CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186932_s0 (101406)

Formula C₂₂H₃₂O₈

MW 424.49

InChIKey KTKHEQUWMNHXRH-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 63

Rotat_Bonds 15

Unbranched_Chain 12

Chiral_Centers 5

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.55

logP 4.3026

PSA 103.68

MR 110.513

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -123.52654

PM7_Total_Energy_ev -5487.64758

PM7_Electronic_Energy_ev -44213.76522

PM7_Dipole_Debye 4.53943

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.391

PM7_LUMO_Energy_ev -0.318

PM7_COSMO_Area_square_ang 466.57

PM7_COSMO_Volue_cubic_ang 538.9

PM7_Electron_Affinity_ev 0.318

PM7_Ionization_Energy_ev 9.391

PM7_Energy_Gap_ev 9.073

PM7_Global_Hardness_ev 4.5365

PM7_Global_Softness_ev 0.22043425548330212

PM7_Chemical_Potential_ev -4.8545

PM7_Electronigativity_ev 4.8545

PM7_Back_Donation_Energy_ev -1.134125

PM7_Electrophilicity_ev 2.5973955968257467

OPENEYE_Name (4~{S})-4-[(3~{R},5~{S})-5-[(3~{S},5~{R})-5-[(1~{E},3~{E},6~{Z},9~{Z})-dodeca-1,3,6,9-tetraenyl]dioxolan-3-yl]dioxolan-3-yl]-4-hydroperoxy-butanoic acid

SMILES C(=CC1CC(OO1)C2CC(OO2)C(CCC(=O)O)OO)C=CCC=CCC=CCC

Canonical_SMILES CC/C=CC/C=CC/C=C/C=C/[C@H]1C[C@H](OO1)[C@@H]1C[C@@H](OO1)[C@@H](OO)CCC(=O)O

InChI 1/C22H32O8/c1-2-3-4-5-6-7-8-9-10-11-12-17-15-19(28-27-17)21-16-20(29-30-21)18(26-25)13-14-22(23)24/h3-4,6-7,9-12,17-21,25H,2,5,8,13-16H2,1H3,(H,23,24)/f/h23H

InChI_3D 1S/C22H32O8/c1-2-3-4-5-6-7-8-9-10-11-12-17-15-19(28-27-17)21-16-20(29-30-21)18(26-25)13-14-22(23)24/h3-4,6-7,9-12,17-21,25H,2,5,8,13-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9+,12-11+/t17-,18-,19-,20+,21-/m0/s1

AuxInfo 1/1/N:16,19,8,7,18,6,5,17,4,2,1,3,21,20,10,11,12,22,13,15,14,9,23,28,29,30,24,25,27,26/E:(23,24)/F:16,19,8,7,18,6,5,17,4,2,1,3,21,20,10,11,12,22,13,15,14,9,28,23,29,30,24,25,27,26/rA:62cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;w2;;w5;;w7;;;;s3s10;s10;s11s13;s11;;s4s5;s6s7;s8s16;s9;s20;s15s21;d9;s12;s13s24;s14;s15s26;s9;;s22s29;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s11;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s28;s29;/rC:1.6257,-2.3287,0;1.5204,-3.3231,0;.8172,-1.7403,0;2.3289,-3.9116,0;2.1183,-5.9004,0;1.2044,-6.3065,0;.9937,-8.2953,0;.0799,-8.7013,0;-6.4041,4.2541,0;;-1.493,3.4186,0;1.0015,0,0;-.3065,.9518,0;-1.1837,2.4661,0;-2.4929,3.4162,0;-.1308,-10.6902,0;2.2236,-4.906,0;1.0991,-7.3009,0;-.0255,-9.6958,0;-5.4263,4.0447,0;-4.4485,3.8352,0;-3.4707,3.6257,0;-7.0745,3.5121,0;1.3133,.9518,0;.5008,1.5426,0;-1.9926,1.8756,0;-2.8055,2.4659,0;-6.7116,5.2057,0;-4.0033,5.2738,0;-3.2612,4.6035,0;2.0827,-2.1257,0;1.0635,-3.5261,0;.3602,-1.9433,0;2.7859,-3.7086,0;2.5225,-6.1947,0;.8001,-6.0122,0;1.398,-8.5895,0;-.3244,-8.4071,0;.0518,-.4973,0;-.4893,-.1031,0;-1.004,3.5229,0;-1.546,3.9158,0;1.4904,-.1047,0;-.7634,.7487,0;-.727,2.6697,0;-2.4408,3.9135,0;.3664,-10.7429,0;-.628,-10.6375,0;-.1834,-11.1874,0;2.7208,-4.9587,0;1.7264,-4.8533,0;1.5963,-7.3536,0;.6019,-7.2482,0;.4718,-9.7484,0;-.5227,-9.6431,0;-5.5311,3.5557,0;-5.3216,4.5336,0;-4.5533,3.3463,0;-4.3438,4.3241,0;-3.5754,3.1368,0;-7.2005,5.3104,0;-3.8985,5.7627,0;

