CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183864_s0 (98620)

Formula C₂₈H₃₂O₈

MW 496.56

InChIKey POOKHYNGUAZJAE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 70

Rotat_Bonds 9

Unbranched_Chain 5

Chiral_Centers 6

ONatoms 8

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.79

logP 3.551

PSA 138.2

MR 133.53

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -270.16752

PM7_Total_Energy_ev -6232.1683

PM7_Electronic_Energy_ev -61556.90904

PM7_Dipole_Debye 4.74601

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.239

PM7_LUMO_Energy_ev -1.089

PM7_COSMO_Area_square_ang 485.67

PM7_COSMO_Volue_cubic_ang 597.71

PM7_Electron_Affinity_ev 1.089

PM7_Ionization_Energy_ev 9.239

PM7_Energy_Gap_ev 8.15

PM7_Global_Hardness_ev 4.075

PM7_Global_Softness_ev 0.24539877300613497

PM7_Chemical_Potential_ev -5.164

PM7_Electronigativity_ev 5.164

PM7_Back_Donation_Energy_ev -1.01875

PM7_Electrophilicity_ev 3.272011779141104

OPENEYE_Name (1~{R},3~{S},4~{S},5~{Z},7~{R},8~{S})-7-[(2~{E},4~{E})-hexa-2,4-dienoyl]-3-hydroxy-8-[(2~{R})-3-hydroxy-2,4-dimethyl-5-oxo-2-furyl]-5-[(2~{E},4~{E})-1-hydroxyhexa-2,4-dienylidene]-1,3-dimethyl-bicyclo[2.2.2]octane-2,6-dione

SMILES C1(=C(C(OC1=O)(C2C3C(=C(C=CC=CC)O)C(=O)C(C2C(=O)C=CC=CC)(C(=O)C3(C)O)C)C)O)C

Canonical_SMILES C/C=C/C=C/C(=C1/C(=O)[C@@]2(C)[C@@H]([C@H]([C@@H]1[C@](C2=O)(C)O)[C@@]1(C)OC(=O)C(=C1O)C)C(=O)/C=C/C=C/C)/O

InChI 1/C28H32O8/c1-7-9-11-13-16(29)18-20-21(28(6)22(31)15(3)24(33)36-28)19(17(30)14-12-10-8-2)26(4,23(18)32)25(34)27(20,5)35/h7-14,19-21,29,31,35H,1-6H3

InChI_3D 1S/C28H32O8/c1-7-9-11-13-16(29)18-20-21(28(6)22(31)15(3)24(33)36-28)19(17(30)14-12-10-8-2)26(4,23(18)32)25(34)27(20,5)35/h7-14,19-21,29,31,35H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16-/t19-,20-,21-,26-,27+,28-/m1/s1

AuxInfo 1/0/N:24,25,23,27,28,26,13,14,11,12,7,8,9,10,1,15,16,3,18,17,19,2,4,5,6,21,22,20,35,32,34,29,30,31,36,33/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1;;;;w7;w8;s7;s8;w11;w12;w3s9;s10;s3;s16;s17s18;s2s19;s4s6s18;s6s17;s1;s13;s14;s20;s21;s22;d4;d5;d6;d16;s5s20;s2;s15;s22;s7;s8;s9;s10;s11;s12;s13;s14;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s34;s35;s36;/rC:;1.0015,0,0;3.5015,3.9652,0;4.5555,3.0384,0;-.3065,.9518,0;4.8245,3.4119,0;2.3785,6.1564,0;4.1334,-1.6873,0;3.3551,6.3716,0;3.6343,-.8207,0;1.7038,6.8945,0;5.1334,-1.6884,0;.7273,6.6792,0;5.6324,-2.555,0;4.0298,5.6335,0;4.1353,.0447,0;2.4296,3.849,0;3.262,1.5612,0;2.1899,2.4664,0;1.3133,.9518,0;4.5739,2.0385,0;3.7524,4.317,0;-.5888,-.8082,0;.0526,7.4173,0;6.6324,-2.5561,0;2.2261,.5435,0;5.338,1.3934,0;3.2585,5.1865,0;5.4628,3.4589,0;-1.2577,1.2604,0;5.7657,3.7497,0;5.1353,.0436,0;.5008,1.5426,0;1.5883,-.8097,0;5.0063,5.8488,0;4.5217,4.956,0;2.2276,5.6797,0;3.8829,-2.1201,0;3.506,6.8483,0;3.1343,-.8202,0;1.8548,7.3712,0;5.3839,-1.2557,0;.5763,6.2026,0;5.3819,-2.9877,0;2.0475,4.1715,0;2.8783,1.2407,0;1.7199,2.637,0;-.993,-.5138,0;-.1847,-1.1027,0;-.8833,-1.2124,0;.4216,7.7547,0;-.3165,7.08,0;-.2848,7.7864,0;6.6319,-3.0561,0;7.1324,-2.5567,0;6.633,-2.0561,0;2.4303,.9999,0;2.022,.0871,0;2.6826,.3393,0;5.6605,1.7754,0;5.0154,1.0114,0;5.72,1.0708,0;2.8237,4.9396,0;3.6932,5.4335,0;3.0115,5.6213,0;1.3844,-1.2663,0;5.3437,5.4797,0;4.4373,5.4488,0;

