CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193758_t0 (2536295)

Formula C₂₃H₂₃NO₁₁

MW 489.43

InChIKey QRAQZAKJVHPDFA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 15

Unbranched_Chain 7

Chiral_Centers 0

ONatoms 12

HB_Donor 0

HB_Acceptor 5

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 1.86

logP 3.0356

PSA 156.25

MR 119.939

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -274.6651

PM7_Total_Energy_ev -6564.46551

PM7_Electronic_Energy_ev -51999.5975

PM7_Dipole_Debye 6.4608

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.426

PM7_LUMO_Energy_ev -0.918

PM7_COSMO_Area_square_ang 494.85

PM7_COSMO_Volue_cubic_ang 550.68

PM7_Electron_Affinity_ev 0.918

PM7_Ionization_Energy_ev 9.426

PM7_Energy_Gap_ev 8.508

PM7_Global_Hardness_ev 4.254

PM7_Global_Softness_ev 0.23507287259050305

PM7_Chemical_Potential_ev -5.172

PM7_Electronigativity_ev 5.172

PM7_Back_Donation_Energy_ev -1.0635

PM7_Electrophilicity_ev 3.1440507757404794

OPENEYE_Name [2-methoxy-4-[(~{E})-3-[2-(2-nitrooxyethoxy)ethoxy]-3-oxo-prop-1-enyl]phenyl] 2-acetoxybenzoate

SMILES c1ccc(c(c1)C(=O)Oc2ccc(cc2OC)C=CC(=O)OCCOCCO[N+](=O)[O-])OC(=O)C

Canonical_SMILES COc1cc(/C=C/C(=O)OCCOCCO[N](=O)O)ccc1OC(=O)c1ccccc1OC(=O)C

InChI 1/C23H23NO11/c1-16(25)34-19-6-4-3-5-18(19)23(27)35-20-9-7-17(15-21(20)30-2)8-10-22(26)32-13-11-31-12-14-33-24(28)29/h3-10,15H,11-14H2,1-2H3

InChI_3D 1S/C23H24NO11/c1-16(25)34-19-6-4-3-5-18(19)23(27)35-20-9-7-17(15-21(20)30-2)8-10-22(26)32-13-11-31-12-14-33-24(28)29/h3-10,15H,11-14H2,1-2H3,(H,28,29)/b10-8+

AuxInfo 1/0/N:18,19,1,2,3,5,4,13,6,14,21,22,20,23,7,17,8,9,10,11,12,16,15,24,28,27,26,25,29,32,34,33,35,31,30/E:(28,29)/CRV:24.5/rA:58nCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;s4d7;d3;d5s9;s6;s7d11;s8;w13;s9;s14;;s17;;;s20;;s22;;s24;d15;d16;d17;d24;s11s15;s10s17;s12s19;s16s20;s21s22;s23s24;s1;s2;s3;s4;s5;s6;s7;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;/rC:;-.8675,.4975,0;.8675,.4975,0;4.3345,3.4977,0;-.8675,1.5027,0;3.467,3.0002,0;5.202,1.995,0;5.202,3.0002,0;.8675,1.5027,0;0,2.0104,0;3.467,1.995,0;4.3345,1.4873,0;6.0673,3.5015,0;6.9341,3.0027,0;1.735,2.0001,0;7.7994,3.504,0;-.866,3.5104,0;-1.7321,3.0104,0;3.4685,-.0127,0;9.5314,3.5065,0;10.3967,4.0078,0;12.1273,5.0103,0;12.9926,5.5115,0;14.7247,5.5141,0;15.59,6.0153,0;1.7379,3.0001,0;7.7979,4.504,0;-.866,4.5104,0;14.7261,4.5141,0;2.5995,1.4976,0;0,3.0104,0;4.3345,.4873,0;8.6661,3.0053,0;11.262,4.509,0;13.8579,6.0128,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;4.3345,3.9977,0;-1.3012,1.7514,0;3.0344,3.2509,0;5.6358,1.7463,0;6.0666,4.0015,0;6.9348,2.5027,0;-1.9821,3.4434,0;-1.4821,2.5774,0;-2.1651,2.7604,0;3.2185,.4203,0;3.7185,-.4457,0;3.0355,-.2627,0;9.2808,3.9392,0;9.7821,3.0739,0;10.6474,3.5751,0;10.1461,4.4404,0;11.8767,5.4429,0;12.378,4.5776,0;13.2433,5.0789,0;12.742,5.9442,0;

Duplicates CHEMBL5193758_t0;CHEMBL5193758_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.sdf

