CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181213 (96850)

Formula C₂₀H₂₈O₅

MW 348.44

InChIKey WWVZJFILZLMLSF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 8

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.01

logP 1.2458

PSA 94.83

MR 92.4294

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -190.61216

PM7_Total_Energy_ev -4310.36833

PM7_Electronic_Energy_ev -37936.05892

PM7_Dipole_Debye 1.17803

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.092

PM7_LUMO_Energy_ev -1.511

PM7_COSMO_Area_square_ang 331.11

PM7_COSMO_Volue_cubic_ang 422.42

PM7_Electron_Affinity_ev 1.511

PM7_Ionization_Energy_ev 10.092

PM7_Energy_Gap_ev 8.581

PM7_Global_Hardness_ev 4.2905

PM7_Global_Softness_ev 0.23307306840694558

PM7_Chemical_Potential_ev -5.8015

PM7_Electronigativity_ev 5.8015

PM7_Back_Donation_Energy_ev -1.072625

PM7_Electrophilicity_ev 3.922317008507167

OPENEYE_Name (1~{S},2~{R},5~{R},6~{S},9~{S},10~{R},11~{R},13~{S})-2,6,11-trihydroxy-1,5,9,12,12-pentamethyl-tetracyclo[7.6.0.0^{3,7}.0^{10,13}]pentadec-3(7)-ene-4,8-dione

SMILES C12=C(C(=O)C3(C4C(CCC3(C1O)C)C(C4O)(C)C)C)C(C(C2=O)C)O

Canonical_SMILES C[C@@H]1[C@H](O)C2=C(C1=O)[C@H](O)[C@@]1([C@](C2=O)(C)[C@@H]2[C@@H](O)C([C@H]2CC1)(C)C)C

InChI 1/C20H28O5/c1-8-13(21)10-11(14(8)22)16(24)20(5)12-9(18(2,3)17(12)25)6-7-19(20,4)15(10)23/h8-9,12,14-15,17,22-23,25H,6-7H2,1-5H3

InChI_3D 1S/C20H28O5/c1-8-13(21)10-11(14(8)22)16(24)20(5)12-9(18(2,3)17(12)25)6-7-19(20,4)15(10)23/h8-9,12,14-15,17,22-23,25H,6-7H2,1-5H3/t8-,9-,12-,14-,15-,17+,19+,20+/m0/s1

AuxInfo 1/0/N:16,19,20,18,17,5,6,9,10,1,2,11,3,7,8,4,12,15,14,13,21,23,24,22,25/E:(2,3)/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s5;s2;s1;s3s7;s5;s10;s11;s4s11;s6s8s13;s10s12;s9;s13;s14;s15;s15;d3;d4;s7;s8;s12;s5;s5;s6;s6;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;s24;s25;/rC:;-.5,-.866,0;-.6691,.7431,0;0,-1.7321,0;3,-1.7321,0;2.5,-.866,0;-1.4781,-.6581,0;1,0,0;-1.5827,.3364,0;2.5,-2.5981,0;1.5,-2.5981,0;1.5,-3.5981,0;1,-1.7321,0;1.5,-.866,0;2.5,-3.5981,0;-2.1235,2.0008,0;.125,-3.2476,0;.5,-.866,0;3.5,-3.5981,0;2.5,-5.3481,0;-.4612,1.7213,0;-.5,-2.5981,0;-1.5827,-1.6526,0;.8264,.9848,0;1.5,-4.5981,0;3.383,-1.4107,0;3.383,-2.0534,0;2.4132,-.3736,0;2.9698,-.695,0;-1.9781,-.6581,0;1.4698,.171,0;-2.0718,.2325,0;2.25,-2.1651,0;1.8536,-2.9516,0;1,-3.5981,0;-1.6479,2.1553,0;-2.599,1.8462,0;-2.278,2.4763,0;.558,-3.4976,0;-.308,-2.9976,0;-.125,-3.6806,0;.5,-.366,0;.5,-1.366,0;0,-.866,0;3.5,-3.0981,0;3.5,-4.0981,0;4,-3.5981,0;3,-5.3481,0;2,-5.3481,0;2.5,-5.8481,0;-2.0394,-1.856,0;.3565,1.1558,0;1.067,-4.8481,0;