Duplicates ChEBI183864_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.sdf

Formula	C₂₈H₃₂O₈
MW	496.56
InChIKey	POOKHYNGUAZJAE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	70
Rotat_Bonds	9
Unbranched_Chain	5
Chiral_Centers	6
ONatoms	8
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.79
logP	3.551
PSA	138.2
MR	133.53
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-270.16752
PM7_Total_Energy_ev	-6232.1683
PM7_Electronic_Energy_ev	-61556.90904
PM7_Dipole_Debye	4.74601
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.239
PM7_LUMO_Energy_ev	-1.089
PM7_COSMO_Area_square_ang	485.67
PM7_COSMO_Volue_cubic_ang	597.71
PM7_Electron_Affinity_ev	1.089
PM7_Ionization_Energy_ev	9.239
PM7_Energy_Gap_ev	8.15
PM7_Global_Hardness_ev	4.075
PM7_Global_Softness_ev	0.24539877300613497
PM7_Chemical_Potential_ev	-5.164
PM7_Electronigativity_ev	5.164
PM7_Back_Donation_Energy_ev	-1.01875
PM7_Electrophilicity_ev	3.272011779141104
OPENEYE_Name	(1~{R},3~{S},4~{S},5~{Z},7~{R},8~{S})-7-[(2~{E},4~{E})-hexa-2,4-dienoyl]-3-hydroxy-8-[(2~{R})-3-hydroxy-2,4-dimethyl-5-oxo-2-furyl]-5-[(2~{E},4~{E})-1-hydroxyhexa-2,4-dienylidene]-1,3-dimethyl-bicyclo[2.2.2]octane-2,6-dione
SMILES	C1(=C(C(OC1=O)(C2C3C(=C(C=CC=CC)O)C(=O)C(C2C(=O)C=CC=CC)(C(=O)C3(C)O)C)C)O)C
Canonical_SMILES	C/C=C/C=C/C(=C1/C(=O)[C@@]2(C)[C@@H]([C@H]([C@@H]1[C@](C2=O)(C)O)[C@@]1(C)OC(=O)C(=C1O)C)C(=O)/C=C/C=C/C)/O
InChI	1/C28H32O8/c1-7-9-11-13-16(29)18-20-21(28(6)22(31)15(3)24(33)36-28)19(17(30)14-12-10-8-2)26(4,23(18)32)25(34)27(20,5)35/h7-14,19-21,29,31,35H,1-6H3
InChI_3D	1S/C28H32O8/c1-7-9-11-13-16(29)18-20-21(28(6)22(31)15(3)24(33)36-28)19(17(30)14-12-10-8-2)26(4,23(18)32)25(34)27(20,5)35/h7-14,19-21,29,31,35H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16-/t19-,20-,21-,26-,27+,28-/m1/s1
AuxInfo	1/0/N:24,25,23,27,28,26,13,14,11,12,7,8,9,10,1,15,16,3,18,17,19,2,4,5,6,21,22,20,35,32,34,29,30,31,36,33/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1;;;;w7;w8;s7;s8;w11;w12;w3s9;s10;s3;s16;s17s18;s2s19;s4s6s18;s6s17;s1;s13;s14;s20;s21;s22;d4;d5;d6;d16;s5s20;s2;s15;s22;s7;s8;s9;s10;s11;s12;s13;s14;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s34;s35;s36;/rC:;1.0015,0,0;3.5015,3.9652,0;4.5555,3.0384,0;-.3065,.9518,0;4.8245,3.4119,0;2.3785,6.1564,0;4.1334,-1.6873,0;3.3551,6.3716,0;3.6343,-.8207,0;1.7038,6.8945,0;5.1334,-1.6884,0;.7273,6.6792,0;5.6324,-2.555,0;4.0298,5.6335,0;4.1353,.0447,0;2.4296,3.849,0;3.262,1.5612,0;2.1899,2.4664,0;1.3133,.9518,0;4.5739,2.0385,0;3.7524,4.317,0;-.5888,-.8082,0;.0526,7.4173,0;6.6324,-2.5561,0;2.2261,.5435,0;5.338,1.3934,0;3.2585,5.1865,0;5.4628,3.4589,0;-1.2577,1.2604,0;5.7657,3.7497,0;5.1353,.0436,0;.5008,1.5426,0;1.5883,-.8097,0;5.0063,5.8488,0;4.5217,4.956,0;2.2276,5.6797,0;3.8829,-2.1201,0;3.506,6.8483,0;3.1343,-.8202,0;1.8548,7.3712,0;5.3839,-1.2557,0;.5763,6.2026,0;5.3819,-2.9877,0;2.0475,4.1715,0;2.8783,1.2407,0;1.7199,2.637,0;-.993,-.5138,0;-.1847,-1.1027,0;-.8833,-1.2124,0;.4216,7.7547,0;-.3165,7.08,0;-.2848,7.7864,0;6.6319,-3.0561,0;7.1324,-2.5567,0;6.633,-2.0561,0;2.4303,.9999,0;2.022,.0871,0;2.6826,.3393,0;5.6605,1.7754,0;5.0154,1.0114,0;5.72,1.0708,0;2.8237,4.9396,0;3.6932,5.4335,0;3.0115,5.6213,0;1.3844,-1.2663,0;5.3437,5.4797,0;4.4373,5.4488,0;
Duplicates	ChEBI183864_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183864_s0.sdf