CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184475 (99187)

Formula C₂₀H₂₈O₄

MW 332.44

InChIKey ZHNTWXWAMWPYNI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 1.69

logP 3.0764

PSA 66.76

MR 95.7766

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -139.45501

PM7_Total_Energy_ev -4014.78855

PM7_Electronic_Energy_ev -33306.63988

PM7_Dipole_Debye 4.17479

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.176

PM7_LUMO_Energy_ev -0.542

PM7_COSMO_Area_square_ang 350.19

PM7_COSMO_Volue_cubic_ang 436.63

PM7_Electron_Affinity_ev 0.542

PM7_Ionization_Energy_ev 9.176

PM7_Energy_Gap_ev 8.634

PM7_Global_Hardness_ev 4.317

PM7_Global_Softness_ev 0.23164234422052352

PM7_Chemical_Potential_ev -4.859

PM7_Electronigativity_ev 4.859

PM7_Back_Donation_Energy_ev -1.07925

PM7_Electrophilicity_ev 2.734524090803799

OPENEYE_Name (4~{E},4~{a}~{S},7~{E},9~{R},11~{a}~{R})-9-hydroxy-4-[(~{E})-4-hydroxy-4-methyl-pent-2-enylidene]-7-methyl-11-methylene-4~{a},5,6,9,10,11~{a}-hexahydro-1~{H}-cyclonona[c]pyran-3-one

SMILES C1=C(CCC2C(=CC=CC(C)(C)O)C(=O)OCC2C(=C)CC1O)C

Canonical_SMILES C/C/1=C[C@H](O)CC(=C)[C@H]2[C@H](CC1)/C(=CC=CC(O)(C)C)/C(=O)OC2

InChI 1/C20H28O4/c1-13-7-8-16-17(6-5-9-20(3,4)23)19(22)24-12-18(16)14(2)11-15(21)10-13/h5-6,9-10,15-16,18,21,23H,2,7-8,11-12H2,1,3-4H3

InChI_3D 1S/C20H28O4/c1-13-7-8-16-17(6-5-9-20(3,4)23)19(22)24-12-18(16)14(2)11-15(21)10-13/h5-6,9-10,15-16,18,21,23H,2,7-8,11-12H2,1,3-4H3/b9-5+,13-10+,17-6+/t15-,16+,18-/m0/s1

AuxInfo 1/0/N:17,6,18,19,8,7,10,12,9,1,11,13,2,5,14,15,3,16,4,20,23,21,24,22/E:(3,4)/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;s3;;d5;w3;s7;w8;s2;s5;s10;;s1s11;s3s12;s5s13s15;s2;;;s9s18s19;d4;s4s13;s14;s20;s1;s6;s6;s7;s8;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s23;s24;/rC:;.5886,-.8101,0;4.1427,-1.0049,0;5.0144,-.5048,0;2.4087,1.0085,0;2.4087,2.0085,0;4.1413,-2.0049,0;5.0067,-2.5061,0;5.0053,-3.5061,0;1.541,-.5006,0;1.5409,.5007,0;2.4087,-1.0027,0;4.1426,1.0063,0;.5886,.8099,0;3.2767,-.5049,0;3.2766,.5007,0;.2796,-1.7612,0;5.3694,-4.8726,0;6.3718,-3.1419,0;5.8706,-4.0073,0;5.8798,-1.0059,0;5.0142,.5008,0;.9953,1.7235,0;6.736,-4.5085,0;-.5,0,0;1.9757,2.2585,0;2.8417,2.2585,0;3.708,-2.2543,0;5.44,-2.2567,0;4.5719,-3.7555,0;1.6785,-.9813,0;1.3061,-.942,0;1.3052,.9417,0;1.6768,.9819,0;2.7292,-1.3864,0;2.0867,-1.3852,0;3.8202,1.3885,0;4.4639,1.3894,0;.1556,1.0599,0;3.7097,-.2549,0;2.8429,.2519,0;.7551,-1.9157,0;-.1959,-1.6067,0;.1251,-2.2367,0;4.9368,-4.622,0;5.8021,-5.1232,0;5.1188,-5.3053,0;6.8045,-3.3925,0;5.9391,-2.8913,0;6.6224,-2.7093,0;.7013,2.128,0;6.7353,-5.0085,0;