Duplicates ChEBI181213

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.sdf

Formula	C₂₀H₂₈O₅
MW	348.44
InChIKey	WWVZJFILZLMLSF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	8
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.01
logP	1.2458
PSA	94.83
MR	92.4294
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-190.61216
PM7_Total_Energy_ev	-4310.36833
PM7_Electronic_Energy_ev	-37936.05892
PM7_Dipole_Debye	1.17803
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.092
PM7_LUMO_Energy_ev	-1.511
PM7_COSMO_Area_square_ang	331.11
PM7_COSMO_Volue_cubic_ang	422.42
PM7_Electron_Affinity_ev	1.511
PM7_Ionization_Energy_ev	10.092
PM7_Energy_Gap_ev	8.581
PM7_Global_Hardness_ev	4.2905
PM7_Global_Softness_ev	0.23307306840694558
PM7_Chemical_Potential_ev	-5.8015
PM7_Electronigativity_ev	5.8015
PM7_Back_Donation_Energy_ev	-1.072625
PM7_Electrophilicity_ev	3.922317008507167
OPENEYE_Name	(1~{S},2~{R},5~{R},6~{S},9~{S},10~{R},11~{R},13~{S})-2,6,11-trihydroxy-1,5,9,12,12-pentamethyl-tetracyclo[7.6.0.0^{3,7}.0^{10,13}]pentadec-3(7)-ene-4,8-dione
SMILES	C12=C(C(=O)C3(C4C(CCC3(C1O)C)C(C4O)(C)C)C)C(C(C2=O)C)O
Canonical_SMILES	C[C@@H]1[C@H](O)C2=C(C1=O)[C@H](O)[C@@]1([C@](C2=O)(C)[C@@H]2[C@@H](O)C([C@H]2CC1)(C)C)C
InChI	1/C20H28O5/c1-8-13(21)10-11(14(8)22)16(24)20(5)12-9(18(2,3)17(12)25)6-7-19(20,4)15(10)23/h8-9,12,14-15,17,22-23,25H,6-7H2,1-5H3
InChI_3D	1S/C20H28O5/c1-8-13(21)10-11(14(8)22)16(24)20(5)12-9(18(2,3)17(12)25)6-7-19(20,4)15(10)23/h8-9,12,14-15,17,22-23,25H,6-7H2,1-5H3/t8-,9-,12-,14-,15-,17+,19+,20+/m0/s1
AuxInfo	1/0/N:16,19,20,18,17,5,6,9,10,1,2,11,3,7,8,4,12,15,14,13,21,23,24,22,25/E:(2,3)/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s5;s2;s1;s3s7;s5;s10;s11;s4s11;s6s8s13;s10s12;s9;s13;s14;s15;s15;d3;d4;s7;s8;s12;s5;s5;s6;s6;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;s24;s25;/rC:;-.5,-.866,0;-.6691,.7431,0;0,-1.7321,0;3,-1.7321,0;2.5,-.866,0;-1.4781,-.6581,0;1,0,0;-1.5827,.3364,0;2.5,-2.5981,0;1.5,-2.5981,0;1.5,-3.5981,0;1,-1.7321,0;1.5,-.866,0;2.5,-3.5981,0;-2.1235,2.0008,0;.125,-3.2476,0;.5,-.866,0;3.5,-3.5981,0;2.5,-5.3481,0;-.4612,1.7213,0;-.5,-2.5981,0;-1.5827,-1.6526,0;.8264,.9848,0;1.5,-4.5981,0;3.383,-1.4107,0;3.383,-2.0534,0;2.4132,-.3736,0;2.9698,-.695,0;-1.9781,-.6581,0;1.4698,.171,0;-2.0718,.2325,0;2.25,-2.1651,0;1.8536,-2.9516,0;1,-3.5981,0;-1.6479,2.1553,0;-2.599,1.8462,0;-2.278,2.4763,0;.558,-3.4976,0;-.308,-2.9976,0;-.125,-3.6806,0;.5,-.366,0;.5,-1.366,0;0,-.866,0;3.5,-3.0981,0;3.5,-4.0981,0;4,-3.5981,0;3,-5.3481,0;2,-5.3481,0;2.5,-5.8481,0;-2.0394,-1.856,0;.3565,1.1558,0;1.067,-4.8481,0;
Duplicates	ChEBI181213
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181213.sdf