CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03866 (4160)

Formula C₂₀H₃₂O₆

MW 368.47

InChIKey SGUKUZOVHSFKPH-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 59

Rotat_Bonds 15

Unbranched_Chain 6

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 1.97

logP 4.5174

PSA 85.22

MR 99.6766

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.27988

PM7_Total_Energy_ev -4655.29839

PM7_Electronic_Energy_ev -38943.02641

PM7_Dipole_Debye 2.55349

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.482

PM7_LUMO_Energy_ev 0.311

PM7_COSMO_Area_square_ang 398.14

PM7_COSMO_Volue_cubic_ang 495.12

PM7_Electron_Affinity_ev -0.311

PM7_Ionization_Energy_ev 9.482

PM7_Energy_Gap_ev 9.793

PM7_Global_Hardness_ev 4.8965

PM7_Global_Softness_ev 0.20422750944552232

PM7_Chemical_Potential_ev -4.5855

PM7_Electronigativity_ev 4.5855

PM7_Back_Donation_Energy_ev -1.224125

PM7_Electrophilicity_ev 2.1471265444705403

OPENEYE_Name (~{Z})-7-[(1~{R},4~{S},5~{R},6~{R})-6-[(~{E},3~{S})-3-hydroperoxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

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

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

InChI 1/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/f/h21H

InChI_3D 1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

AuxInfo 1/1/N:11,15,17,4,13,18,3,16,19,12,14,2,1,6,20,8,7,10,9,5,21,24,25,26,23,22/E:(21,22)/F:11,15,17,4,13,18,3,16,19,12,14,2,1,6,20,8,7,10,9,5,24,21,25,26,23,22/rA:58cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;w3;;;s1;s7;s6s7;s6s8;;s3s8;s4;s5;s11;s13s14;s15;s17;s18;s2s19;d5;s9;s10s22;s5;;s20s25;s1;s2;s3;s4;s6;s6;s7;s8;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:-.3357,-.942,0;-1.3193,-1.1223,0;-.9507,3.5984,0;-.311,4.367,0;-1.6938,8.1204,0;1.3099,.4988,0;;0,1.018,0;.8934,-.5038,0;.8786,1.5322,0;-3.3332,-6.7742,0;-.605,2.6601,0;-.6567,5.3053,0;-1.3481,7.182,0;-2.9976,-5.8322,0;-1.0024,6.2437,0;-2.6619,-4.8902,0;-2.3263,-3.9482,0;-1.9906,-3.0062,0;-1.6549,-2.0643,0;-1.0541,8.8889,0;1.7572,0,0;1.7572,1.018,0;-2.6793,8.2901,0;-3.3586,-2.3766,0;-2.5969,-1.7286,0;-.0117,-1.3228,0;-1.6432,-.7414,0;-1.4435,3.6833,0;.1818,4.2821,0;1.7061,.8038,0;1.7066,.1945,0;-.4927,.0852,0;-.4922,.9302,0;.897,-1.0038,0;.8786,2.0322,0;-3.8042,-6.6063,0;-2.8623,-6.942,0;-3.5011,-7.2452,0;-.1358,2.833,0;-1.0742,2.4872,0;-1.1258,5.1325,0;-.1875,5.4782,0;-.8789,7.3549,0;-1.8173,7.0092,0;-2.5266,-6,0;-3.4686,-5.6644,0;-1.4716,6.0708,0;-.5332,6.4165,0;-2.1909,-5.058,0;-3.1329,-4.7224,0;-1.8553,-4.1161,0;-2.7973,-3.7804,0;-1.5196,-3.1741,0;-2.4616,-2.8384,0;-1.1839,-2.2321,0;-2.8522,8.7593,0;-3.8296,-2.2087,0;