Duplicates ChEBI184475

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.sdf

Formula	C₂₀H₂₈O₄
MW	332.44
InChIKey	ZHNTWXWAMWPYNI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	1.69
logP	3.0764
PSA	66.76
MR	95.7766
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-139.45501
PM7_Total_Energy_ev	-4014.78855
PM7_Electronic_Energy_ev	-33306.63988
PM7_Dipole_Debye	4.17479
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.176
PM7_LUMO_Energy_ev	-0.542
PM7_COSMO_Area_square_ang	350.19
PM7_COSMO_Volue_cubic_ang	436.63
PM7_Electron_Affinity_ev	0.542
PM7_Ionization_Energy_ev	9.176
PM7_Energy_Gap_ev	8.634
PM7_Global_Hardness_ev	4.317
PM7_Global_Softness_ev	0.23164234422052352
PM7_Chemical_Potential_ev	-4.859
PM7_Electronigativity_ev	4.859
PM7_Back_Donation_Energy_ev	-1.07925
PM7_Electrophilicity_ev	2.734524090803799
OPENEYE_Name	(4~{E},4~{a}~{S},7~{E},9~{R},11~{a}~{R})-9-hydroxy-4-[(~{E})-4-hydroxy-4-methyl-pent-2-enylidene]-7-methyl-11-methylene-4~{a},5,6,9,10,11~{a}-hexahydro-1~{H}-cyclonona[c]pyran-3-one
SMILES	C1=C(CCC2C(=CC=CC(C)(C)O)C(=O)OCC2C(=C)CC1O)C
Canonical_SMILES	C/C/1=C[C@H](O)CC(=C)[C@H]2[C@H](CC1)/C(=CC=CC(O)(C)C)/C(=O)OC2
InChI	1/C20H28O4/c1-13-7-8-16-17(6-5-9-20(3,4)23)19(22)24-12-18(16)14(2)11-15(21)10-13/h5-6,9-10,15-16,18,21,23H,2,7-8,11-12H2,1,3-4H3
InChI_3D	1S/C20H28O4/c1-13-7-8-16-17(6-5-9-20(3,4)23)19(22)24-12-18(16)14(2)11-15(21)10-13/h5-6,9-10,15-16,18,21,23H,2,7-8,11-12H2,1,3-4H3/b9-5+,13-10+,17-6+/t15-,16+,18-/m0/s1
AuxInfo	1/0/N:17,6,18,19,8,7,10,12,9,1,11,13,2,5,14,15,3,16,4,20,23,21,24,22/E:(3,4)/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;;s3;;d5;w3;s7;w8;s2;s5;s10;;s1s11;s3s12;s5s13s15;s2;;;s9s18s19;d4;s4s13;s14;s20;s1;s6;s6;s7;s8;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s23;s24;/rC:;.5886,-.8101,0;4.1427,-1.0049,0;5.0144,-.5048,0;2.4087,1.0085,0;2.4087,2.0085,0;4.1413,-2.0049,0;5.0067,-2.5061,0;5.0053,-3.5061,0;1.541,-.5006,0;1.5409,.5007,0;2.4087,-1.0027,0;4.1426,1.0063,0;.5886,.8099,0;3.2767,-.5049,0;3.2766,.5007,0;.2796,-1.7612,0;5.3694,-4.8726,0;6.3718,-3.1419,0;5.8706,-4.0073,0;5.8798,-1.0059,0;5.0142,.5008,0;.9953,1.7235,0;6.736,-4.5085,0;-.5,0,0;1.9757,2.2585,0;2.8417,2.2585,0;3.708,-2.2543,0;5.44,-2.2567,0;4.5719,-3.7555,0;1.6785,-.9813,0;1.3061,-.942,0;1.3052,.9417,0;1.6768,.9819,0;2.7292,-1.3864,0;2.0867,-1.3852,0;3.8202,1.3885,0;4.4639,1.3894,0;.1556,1.0599,0;3.7097,-.2549,0;2.8429,.2519,0;.7551,-1.9157,0;-.1959,-1.6067,0;.1251,-2.2367,0;4.9368,-4.622,0;5.8021,-5.1232,0;5.1188,-5.3053,0;6.8045,-3.3925,0;5.9391,-2.8913,0;6.6224,-2.7093,0;.7013,2.128,0;6.7353,-5.0085,0;
Duplicates	ChEBI184475
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184475.sdf