Formula	C₂₃H₂₃NO₁₁
MW	489.43
InChIKey	QRAQZAKJVHPDFA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	15
Unbranched_Chain	7
Chiral_Centers	0
ONatoms	12
HB_Donor	0
HB_Acceptor	5
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	1.86
logP	3.0356
PSA	156.25
MR	119.939
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-274.6651
PM7_Total_Energy_ev	-6564.46551
PM7_Electronic_Energy_ev	-51999.5975
PM7_Dipole_Debye	6.4608
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.426
PM7_LUMO_Energy_ev	-0.918
PM7_COSMO_Area_square_ang	494.85
PM7_COSMO_Volue_cubic_ang	550.68
PM7_Electron_Affinity_ev	0.918
PM7_Ionization_Energy_ev	9.426
PM7_Energy_Gap_ev	8.508
PM7_Global_Hardness_ev	4.254
PM7_Global_Softness_ev	0.23507287259050305
PM7_Chemical_Potential_ev	-5.172
PM7_Electronigativity_ev	5.172
PM7_Back_Donation_Energy_ev	-1.0635
PM7_Electrophilicity_ev	3.1440507757404794
OPENEYE_Name	[2-methoxy-4-[(~{E})-3-[2-(2-nitrooxyethoxy)ethoxy]-3-oxo-prop-1-enyl]phenyl] 2-acetoxybenzoate
SMILES	c1ccc(c(c1)C(=O)Oc2ccc(cc2OC)C=CC(=O)OCCOCCO[N+](=O)[O-])OC(=O)C
Canonical_SMILES	COc1cc(/C=C/C(=O)OCCOCCO[N](=O)O)ccc1OC(=O)c1ccccc1OC(=O)C
InChI	1/C23H23NO11/c1-16(25)34-19-6-4-3-5-18(19)23(27)35-20-9-7-17(15-21(20)30-2)8-10-22(26)32-13-11-31-12-14-33-24(28)29/h3-10,15H,11-14H2,1-2H3
InChI_3D	1S/C23H24NO11/c1-16(25)34-19-6-4-3-5-18(19)23(27)35-20-9-7-17(15-21(20)30-2)8-10-22(26)32-13-11-31-12-14-33-24(28)29/h3-10,15H,11-14H2,1-2H3,(H,28,29)/b10-8+
AuxInfo	1/0/N:18,19,1,2,3,5,4,13,6,14,21,22,20,23,7,17,8,9,10,11,12,16,15,24,28,27,26,25,29,32,34,33,35,31,30/E:(28,29)/CRV:24.5/rA:58nCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;s4d7;d3;d5s9;s6;s7d11;s8;w13;s9;s14;;s17;;;s20;;s22;;s24;d15;d16;d17;d24;s11s15;s10s17;s12s19;s16s20;s21s22;s23s24;s1;s2;s3;s4;s5;s6;s7;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;/rC:;-.8675,.4975,0;.8675,.4975,0;4.3345,3.4977,0;-.8675,1.5027,0;3.467,3.0002,0;5.202,1.995,0;5.202,3.0002,0;.8675,1.5027,0;0,2.0104,0;3.467,1.995,0;4.3345,1.4873,0;6.0673,3.5015,0;6.9341,3.0027,0;1.735,2.0001,0;7.7994,3.504,0;-.866,3.5104,0;-1.7321,3.0104,0;3.4685,-.0127,0;9.5314,3.5065,0;10.3967,4.0078,0;12.1273,5.0103,0;12.9926,5.5115,0;14.7247,5.5141,0;15.59,6.0153,0;1.7379,3.0001,0;7.7979,4.504,0;-.866,4.5104,0;14.7261,4.5141,0;2.5995,1.4976,0;0,3.0104,0;4.3345,.4873,0;8.6661,3.0053,0;11.262,4.509,0;13.8579,6.0128,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;4.3345,3.9977,0;-1.3012,1.7514,0;3.0344,3.2509,0;5.6358,1.7463,0;6.0666,4.0015,0;6.9348,2.5027,0;-1.9821,3.4434,0;-1.4821,2.5774,0;-2.1651,2.7604,0;3.2185,.4203,0;3.7185,-.4457,0;3.0355,-.2627,0;9.2808,3.9392,0;9.7821,3.0739,0;10.6474,3.5751,0;10.1461,4.4404,0;11.8767,5.4429,0;12.378,4.5776,0;13.2433,5.0789,0;12.742,5.9442,0;
Duplicates	CHEMBL5193758_t0;CHEMBL5193758_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193758_t0.sdf