CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182823 (97775)

Formula C₂₀H₂₆O₃

MW 314.42

InChIKey POSJOOWBIBDQRR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 23

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 1

Unbranched_Chain 1

Chiral_Centers 7

ONatoms 3

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 2.09

logP 2.9361

PSA 54.37

MR 90.1518

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -93.52866

PM7_Total_Energy_ev -3692.63401

PM7_Electronic_Energy_ev -31266.27524

PM7_Dipole_Debye 3.38562

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.848

PM7_LUMO_Energy_ev -1.089

PM7_COSMO_Area_square_ang 319.6

PM7_COSMO_Volue_cubic_ang 400.39

PM7_Electron_Affinity_ev 1.089

PM7_Ionization_Energy_ev 9.848

PM7_Energy_Gap_ev 8.759

PM7_Global_Hardness_ev 4.3795

PM7_Global_Softness_ev 0.22833656810138145

PM7_Chemical_Potential_ev -5.4685

PM7_Electronigativity_ev 5.4685

PM7_Back_Donation_Energy_ev -1.094875

PM7_Electrophilicity_ev 3.4141445655896794

OPENEYE_Name (1~{S},4~{S},5~{S},8~{S},9~{R},10~{R},12~{S})-5-hydroxy-4,8,11,11-tetramethyl-15-methylene-tetracyclo[7.6.0.0^{2,6}.0^{10,12}]pentadec-2(6)-ene-3,7-dione

SMILES C12=C(C(=O)C(C3C1C(=C)CCC4C3C4(C)C)C)C(C(C2=O)C)O

Canonical_SMILES C=C1CC[C@H]2[C@@H]([C@@H]3[C@@H]1C1=C(C(=O)[C@H]3C)[C@H]([C@@H](C1=O)C)O)C2(C)C

InChI 1/C20H26O3/c1-8-6-7-11-16(20(11,4)5)13-9(2)17(21)15-14(12(8)13)18(22)10(3)19(15)23/h9-13,16,19,23H,1,6-7H2,2-5H3

InChI_3D 1S/C20H26O3/c1-8-6-7-11-16(20(11,4)5)13-9(2)17(21)15-14(12(8)13)18(22)10(3)19(15)23/h9-13,16,19,23H,1,6-7H2,2-5H3/t9-,10+,11-,12+,13-,16-,19-/m0/s1

AuxInfo 1/0/N:6,18,17,19,20,7,8,5,12,11,13,9,14,1,2,15,4,3,10,16,22,21,23/E:(4,5)/rA:49cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;s5;s7;s1s5;s2;s3s10;s4;s8;s9s12;s13s14;s13s15;s11;s12;s16;s16;d3;d4;s10;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;/rC:;-.5,-.866,0;-.6691,.7431,0;0,-1.7321,0;1.3653,.9309,0;.6852,1.6639,0;2.3209,1.2256,0;3.1472,.6623,0;1,0,0;-1.4781,-.6581,0;-1.5827,.3364,0;1,-1.7321,0;3.2219,-.3349,0;1.5,-.866,0;2.4888,-1.0151,0;3.4444,-1.3098,0;-2.1235,2.0008,0;.6961,-3.4555,0;5.1922,-1.2226,0;3.3201,-2.3021,0;-.4612,1.7213,0;-.5,-2.5981,0;-1.5827,-1.6526,0;.1977,1.5527,0;.8325,2.1417,0;2.0709,1.6586,0;2.6874,1.5657,0;3.3298,1.1277,0;3.6416,.5878,0;1.4986,.0374,0;-1.9781,-.6581,0;-2.0718,.2325,0;1.4698,-1.9031,0;3.7163,-.2604,0;1,-.866,0;2.3415,-.5373,0;-1.6479,2.1553,0;-2.599,1.8462,0;-2.278,2.4763,0;.2037,-3.3686,0;1.1885,-3.5423,0;.6093,-3.9479,0;5.1673,-.7232,0;5.2171,-1.722,0;5.6916,-1.1977,0;3.8162,-2.3642,0;2.8239,-2.2399,0;3.2579,-2.7982,0;-2.0394,-1.856,0;