Duplicates DB03866

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.sdf

Formula	C₂₀H₃₂O₆
MW	368.47
InChIKey	SGUKUZOVHSFKPH-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	59
Rotat_Bonds	15
Unbranched_Chain	6
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	1.97
logP	4.5174
PSA	85.22
MR	99.6766
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.27988
PM7_Total_Energy_ev	-4655.29839
PM7_Electronic_Energy_ev	-38943.02641
PM7_Dipole_Debye	2.55349
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.482
PM7_LUMO_Energy_ev	0.311
PM7_COSMO_Area_square_ang	398.14
PM7_COSMO_Volue_cubic_ang	495.12
PM7_Electron_Affinity_ev	-0.311
PM7_Ionization_Energy_ev	9.482
PM7_Energy_Gap_ev	9.793
PM7_Global_Hardness_ev	4.8965
PM7_Global_Softness_ev	0.20422750944552232
PM7_Chemical_Potential_ev	-4.5855
PM7_Electronigativity_ev	4.5855
PM7_Back_Donation_Energy_ev	-1.224125
PM7_Electrophilicity_ev	2.1471265444705403
OPENEYE_Name	(~{Z})-7-[(1~{R},4~{S},5~{R},6~{R})-6-[(~{E},3~{S})-3-hydroperoxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
SMILES	C(=CC(CCCCC)OO)C1C(C2CC1OO2)CC=CCCCC(=O)O
Canonical_SMILES	CCCCC[C@@H](/C=C/[C@H]1[C@@H]2OO[C@H]([C@@H]1C/C=CCCCC(=O)O)C2)OO
InChI	1/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/f/h21H
InChI_3D	1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
AuxInfo	1/1/N:11,15,17,4,13,18,3,16,19,12,14,2,1,6,20,8,7,10,9,5,21,24,25,26,23,22/E:(21,22)/F:11,15,17,4,13,18,3,16,19,12,14,2,1,6,20,8,7,10,9,5,24,21,25,26,23,22/rA:58cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;w3;;;s1;s7;s6s7;s6s8;;s3s8;s4;s5;s11;s13s14;s15;s17;s18;s2s19;d5;s9;s10s22;s5;;s20s25;s1;s2;s3;s4;s6;s6;s7;s8;s9;s10;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:-.3357,-.942,0;-1.3193,-1.1223,0;-.9507,3.5984,0;-.311,4.367,0;-1.6938,8.1204,0;1.3099,.4988,0;;0,1.018,0;.8934,-.5038,0;.8786,1.5322,0;-3.3332,-6.7742,0;-.605,2.6601,0;-.6567,5.3053,0;-1.3481,7.182,0;-2.9976,-5.8322,0;-1.0024,6.2437,0;-2.6619,-4.8902,0;-2.3263,-3.9482,0;-1.9906,-3.0062,0;-1.6549,-2.0643,0;-1.0541,8.8889,0;1.7572,0,0;1.7572,1.018,0;-2.6793,8.2901,0;-3.3586,-2.3766,0;-2.5969,-1.7286,0;-.0117,-1.3228,0;-1.6432,-.7414,0;-1.4435,3.6833,0;.1818,4.2821,0;1.7061,.8038,0;1.7066,.1945,0;-.4927,.0852,0;-.4922,.9302,0;.897,-1.0038,0;.8786,2.0322,0;-3.8042,-6.6063,0;-2.8623,-6.942,0;-3.5011,-7.2452,0;-.1358,2.833,0;-1.0742,2.4872,0;-1.1258,5.1325,0;-.1875,5.4782,0;-.8789,7.3549,0;-1.8173,7.0092,0;-2.5266,-6,0;-3.4686,-5.6644,0;-1.4716,6.0708,0;-.5332,6.4165,0;-2.1909,-5.058,0;-3.1329,-4.7224,0;-1.8553,-4.1161,0;-2.7973,-3.7804,0;-1.5196,-3.1741,0;-2.4616,-2.8384,0;-1.1839,-2.2321,0;-2.8522,8.7593,0;-3.8296,-2.2087,0;
Duplicates	DB03866
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03866.sdf