CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189228 (103475)

Formula C₂₅H₃₂O₆

MW 428.52

InChIKey NFIWDODYYNWZLI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 4

Unbranched_Chain 5

Chiral_Centers 5

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.01

logP 3.9501

PSA 96.97

MR 118.703

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -216.34213

PM7_Total_Energy_ev -5273.78279

PM7_Electronic_Energy_ev -49375.39153

PM7_Dipole_Debye 8.84376

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.363

PM7_LUMO_Energy_ev -1.07

PM7_COSMO_Area_square_ang 415.5

PM7_COSMO_Volue_cubic_ang 512.45

PM7_Electron_Affinity_ev 1.07

PM7_Ionization_Energy_ev 9.363

PM7_Energy_Gap_ev 8.293

PM7_Global_Hardness_ev 4.1465

PM7_Global_Softness_ev 0.2411672494875196

PM7_Chemical_Potential_ev -5.2165

PM7_Electronigativity_ev 5.2165

PM7_Back_Donation_Energy_ev -1.036625

PM7_Electrophilicity_ev 3.2813061919691306

OPENEYE_Name (1~{S},2~{R},7~{S},10~{R},18~{R})-7,18-dihydroxy-2,6,6,10-tetramethyl-14-[(1~{E},3~{E})-penta-1,3-dienyl]-11,13-dioxatetracyclo[8.8.0.0^{2,7}.0^{12,17}]octadeca-12(17),14-diene-5,16-dione

SMILES c1c(oc2c(c1=O)C(C3C4(CCC(=O)C(C4(CCC3(O2)C)O)(C)C)C)O)C=CC=CC

Canonical_SMILES C/C=C/C=C/c1cc(=O)c2c(o1)O[C@]1([C@H]([C@H]2O)[C@@]2(C)CCC(=O)C([C@@]2(CC1)O)(C)C)C

InChI 1/C25H32O6/c1-6-7-8-9-15-14-16(26)18-19(28)20-23(4)11-10-17(27)22(2,3)25(23,29)13-12-24(20,5)31-21(18)30-15/h6-9,14,19-20,28-29H,10-13H2,1-5H3

InChI_3D 1S/C25H32O6/c1-6-7-8-9-15-14-16(26)18-19(28)20-23(4)11-10-17(27)22(2,3)25(23,29)13-12-24(20,5)31-21(18)30-15/h6-9,14,19-20,28-29H,10-13H2,1-5H3/b7-6+,9-8+/t19-,20+,23+,24+,25+/m0/s1

AuxInfo 1/0/N:21,22,23,24,25,10,9,8,7,11,12,14,13,1,3,5,6,2,15,16,4,17,18,20,19,26,27,30,31,28,29/E:(2,3)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s3;w7;s8;w9;s6;s11;;s13;s2;s15;s6;s12s16;s13s17s18;s14s16;s10;s17;s17;s18;s20;d5;d6;s3s4;s4s20;s15;s19;s1;s7;s8;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s30;s31;/rC:-6.1156,-1.4914,0;-4.3742,-1.4914,0;-6.1156,-2.5002,0;-4.3785,-2.5002,0;-5.2449,-.9818,0;;-6.9809,-3.0014,0;-7.8477,-2.5027,0;-8.713,-3.0039,0;-9.5797,-2.5051,0;-.874,.5136,0;-1.7588,.0143,0;-.8964,-2.5132,0;-1.771,-3.0096,0;-3.5031,-.9878,0;-2.6308,-1.4988,0;-.0106,-1.0132,0;-1.7617,-.9968,0;-.8877,-1.5106,0;-2.6355,-2.5051,0;-9.5811,-1.5051,0;1.7156,-.7258,0;.5737,-2.6628,0;-.893,-.5015,0;-2.6436,-4.2551,0;-5.2449,.0182,0;.8705,.4921,0;-5.2449,-2.9996,0;-3.5117,-3.0056,0;-4.1446,-.2206,0;-1.7578,-2.0034,0;-6.5494,-1.2427,0;-6.9802,-3.5014,0;-7.8484,-2.0027,0;-8.7123,-3.5039,0;-10.0124,-2.7557,0;-1.1919,.8995,0;-.5494,.8939,0;-2.2516,-.07,0;-1.9263,.4854,0;-.4033,-2.4304,0;-.7291,-2.9844,0;-1.4521,-3.3947,0;-2.0945,-3.3908,0;-3.1802,-.6061,0;-3.0652,-1.7464,0;-10.0811,-1.5058,0;-9.0811,-1.5044,0;-9.5818,-1.0051,0;1.6335,-.2326,0;2.2088,-.6437,0;1.7978,-1.219,0;.1024,-2.8297,0;.7407,-3.1341,0;1.045,-2.4958,0;-1.1407,-.0671,0;-.4587,-.2538,0;-.6453,-.9358,0;-3.1436,-4.2528,0;-2.1436,-4.2574,0;-2.6459,-4.7551,0;-3.9727,.2489,0;-2.1888,-1.7499,0;

