CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191009 (104874)

Formula C₂₂H₂₀N₂O₄

MW 376.41

InChIKey MYQKIWCVEPUPIL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.32

logP 2.642

PSA 81.42

MR 105.088

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -88.61382

PM7_Total_Energy_ev -4525.29857

PM7_Electronic_Energy_ev -37342.51447

PM7_Dipole_Debye 8.15163

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.141

PM7_LUMO_Energy_ev -1.622

PM7_COSMO_Area_square_ang 367.35

PM7_COSMO_Volue_cubic_ang 428.33

PM7_Electron_Affinity_ev 1.622

PM7_Ionization_Energy_ev 9.141

PM7_Energy_Gap_ev 7.519

PM7_Global_Hardness_ev 3.7595

PM7_Global_Softness_ev 0.26599281819390874

PM7_Chemical_Potential_ev -5.3815

PM7_Electronigativity_ev 5.3815

PM7_Back_Donation_Energy_ev -0.939875

PM7_Electrophilicity_ev 3.8516481247506316

OPENEYE_Name (19~{S})-10,19-diethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

SMILES c1ccc2c(c1)c(c3c(n2)-c4cc5c(c(=O)n4C3)COC(=O)C5(CC)O)CC

Canonical_SMILES CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4c(c3Cn1c2=O)CC

InChI 1/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3

InChI_3D 1S/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3/t22-/m0/s1

AuxInfo 1/0/N:19,20,21,22,1,2,3,4,10,16,17,7,5,6,13,12,8,11,9,14,15,18,23,24,25,26,28,27/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;s5d6;d4s5;s6;;s9d10;s10;d12;s13;;s6;s13;s12s15;;;s7s19;s18s20;s8d9;s11s14s16;d14;d15;s15s17;s18;s1;s2;s3;s4;s10;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:;-.0014,-1.009,0;.8682,.5035,0;.8704,-1.5127,0;1.7408,.0045,0;3.4805,.013,0;2.6073,.5096,0;1.7418,-1.004,0;3.4827,-.9957,0;6.0929,-1.4884,0;5.223,-.9888,0;6.9611,-.9837,0;6.9564,.0252,0;6.0859,.5202,0;8.7062,-.9726,0;4.3475,.5248,0;7.8213,.5337,0;7.8357,-1.4818,0;2.5966,2.5096,0;9.6155,-3.5782,0;2.602,1.5096,0;8.9683,-2.8159,0;2.6142,-1.5052,0;5.222,.0166,0;6.0805,1.5202,0;9.576,-1.466,0;8.6966,.0402,0;7.1974,-2.2516,0;-.4331,.2499,0;-.4346,-1.2586,0;.8667,1.0035,0;.8715,-2.0127,0;6.0942,-1.9884,0;4.024,.906,0;4.6684,.9083,0;7.4966,.9139,0;8.1391,.9197,0;2.0966,2.5069,0;3.0966,2.5122,0;2.594,3.0096,0;9.9966,-3.2546,0;9.2343,-3.9018,0;9.939,-3.9594,0;2.102,1.5069,0;3.102,1.5123,0;9.3494,-2.4923,0;8.5871,-3.1395,0;7.3711,-2.7204,0;

Duplicates ChEBI191009

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.sdf

Formula	C₂₂H₂₀N₂O₄
MW	376.41
InChIKey	MYQKIWCVEPUPIL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.32
logP	2.642
PSA	81.42
MR	105.088
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-88.61382
PM7_Total_Energy_ev	-4525.29857
PM7_Electronic_Energy_ev	-37342.51447
PM7_Dipole_Debye	8.15163
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.141
PM7_LUMO_Energy_ev	-1.622
PM7_COSMO_Area_square_ang	367.35
PM7_COSMO_Volue_cubic_ang	428.33
PM7_Electron_Affinity_ev	1.622
PM7_Ionization_Energy_ev	9.141
PM7_Energy_Gap_ev	7.519
PM7_Global_Hardness_ev	3.7595
PM7_Global_Softness_ev	0.26599281819390874
PM7_Chemical_Potential_ev	-5.3815
PM7_Electronigativity_ev	5.3815
PM7_Back_Donation_Energy_ev	-0.939875
PM7_Electrophilicity_ev	3.8516481247506316
OPENEYE_Name	(19~{S})-10,19-diethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
SMILES	c1ccc2c(c1)c(c3c(n2)-c4cc5c(c(=O)n4C3)COC(=O)C5(CC)O)CC
Canonical_SMILES	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4c(c3Cn1c2=O)CC
InChI	1/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3
InChI_3D	1S/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3/t22-/m0/s1
AuxInfo	1/0/N:19,20,21,22,1,2,3,4,10,16,17,7,5,6,13,12,8,11,9,14,15,18,23,24,25,26,28,27/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;s5d6;d4s5;s6;;s9d10;s10;d12;s13;;s6;s13;s12s15;;;s7s19;s18s20;s8d9;s11s14s16;d14;d15;s15s17;s18;s1;s2;s3;s4;s10;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:;-.0014,-1.009,0;.8682,.5035,0;.8704,-1.5127,0;1.7408,.0045,0;3.4805,.013,0;2.6073,.5096,0;1.7418,-1.004,0;3.4827,-.9957,0;6.0929,-1.4884,0;5.223,-.9888,0;6.9611,-.9837,0;6.9564,.0252,0;6.0859,.5202,0;8.7062,-.9726,0;4.3475,.5248,0;7.8213,.5337,0;7.8357,-1.4818,0;2.5966,2.5096,0;9.6155,-3.5782,0;2.602,1.5096,0;8.9683,-2.8159,0;2.6142,-1.5052,0;5.222,.0166,0;6.0805,1.5202,0;9.576,-1.466,0;8.6966,.0402,0;7.1974,-2.2516,0;-.4331,.2499,0;-.4346,-1.2586,0;.8667,1.0035,0;.8715,-2.0127,0;6.0942,-1.9884,0;4.024,.906,0;4.6684,.9083,0;7.4966,.9139,0;8.1391,.9197,0;2.0966,2.5069,0;3.0966,2.5122,0;2.594,3.0096,0;9.9966,-3.2546,0;9.2343,-3.9018,0;9.939,-3.9594,0;2.102,1.5069,0;3.102,1.5123,0;9.3494,-2.4923,0;8.5871,-3.1395,0;7.3711,-2.7204,0;
Duplicates	ChEBI191009
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191009.sdf