Duplicates ChEBI186932_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.sdf

Formula	C₂₂H₃₂O₈
MW	424.49
InChIKey	KTKHEQUWMNHXRH-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	63
Rotat_Bonds	15
Unbranched_Chain	12
Chiral_Centers	5
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.55
logP	4.3026
PSA	103.68
MR	110.513
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-123.52654
PM7_Total_Energy_ev	-5487.64758
PM7_Electronic_Energy_ev	-44213.76522
PM7_Dipole_Debye	4.53943
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.391
PM7_LUMO_Energy_ev	-0.318
PM7_COSMO_Area_square_ang	466.57
PM7_COSMO_Volue_cubic_ang	538.9
PM7_Electron_Affinity_ev	0.318
PM7_Ionization_Energy_ev	9.391
PM7_Energy_Gap_ev	9.073
PM7_Global_Hardness_ev	4.5365
PM7_Global_Softness_ev	0.22043425548330212
PM7_Chemical_Potential_ev	-4.8545
PM7_Electronigativity_ev	4.8545
PM7_Back_Donation_Energy_ev	-1.134125
PM7_Electrophilicity_ev	2.5973955968257467
OPENEYE_Name	(4~{S})-4-[(3~{R},5~{S})-5-[(3~{S},5~{R})-5-[(1~{E},3~{E},6~{Z},9~{Z})-dodeca-1,3,6,9-tetraenyl]dioxolan-3-yl]dioxolan-3-yl]-4-hydroperoxy-butanoic acid
SMILES	C(=CC1CC(OO1)C2CC(OO2)C(CCC(=O)O)OO)C=CCC=CCC=CCC
Canonical_SMILES	CC/C=CC/C=CC/C=C/C=C/[C@H]1C[C@H](OO1)[C@@H]1C[C@@H](OO1)[C@@H](OO)CCC(=O)O
InChI	1/C22H32O8/c1-2-3-4-5-6-7-8-9-10-11-12-17-15-19(28-27-17)21-16-20(29-30-21)18(26-25)13-14-22(23)24/h3-4,6-7,9-12,17-21,25H,2,5,8,13-16H2,1H3,(H,23,24)/f/h23H
InChI_3D	1S/C22H32O8/c1-2-3-4-5-6-7-8-9-10-11-12-17-15-19(28-27-17)21-16-20(29-30-21)18(26-25)13-14-22(23)24/h3-4,6-7,9-12,17-21,25H,2,5,8,13-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9+,12-11+/t17-,18-,19-,20+,21-/m0/s1
AuxInfo	1/1/N:16,19,8,7,18,6,5,17,4,2,1,3,21,20,10,11,12,22,13,15,14,9,23,28,29,30,24,25,27,26/E:(23,24)/F:16,19,8,7,18,6,5,17,4,2,1,3,21,20,10,11,12,22,13,15,14,9,28,23,29,30,24,25,27,26/rA:62cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;w2;;w5;;w7;;;;s3s10;s10;s11s13;s11;;s4s5;s6s7;s8s16;s9;s20;s15s21;d9;s12;s13s24;s14;s15s26;s9;;s22s29;s1;s2;s3;s4;s5;s6;s7;s8;s10;s10;s11;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s28;s29;/rC:1.6257,-2.3287,0;1.5204,-3.3231,0;.8172,-1.7403,0;2.3289,-3.9116,0;2.1183,-5.9004,0;1.2044,-6.3065,0;.9937,-8.2953,0;.0799,-8.7013,0;-6.4041,4.2541,0;;-1.493,3.4186,0;1.0015,0,0;-.3065,.9518,0;-1.1837,2.4661,0;-2.4929,3.4162,0;-.1308,-10.6902,0;2.2236,-4.906,0;1.0991,-7.3009,0;-.0255,-9.6958,0;-5.4263,4.0447,0;-4.4485,3.8352,0;-3.4707,3.6257,0;-7.0745,3.5121,0;1.3133,.9518,0;.5008,1.5426,0;-1.9926,1.8756,0;-2.8055,2.4659,0;-6.7116,5.2057,0;-4.0033,5.2738,0;-3.2612,4.6035,0;2.0827,-2.1257,0;1.0635,-3.5261,0;.3602,-1.9433,0;2.7859,-3.7086,0;2.5225,-6.1947,0;.8001,-6.0122,0;1.398,-8.5895,0;-.3244,-8.4071,0;.0518,-.4973,0;-.4893,-.1031,0;-1.004,3.5229,0;-1.546,3.9158,0;1.4904,-.1047,0;-.7634,.7487,0;-.727,2.6697,0;-2.4408,3.9135,0;.3664,-10.7429,0;-.628,-10.6375,0;-.1834,-11.1874,0;2.7208,-4.9587,0;1.7264,-4.8533,0;1.5963,-7.3536,0;.6019,-7.2482,0;.4718,-9.7484,0;-.5227,-9.6431,0;-5.5311,3.5557,0;-5.3216,4.5336,0;-4.5533,3.3463,0;-4.3438,4.3241,0;-3.5754,3.1368,0;-7.2005,5.3104,0;-3.8985,5.7627,0;
Duplicates	ChEBI186932_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186932_s0.sdf