12,18,15,24,23,26,25,27,28/E:(4,5)(7,8)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d7s8;d4s5;s6;s7d11;s8;d13;s9;;w16;s16;;;s10;s17;s14s15s22;s18s21;d15;d18;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s24;/rC:11.3013,3.4649,0;11.2989,2.4649,0;10.4394,3.9721,0;10.4257,1.967,0;9.5662,3.4741,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;9.5549,2.469,0;;0,1.0089,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6125,1.5125,0;6.0855,1.4875,0;5.2222,1.9921,0;6.9542,1.9829,0;-.8638,-1.5013,0;-.8705,2.5063,0;8.6862,1.9737,0;4.3535,1.4968,0;3.4848,1.0014,0;7.8175,1.4783,0;2.6154,2.5125,0;6.9595,2.9829,0;-.8653,-.5013,0;-.8675,1.5063,0;11.7356,3.7126,0;11.7309,2.2132,0;10.4428,4.4721,0;10.4245,1.467,0;9.1353,3.7277,0;.8712,-.9993,0;.8707,2.0185,0;2.6011,-1.0053,0;3.9121,-.2597,0;6.0828,.9875,0;5.2248,2.4921,0;-.3638,-1.5005,0;-1.3638,-1.502,0;-.8631,-2.0013,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;8.9339,1.5393,0;8.4385,2.408,0;4.6012,1.0624,0;4.1058,1.9311,0;7.8149,.9783,0;
Duplicates	CHEMBL5195299
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195299.sdf