CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192911 (106406)

Formula C₂₀H₂₈O₃

MW 316.44

InChIKey DUFLULHNEVXHJR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 23

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 2

Unbranched_Chain 1

Chiral_Centers 7

ONatoms 3

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 1.52

logP 2.872

PSA 57.53

MR 91.1516

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -104.20508

PM7_Total_Energy_ev -3719.71405

PM7_Electronic_Energy_ev -32589.94893

PM7_Dipole_Debye 2.13333

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.585

PM7_LUMO_Energy_ev -0.152

PM7_COSMO_Area_square_ang 317.9

PM7_COSMO_Volue_cubic_ang 407.02

PM7_Electron_Affinity_ev 0.152

PM7_Ionization_Energy_ev 9.585

PM7_Energy_Gap_ev 9.433

PM7_Global_Hardness_ev 4.7165

PM7_Global_Softness_ev 0.212021626205873

PM7_Chemical_Potential_ev -4.8685

PM7_Electronigativity_ev 4.8685

PM7_Back_Donation_Energy_ev -1.179125

PM7_Electrophilicity_ev 2.5126992738259304

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

SMILES C12=C(CC(C1=O)C)C(C(C3C2C(=C)CCC4C3C4(C)C)(C)O)O

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

InChI 1/C20H28O3/c1-9-6-7-12-15(19(12,3)4)16-13(9)14-11(8-10(2)17(14)21)18(22)20(16,5)23/h10,12-13,15-16,18,22-23H,1,6-8H2,2-5H3

InChI_3D 1S/C20H28O3/c1-9-6-7-12-15(19(12,3)4)16-13(9)14-11(8-10(2)17(14)21)18(22)20(16,5)23/h10,12-13,15-16,18,22-23H,1,6-8H2,2-5H3/t10-,12-,13+,15-,16+,18+,20+/m0/s1

AuxInfo 1/0/N:5,17,18,19,20,7,8,6,4,11,2,12,9,1,14,13,3,10,15,16,21,22,23/E:(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;s4;s7;s1s4;s2;s3s6;s8;s9;s12s13;s12s14;s10s13;s11;s15;s15;s16;d3;s10;s16;s5;s5;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;s23;/rC:;-.5,-.866,0;-.6691,.7431,0;1.3653,.9309,0;.6852,1.6639,0;-1.4781,-.6581,0;2.3209,1.2256,0;3.1472,.6623,0;1,0,0;0,-1.7321,0;-1.5827,.3364,0;3.2219,-.3349,0;1.5,-.866,0;2.4888,-1.0151,0;3.4444,-1.3098,0;1,-1.7321,0;-2.1235,2.0008,0;5.1922,-1.2226,0;3.2268,-3.0462,0;1.9397,-2.0741,0;-.4612,1.7213,0;.1736,-2.7169,0;.6961,-3.4555,0;.1977,1.5527,0;.8325,2.1417,0;-1.5304,-1.1554,0;-1.9781,-.6581,0;2.0709,1.6586,0;2.6874,1.5657,0;3.3298,1.1277,0;3.6416,.5878,0;1.4986,.0374,0;-.4698,-1.9031,0;-2.0718,.2325,0;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;5.1673,-.7232,0;5.2171,-1.722,0;5.6916,-1.1977,0;3.7229,-3.1084,0;2.7307,-2.9841,0;3.1646,-3.5424,0;1.7687,-2.5439,0;2.1107,-1.6042,0;2.4095,-2.2451,0;-.2094,-3.0383,0;1.0791,-3.7769,0;

Duplicates ChEBI192911

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.sdf

Formula	C₂₀H₂₈O₃
MW	316.44
InChIKey	DUFLULHNEVXHJR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	23
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	2
Unbranched_Chain	1
Chiral_Centers	7
ONatoms	3
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	1.52
logP	2.872
PSA	57.53
MR	91.1516
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-104.20508
PM7_Total_Energy_ev	-3719.71405
PM7_Electronic_Energy_ev	-32589.94893
PM7_Dipole_Debye	2.13333
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.585
PM7_LUMO_Energy_ev	-0.152
PM7_COSMO_Area_square_ang	317.9
PM7_COSMO_Volue_cubic_ang	407.02
PM7_Electron_Affinity_ev	0.152
PM7_Ionization_Energy_ev	9.585
PM7_Energy_Gap_ev	9.433
PM7_Global_Hardness_ev	4.7165
PM7_Global_Softness_ev	0.212021626205873
PM7_Chemical_Potential_ev	-4.8685
PM7_Electronigativity_ev	4.8685
PM7_Back_Donation_Energy_ev	-1.179125
PM7_Electrophilicity_ev	2.5126992738259304
OPENEYE_Name	(1~{R},4~{S},7~{R},8~{R},9~{S},10~{S},12~{S})-7,8-dihydroxy-4,8,11,11-tetramethyl-15-methylene-tetracyclo[7.6.0.0^{2,6}.0^{10,12}]pentadec-2(6)-en-3-one
SMILES	C12=C(CC(C1=O)C)C(C(C3C2C(=C)CCC4C3C4(C)C)(C)O)O
Canonical_SMILES	C=C1CC[C@H]2[C@@H]([C@H]3[C@H]1C1=C(C[C@@H](C1=O)C)[C@H]([C@]3(C)O)O)C2(C)C
InChI	1/C20H28O3/c1-9-6-7-12-15(19(12,3)4)16-13(9)14-11(8-10(2)17(14)21)18(22)20(16,5)23/h10,12-13,15-16,18,22-23H,1,6-8H2,2-5H3
InChI_3D	1S/C20H28O3/c1-9-6-7-12-15(19(12,3)4)16-13(9)14-11(8-10(2)17(14)21)18(22)20(16,5)23/h10,12-13,15-16,18,22-23H,1,6-8H2,2-5H3/t10-,12-,13+,15-,16+,18+,20+/m0/s1
AuxInfo	1/0/N:5,17,18,19,20,7,8,6,4,11,2,12,9,1,14,13,3,10,15,16,21,22,23/E:(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;s4;s7;s1s4;s2;s3s6;s8;s9;s12s13;s12s14;s10s13;s11;s15;s15;s16;d3;s10;s16;s5;s5;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;s23;/rC:;-.5,-.866,0;-.6691,.7431,0;1.3653,.9309,0;.6852,1.6639,0;-1.4781,-.6581,0;2.3209,1.2256,0;3.1472,.6623,0;1,0,0;0,-1.7321,0;-1.5827,.3364,0;3.2219,-.3349,0;1.5,-.866,0;2.4888,-1.0151,0;3.4444,-1.3098,0;1,-1.7321,0;-2.1235,2.0008,0;5.1922,-1.2226,0;3.2268,-3.0462,0;1.9397,-2.0741,0;-.4612,1.7213,0;.1736,-2.7169,0;.6961,-3.4555,0;.1977,1.5527,0;.8325,2.1417,0;-1.5304,-1.1554,0;-1.9781,-.6581,0;2.0709,1.6586,0;2.6874,1.5657,0;3.3298,1.1277,0;3.6416,.5878,0;1.4986,.0374,0;-.4698,-1.9031,0;-2.0718,.2325,0;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;5.1673,-.7232,0;5.2171,-1.722,0;5.6916,-1.1977,0;3.7229,-3.1084,0;2.7307,-2.9841,0;3.1646,-3.5424,0;1.7687,-2.5439,0;2.1107,-1.6042,0;2.4095,-2.2451,0;-.2094,-3.0383,0;1.0791,-3.7769,0;
Duplicates	ChEBI192911
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192911.sdf