CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188385 (102714)

Formula C₂₃H₃₉O₈P

MW 474.53

InChIKey NDSZHILVESJDPU-PJQSKVNONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 32

Number_Rings 0

Number_Bonds 70

Rotat_Bonds 24

Unbranched_Chain 19

Chiral_Centers 1

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.73

logP 5.6428

PSA 132.33

MR 126.793

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -350.88943

PM7_Total_Energy_ev -5889.51191

PM7_Electronic_Energy_ev -53577.48005

PM7_Dipole_Debye 3.37845

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.416

PM7_LUMO_Energy_ev -0.455

PM7_COSMO_Area_square_ang 478.62

PM7_COSMO_Volue_cubic_ang 619.02

PM7_Electron_Affinity_ev 0.455

PM7_Ionization_Energy_ev 9.416

PM7_Energy_Gap_ev 8.961

PM7_Global_Hardness_ev 4.4805

PM7_Global_Softness_ev 0.22318937618569357

PM7_Chemical_Potential_ev -4.9355

PM7_Electronigativity_ev 4.9355

PM7_Back_Donation_Energy_ev -1.120125

PM7_Electrophilicity_ev 2.7183528903024214

OPENEYE_Name [(2~{R})-2-hydroperoxy-3-phosphonooxy-propyl] (5~{Z},8~{Z},11~{Z},14~{Z})-icosa-5,8,11,14-tetraenoate

SMILES C(=CCC=CCCCC(=O)OCC(COP(=O)(O)O)OO)CC=CCC=CCCCCC

Canonical_SMILES CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)OC[C@H](COP(=O)(O)O)OO

InChI 1/C23H39O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(24)29-20-22(31-25)21-30-32(26,27)28/h6-7,9-10,12-13,15-16,22,25H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/f/h26-27H

InChI_3D 1S/C23H39O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(24)29-20-22(31-25)21-30-32(26,27)28/h6-7,9-10,12-13,15-16,22,25H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/b7-6-,10-9-,13-12-,16-15-/t22-/m1/s1

AuxInfo 1/1/N:10,17,20,19,15,8,6,13,4,2,11,1,3,12,5,7,14,18,16,21,22,23,9,24,26,25,27,28,29,30,31,32/E:(26,27,28)/F:10,17,20,19,15,8,6,13,4,2,11,1,3,12,5,7,14,18,16,21,22,23,9,24,26,27,28,25,29,30,31,32/E:(26,27)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;w2;;;w5;w6;;;s1s2;s3s5;s4s6;s7;s8;s9;s10;s14s16;s15;s17s19;;;s21s22;d9;;;;;s9s21;s22;s23s26;d25s27s28s30;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s26;s27;s28;/rC:;-1,1.7321,0;-.5,-.866,0;-.5,2.5981,0;.5,-2.5981,0;1.5,2.5981,0;0,-3.4641,0;2,3.4641,0;2,-6.9282,0;7,3.4641,0;-.5,.866,0;0,-1.7321,0;.5,2.5981,0;.5,-4.3301,0;3,3.4641,0;1.5,-6.0622,0;6,3.4641,0;1,-5.1962,0;4,3.4641,0;5,3.4641,0;3.5,-7.7942,0;4.5,-9.5263,0;4,-8.6603,0;1.5,-7.7942,0;6,-12.1244,0;5.732,-8.6603,0;4.634,-11.7583,0;6.366,-10.7583,0;3,-6.9282,0;5,-10.3923,0;4.866,-8.1603,0;5.5,-11.2583,0;.5,0,0;-1.5,1.7321,0;-1,-.866,0;-.75,3.0311,0;1,-2.5981,0;1.75,2.1651,0;-.5,-3.4641,0;1.75,3.8971,0;7,2.9641,0;7,3.9641,0;7.5,3.4641,0;-.933,.616,0;-.067,1.116,0;.433,-1.4821,0;-.433,-1.9821,0;.5,2.0981,0;.5,3.0981,0;.933,-4.0801,0;.067,-4.5801,0;3,2.9641,0;3,3.9641,0;1.067,-6.3122,0;1.933,-5.8122,0;6,3.9641,0;6,2.9641,0;1.433,-4.9462,0;.567,-5.4462,0;4,2.9641,0;4,3.9641,0;5,3.9641,0;5,2.9641,0;3.067,-8.0442,0;3.933,-7.5442,0;4.933,-9.2763,0;4.067,-9.7763,0;3.567,-8.9103,0;6.1651,-8.4103,0;4.634,-12.2583,0;6.366,-10.2583,0;