Duplicates ChEBI189228

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.sdf

Formula	C₂₅H₃₂O₆
MW	428.52
InChIKey	NFIWDODYYNWZLI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	4
Unbranched_Chain	5
Chiral_Centers	5
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.01
logP	3.9501
PSA	96.97
MR	118.703
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-216.34213
PM7_Total_Energy_ev	-5273.78279
PM7_Electronic_Energy_ev	-49375.39153
PM7_Dipole_Debye	8.84376
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.363
PM7_LUMO_Energy_ev	-1.07
PM7_COSMO_Area_square_ang	415.5
PM7_COSMO_Volue_cubic_ang	512.45
PM7_Electron_Affinity_ev	1.07
PM7_Ionization_Energy_ev	9.363
PM7_Energy_Gap_ev	8.293
PM7_Global_Hardness_ev	4.1465
PM7_Global_Softness_ev	0.2411672494875196
PM7_Chemical_Potential_ev	-5.2165
PM7_Electronigativity_ev	5.2165
PM7_Back_Donation_Energy_ev	-1.036625
PM7_Electrophilicity_ev	3.2813061919691306
OPENEYE_Name	(1~{S},2~{R},7~{S},10~{R},18~{R})-7,18-dihydroxy-2,6,6,10-tetramethyl-14-[(1~{E},3~{E})-penta-1,3-dienyl]-11,13-dioxatetracyclo[8.8.0.0^{2,7}.0^{12,17}]octadeca-12(17),14-diene-5,16-dione
SMILES	c1c(oc2c(c1=O)C(C3C4(CCC(=O)C(C4(CCC3(O2)C)O)(C)C)C)O)C=CC=CC
Canonical_SMILES	C/C=C/C=C/c1cc(=O)c2c(o1)O[C@]1([C@H]([C@H]2O)[C@@]2(C)CCC(=O)C([C@@]2(CC1)O)(C)C)C
InChI	1/C25H32O6/c1-6-7-8-9-15-14-16(26)18-19(28)20-23(4)11-10-17(27)22(2,3)25(23,29)13-12-24(20,5)31-21(18)30-15/h6-9,14,19-20,28-29H,10-13H2,1-5H3
InChI_3D	1S/C25H32O6/c1-6-7-8-9-15-14-16(26)18-19(28)20-23(4)11-10-17(27)22(2,3)25(23,29)13-12-24(20,5)31-21(18)30-15/h6-9,14,19-20,28-29H,10-13H2,1-5H3/b7-6+,9-8+/t19-,20+,23+,24+,25+/m0/s1
AuxInfo	1/0/N:21,22,23,24,25,10,9,8,7,11,12,14,13,1,3,5,6,2,15,16,4,17,18,20,19,26,27,30,31,28,29/E:(2,3)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s3;w7;s8;w9;s6;s11;;s13;s2;s15;s6;s12s16;s13s17s18;s14s16;s10;s17;s17;s18;s20;d5;d6;s3s4;s4s20;s15;s19;s1;s7;s8;s9;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s30;s31;/rC:-6.1156,-1.4914,0;-4.3742,-1.4914,0;-6.1156,-2.5002,0;-4.3785,-2.5002,0;-5.2449,-.9818,0;;-6.9809,-3.0014,0;-7.8477,-2.5027,0;-8.713,-3.0039,0;-9.5797,-2.5051,0;-.874,.5136,0;-1.7588,.0143,0;-.8964,-2.5132,0;-1.771,-3.0096,0;-3.5031,-.9878,0;-2.6308,-1.4988,0;-.0106,-1.0132,0;-1.7617,-.9968,0;-.8877,-1.5106,0;-2.6355,-2.5051,0;-9.5811,-1.5051,0;1.7156,-.7258,0;.5737,-2.6628,0;-.893,-.5015,0;-2.6436,-4.2551,0;-5.2449,.0182,0;.8705,.4921,0;-5.2449,-2.9996,0;-3.5117,-3.0056,0;-4.1446,-.2206,0;-1.7578,-2.0034,0;-6.5494,-1.2427,0;-6.9802,-3.5014,0;-7.8484,-2.0027,0;-8.7123,-3.5039,0;-10.0124,-2.7557,0;-1.1919,.8995,0;-.5494,.8939,0;-2.2516,-.07,0;-1.9263,.4854,0;-.4033,-2.4304,0;-.7291,-2.9844,0;-1.4521,-3.3947,0;-2.0945,-3.3908,0;-3.1802,-.6061,0;-3.0652,-1.7464,0;-10.0811,-1.5058,0;-9.0811,-1.5044,0;-9.5818,-1.0051,0;1.6335,-.2326,0;2.2088,-.6437,0;1.7978,-1.219,0;.1024,-2.8297,0;.7407,-3.1341,0;1.045,-2.4958,0;-1.1407,-.0671,0;-.4587,-.2538,0;-.6453,-.9358,0;-3.1436,-4.2528,0;-2.1436,-4.2574,0;-2.6459,-4.7551,0;-3.9727,.2489,0;-2.1888,-1.7499,0;
Duplicates	ChEBI189228
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189228.sdf