CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187424 (101847)

Formula C₂₂H₃₂O₆

MW 392.49

InChIKey KTZHAQYYTVLGSR-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 15

Unbranched_Chain 11

Chiral_Centers 5

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.65

logP 4.8496

PSA 85.22

MR 108.343

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -104.30936

PM7_Total_Energy_ev -4899.62962

PM7_Electronic_Energy_ev -43422.02206

PM7_Dipole_Debye 2.66883

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.581

PM7_LUMO_Energy_ev 0.365

PM7_COSMO_Area_square_ang 388.87

PM7_COSMO_Volue_cubic_ang 518.83

PM7_Electron_Affinity_ev -0.365

PM7_Ionization_Energy_ev 9.581

PM7_Energy_Gap_ev 9.946

PM7_Global_Hardness_ev 4.973

PM7_Global_Softness_ev 0.20108586366378445

PM7_Chemical_Potential_ev -4.608

PM7_Electronigativity_ev 4.608

PM7_Back_Donation_Energy_ev -1.24325

PM7_Electrophilicity_ev 2.1348948320933037

OPENEYE_Name 3-[(1~{R},4~{S},5~{S},6~{R})-6-[(1~{E},3~{S},5~{Z},8~{Z},11~{Z})-3-hydroperoxytetradeca-1,5,8,11-tetraenyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]propanoic acid

SMILES C(=CC(CC=CCC=CCC=CCC)OO)C1C(C2CC1OO2)CCC(=O)O

Canonical_SMILES CC/C=CC/C=CC/C=CC[C@@H](/C=C/[C@H]1[C@@H]2OO[C@H]([C@H]1CCC(=O)O)C2)OO

InChI 1/C22H32O6/c1-2-3-4-5-6-7-8-9-10-11-17(26-25)12-13-18-19(14-15-22(23)24)21-16-20(18)27-28-21/h3-4,6-7,9-10,12-13,17-21,25H,2,5,8,11,14-16H2,1H3,(H,23,24)/f/h23H

InChI_3D 1S/C22H32O6/c1-2-3-4-5-6-7-8-9-10-11-17(26-25)12-13-18-19(14-15-22(23)24)21-16-20(18)27-28-21/h3-4,6-7,9-10,12-13,17-21,25H,2,5,8,11,14-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12+/t17-,18+,19-,20+,21-/m0/s1

AuxInfo 1/1/N:15,18,7,5,16,3,4,17,6,8,19,2,1,21,20,10,22,11,12,13,14,9,23,26,27,28,24,25/E:(23,24)/F:15,18,7,5,16,3,4,17,6,8,19,2,1,21,20,10,22,11,12,13,14,9,26,23,27,28,24,25/rA:60cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;w3;;;w5;w6;;;s1;s11;s10s11;s10s12;;s3s5;s4s6;s7s15;s8;s9;s12s20;s2s19;d9;s13;s14s24;s9;;s22s27;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s26;s27;/rC:-.5874,-1.6485,0;-1.571,-1.8288,0;-5.2166,-6.8993,0;-4.2329,-6.719,0;-5.8879,-8.7832,0;-3.5616,-4.835,0;-6.8715,-8.9635,0;-2.578,-4.6547,0;-1.2964,4.5368,0;1.3099,.4988,0;;0,1.018,0;.8934,-.5038,0;.8786,1.5322,0;-7.5428,-10.8475,0;-5.5522,-7.8413,0;-3.8973,-5.777,0;-7.2072,-9.9055,0;-2.2423,-3.7127,0;-.9507,3.5984,0;-.605,2.6601,0;-1.9067,-2.7708,0;-.6567,5.3053,0;1.7572,0,0;1.7572,1.018,0;-2.2819,4.7065,0;-.7844,-4.09,0;-.9647,-3.1064,0;-.2634,-2.0293,0;-1.895,-1.4479,0;-5.5405,-6.5184,0;-3.909,-7.0998,0;-5.5639,-9.1641,0;-3.8856,-4.4542,0;-7.1955,-8.5827,0;-2.254,-5.0356,0;1.7061,.8038,0;1.7066,.1945,0;-.4927,.0852,0;-.4922,.9302,0;.897,-1.0038,0;.8786,2.0322,0;-7.0718,-11.0153,0;-8.0138,-10.6797,0;-7.7106,-11.3185,0;-5.0812,-8.0091,0;-6.0232,-7.6734,0;-4.3683,-5.6092,0;-3.4263,-5.9448,0;-6.7362,-10.0734,0;-7.6781,-9.7377,0;-2.7133,-3.5449,0;-1.7714,-3.8806,0;-.4816,3.7713,0;-1.4199,3.4256,0;-1.0742,2.4872,0;-.1358,2.833,0;-2.3777,-2.6029,0;-2.4548,5.1757,0;-.3134,-4.2579,0;