Duplicates ChEBI188385

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.sdf

Formula	C₂₃H₃₉O₈P
MW	474.53
InChIKey	NDSZHILVESJDPU-PJQSKVNONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	32
Number_Rings	0
Number_Bonds	70
Rotat_Bonds	24
Unbranched_Chain	19
Chiral_Centers	1
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.73
logP	5.6428
PSA	132.33
MR	126.793
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-350.88943
PM7_Total_Energy_ev	-5889.51191
PM7_Electronic_Energy_ev	-53577.48005
PM7_Dipole_Debye	3.37845
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.416
PM7_LUMO_Energy_ev	-0.455
PM7_COSMO_Area_square_ang	478.62
PM7_COSMO_Volue_cubic_ang	619.02
PM7_Electron_Affinity_ev	0.455
PM7_Ionization_Energy_ev	9.416
PM7_Energy_Gap_ev	8.961
PM7_Global_Hardness_ev	4.4805
PM7_Global_Softness_ev	0.22318937618569357
PM7_Chemical_Potential_ev	-4.9355
PM7_Electronigativity_ev	4.9355
PM7_Back_Donation_Energy_ev	-1.120125
PM7_Electrophilicity_ev	2.7183528903024214
OPENEYE_Name	[(2~{R})-2-hydroperoxy-3-phosphonooxy-propyl] (5~{Z},8~{Z},11~{Z},14~{Z})-icosa-5,8,11,14-tetraenoate
SMILES	C(=CCC=CCCCC(=O)OCC(COP(=O)(O)O)OO)CC=CCC=CCCCCC
Canonical_SMILES	CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)OC[C@H](COP(=O)(O)O)OO
InChI	1/C23H39O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(24)29-20-22(31-25)21-30-32(26,27)28/h6-7,9-10,12-13,15-16,22,25H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/f/h26-27H
InChI_3D	1S/C23H39O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(24)29-20-22(31-25)21-30-32(26,27)28/h6-7,9-10,12-13,15-16,22,25H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/b7-6-,10-9-,13-12-,16-15-/t22-/m1/s1
AuxInfo	1/1/N:10,17,20,19,15,8,6,13,4,2,11,1,3,12,5,7,14,18,16,21,22,23,9,24,26,25,27,28,29,30,31,32/E:(26,27,28)/F:10,17,20,19,15,8,6,13,4,2,11,1,3,12,5,7,14,18,16,21,22,23,9,24,26,27,28,25,29,30,31,32/E:(26,27)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;w2;;;w5;w6;;;s1s2;s3s5;s4s6;s7;s8;s9;s10;s14s16;s15;s17s19;;;s21s22;d9;;;;;s9s21;s22;s23s26;d25s27s28s30;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s26;s27;s28;/rC:;-1,1.7321,0;-.5,-.866,0;-.5,2.5981,0;.5,-2.5981,0;1.5,2.5981,0;0,-3.4641,0;2,3.4641,0;2,-6.9282,0;7,3.4641,0;-.5,.866,0;0,-1.7321,0;.5,2.5981,0;.5,-4.3301,0;3,3.4641,0;1.5,-6.0622,0;6,3.4641,0;1,-5.1962,0;4,3.4641,0;5,3.4641,0;3.5,-7.7942,0;4.5,-9.5263,0;4,-8.6603,0;1.5,-7.7942,0;6,-12.1244,0;5.732,-8.6603,0;4.634,-11.7583,0;6.366,-10.7583,0;3,-6.9282,0;5,-10.3923,0;4.866,-8.1603,0;5.5,-11.2583,0;.5,0,0;-1.5,1.7321,0;-1,-.866,0;-.75,3.0311,0;1,-2.5981,0;1.75,2.1651,0;-.5,-3.4641,0;1.75,3.8971,0;7,2.9641,0;7,3.9641,0;7.5,3.4641,0;-.933,.616,0;-.067,1.116,0;.433,-1.4821,0;-.433,-1.9821,0;.5,2.0981,0;.5,3.0981,0;.933,-4.0801,0;.067,-4.5801,0;3,2.9641,0;3,3.9641,0;1.067,-6.3122,0;1.933,-5.8122,0;6,3.9641,0;6,2.9641,0;1.433,-4.9462,0;.567,-5.4462,0;4,2.9641,0;4,3.9641,0;5,3.9641,0;5,2.9641,0;3.067,-8.0442,0;3.933,-7.5442,0;4.933,-9.2763,0;4.067,-9.7763,0;3.567,-8.9103,0;6.1651,-8.4103,0;4.634,-12.2583,0;6.366,-10.2583,0;
Duplicates	ChEBI188385
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188385.sdf