Duplicates ChEBI182823

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.sdf

Formula	C₂₀H₂₆O₃
MW	314.42
InChIKey	POSJOOWBIBDQRR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	23
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	1
Unbranched_Chain	1
Chiral_Centers	7
ONatoms	3
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	2.09
logP	2.9361
PSA	54.37
MR	90.1518
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-93.52866
PM7_Total_Energy_ev	-3692.63401
PM7_Electronic_Energy_ev	-31266.27524
PM7_Dipole_Debye	3.38562
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.848
PM7_LUMO_Energy_ev	-1.089
PM7_COSMO_Area_square_ang	319.6
PM7_COSMO_Volue_cubic_ang	400.39
PM7_Electron_Affinity_ev	1.089
PM7_Ionization_Energy_ev	9.848
PM7_Energy_Gap_ev	8.759
PM7_Global_Hardness_ev	4.3795
PM7_Global_Softness_ev	0.22833656810138145
PM7_Chemical_Potential_ev	-5.4685
PM7_Electronigativity_ev	5.4685
PM7_Back_Donation_Energy_ev	-1.094875
PM7_Electrophilicity_ev	3.4141445655896794
OPENEYE_Name	(1~{S},4~{S},5~{S},8~{S},9~{R},10~{R},12~{S})-5-hydroxy-4,8,11,11-tetramethyl-15-methylene-tetracyclo[7.6.0.0^{2,6}.0^{10,12}]pentadec-2(6)-ene-3,7-dione
SMILES	C12=C(C(=O)C(C3C1C(=C)CCC4C3C4(C)C)C)C(C(C2=O)C)O
Canonical_SMILES	C=C1CC[C@H]2[C@@H]([C@@H]3[C@@H]1C1=C(C(=O)[C@H]3C)[C@H]([C@@H](C1=O)C)O)C2(C)C
InChI	1/C20H26O3/c1-8-6-7-11-16(20(11,4)5)13-9(2)17(21)15-14(12(8)13)18(22)10(3)19(15)23/h9-13,16,19,23H,1,6-7H2,2-5H3
InChI_3D	1S/C20H26O3/c1-8-6-7-11-16(20(11,4)5)13-9(2)17(21)15-14(12(8)13)18(22)10(3)19(15)23/h9-13,16,19,23H,1,6-7H2,2-5H3/t9-,10+,11-,12+,13-,16-,19-/m0/s1
AuxInfo	1/0/N:6,18,17,19,20,7,8,5,12,11,13,9,14,1,2,15,4,3,10,16,22,21,23/E:(4,5)/rA:49cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;s5;s7;s1s5;s2;s3s10;s4;s8;s9s12;s13s14;s13s15;s11;s12;s16;s16;d3;d4;s10;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;/rC:;-.5,-.866,0;-.6691,.7431,0;0,-1.7321,0;1.3653,.9309,0;.6852,1.6639,0;2.3209,1.2256,0;3.1472,.6623,0;1,0,0;-1.4781,-.6581,0;-1.5827,.3364,0;1,-1.7321,0;3.2219,-.3349,0;1.5,-.866,0;2.4888,-1.0151,0;3.4444,-1.3098,0;-2.1235,2.0008,0;.6961,-3.4555,0;5.1922,-1.2226,0;3.3201,-2.3021,0;-.4612,1.7213,0;-.5,-2.5981,0;-1.5827,-1.6526,0;.1977,1.5527,0;.8325,2.1417,0;2.0709,1.6586,0;2.6874,1.5657,0;3.3298,1.1277,0;3.6416,.5878,0;1.4986,.0374,0;-1.9781,-.6581,0;-2.0718,.2325,0;1.4698,-1.9031,0;3.7163,-.2604,0;1,-.866,0;2.3415,-.5373,0;-1.6479,2.1553,0;-2.599,1.8462,0;-2.278,2.4763,0;.2037,-3.3686,0;1.1885,-3.5423,0;.6093,-3.9479,0;5.1673,-.7232,0;5.2171,-1.722,0;5.6916,-1.1977,0;3.8162,-2.3642,0;2.8239,-2.2399,0;3.2579,-2.7982,0;-2.0394,-1.856,0;
Duplicates	ChEBI182823
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182823.sdf