Duplicates ChEBI187424

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.sdf

Formula	C₂₂H₃₂O₆
MW	392.49
InChIKey	KTZHAQYYTVLGSR-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	15
Unbranched_Chain	11
Chiral_Centers	5
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.65
logP	4.8496
PSA	85.22
MR	108.343
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-104.30936
PM7_Total_Energy_ev	-4899.62962
PM7_Electronic_Energy_ev	-43422.02206
PM7_Dipole_Debye	2.66883
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.581
PM7_LUMO_Energy_ev	0.365
PM7_COSMO_Area_square_ang	388.87
PM7_COSMO_Volue_cubic_ang	518.83
PM7_Electron_Affinity_ev	-0.365
PM7_Ionization_Energy_ev	9.581
PM7_Energy_Gap_ev	9.946
PM7_Global_Hardness_ev	4.973
PM7_Global_Softness_ev	0.20108586366378445
PM7_Chemical_Potential_ev	-4.608
PM7_Electronigativity_ev	4.608
PM7_Back_Donation_Energy_ev	-1.24325
PM7_Electrophilicity_ev	2.1348948320933037
OPENEYE_Name	3-[(1~{R},4~{S},5~{S},6~{R})-6-[(1~{E},3~{S},5~{Z},8~{Z},11~{Z})-3-hydroperoxytetradeca-1,5,8,11-tetraenyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]propanoic acid
SMILES	C(=CC(CC=CCC=CCC=CCC)OO)C1C(C2CC1OO2)CCC(=O)O
Canonical_SMILES	CC/C=CC/C=CC/C=CC[C@@H](/C=C/[C@H]1[C@@H]2OO[C@H]([C@H]1CCC(=O)O)C2)OO
InChI	1/C22H32O6/c1-2-3-4-5-6-7-8-9-10-11-17(26-25)12-13-18-19(14-15-22(23)24)21-16-20(18)27-28-21/h3-4,6-7,9-10,12-13,17-21,25H,2,5,8,11,14-16H2,1H3,(H,23,24)/f/h23H
InChI_3D	1S/C22H32O6/c1-2-3-4-5-6-7-8-9-10-11-17(26-25)12-13-18-19(14-15-22(23)24)21-16-20(18)27-28-21/h3-4,6-7,9-10,12-13,17-21,25H,2,5,8,11,14-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12+/t17-,18+,19-,20+,21-/m0/s1
AuxInfo	1/1/N:15,18,7,5,16,3,4,17,6,8,19,2,1,21,20,10,22,11,12,13,14,9,23,26,27,28,24,25/E:(23,24)/F:15,18,7,5,16,3,4,17,6,8,19,2,1,21,20,10,22,11,12,13,14,9,26,23,27,28,24,25/rA:60cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;w3;;;w5;w6;;;s1;s11;s10s11;s10s12;;s3s5;s4s6;s7s15;s8;s9;s12s20;s2s19;d9;s13;s14s24;s9;;s22s27;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s26;s27;/rC:-.5874,-1.6485,0;-1.571,-1.8288,0;-5.2166,-6.8993,0;-4.2329,-6.719,0;-5.8879,-8.7832,0;-3.5616,-4.835,0;-6.8715,-8.9635,0;-2.578,-4.6547,0;-1.2964,4.5368,0;1.3099,.4988,0;;0,1.018,0;.8934,-.5038,0;.8786,1.5322,0;-7.5428,-10.8475,0;-5.5522,-7.8413,0;-3.8973,-5.777,0;-7.2072,-9.9055,0;-2.2423,-3.7127,0;-.9507,3.5984,0;-.605,2.6601,0;-1.9067,-2.7708,0;-.6567,5.3053,0;1.7572,0,0;1.7572,1.018,0;-2.2819,4.7065,0;-.7844,-4.09,0;-.9647,-3.1064,0;-.2634,-2.0293,0;-1.895,-1.4479,0;-5.5405,-6.5184,0;-3.909,-7.0998,0;-5.5639,-9.1641,0;-3.8856,-4.4542,0;-7.1955,-8.5827,0;-2.254,-5.0356,0;1.7061,.8038,0;1.7066,.1945,0;-.4927,.0852,0;-.4922,.9302,0;.897,-1.0038,0;.8786,2.0322,0;-7.0718,-11.0153,0;-8.0138,-10.6797,0;-7.7106,-11.3185,0;-5.0812,-8.0091,0;-6.0232,-7.6734,0;-4.3683,-5.6092,0;-3.4263,-5.9448,0;-6.7362,-10.0734,0;-7.6781,-9.7377,0;-2.7133,-3.5449,0;-1.7714,-3.8806,0;-.4816,3.7713,0;-1.4199,3.4256,0;-1.0742,2.4872,0;-.1358,2.833,0;-2.3777,-2.6029,0;-2.4548,5.1757,0;-.3134,-4.2579,0;
Duplicates	ChEBI187424
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187424.sdf