CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5381 (2280)

Formula C₂₀H₂₀O₅

MW 340.38

InChIKey ATJOIGKHVRPLSM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.92

logP 3.2838

PSA 86.99

MR 94.4293

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -165.78722

PM7_Total_Energy_ev -4202.75301

PM7_Electronic_Energy_ev -32693.62651

PM7_Dipole_Debye 1.97656

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.212

PM7_LUMO_Energy_ev -0.844

PM7_COSMO_Area_square_ang 349.25

PM7_COSMO_Volue_cubic_ang 403.69

PM7_Electron_Affinity_ev 0.844

PM7_Ionization_Energy_ev 9.212

PM7_Energy_Gap_ev 8.368

PM7_Global_Hardness_ev 4.184

PM7_Global_Softness_ev 0.2390057361376673

PM7_Chemical_Potential_ev -5.028

PM7_Electronigativity_ev 5.028

PM7_Back_Donation_Energy_ev -1.046

PM7_Electrophilicity_ev 3.0211261950286805

OPENEYE_Name (2~{R},3~{R})-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one

SMILES c1ccc(cc1)C2C(C(=O)c3c(c(c(cc3O)O)CC=C(C)C)O2)O

Canonical_SMILES CC(=CCc1c(O)cc(c2c1O[C@H](c1ccccc1)[C@H](C2=O)O)O)C

InChI 1/C20H20O5/c1-11(2)8-9-13-14(21)10-15(22)16-17(23)18(24)19(25-20(13)16)12-6-4-3-5-7-12/h3-8,10,18-19,21-22,24H,9H2,1-2H3

InChI_3D 1S/C20H20O5/c1-11(2)8-9-13-14(21)10-15(22)16-17(23)18(24)19(25-20(13)16)12-6-4-3-5-7-12/h3-8,10,18-19,21-22,24H,9H2,1-2H3/t18-,19+/m0/s1

AuxInfo 1/0/N:18,19,1,2,3,4,5,14,20,6,15,8,9,12,11,7,13,17,16,10,24,23,21,25,22/E:(1,2)(4,5)(6,7)/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d7s9;d6s7;s6d9;s7;;d14;s8;s13s16;s15;s15;s9s14;d13;s10s16;s11;s12;s17;s1;s2;s3;s4;s5;s6;s14;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;.8676,2.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2002,.2965,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.3676,2.514,0;.3676,2.5136,0;1.3004,-1.748,0;-1.2998,1.2518,0;5.5207,-.0873,0;

Duplicates ChEBI5381

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.sdf

Formula	C₂₀H₂₀O₅
MW	340.38
InChIKey	ATJOIGKHVRPLSM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.92
logP	3.2838
PSA	86.99
MR	94.4293
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-165.78722
PM7_Total_Energy_ev	-4202.75301
PM7_Electronic_Energy_ev	-32693.62651
PM7_Dipole_Debye	1.97656
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.212
PM7_LUMO_Energy_ev	-0.844
PM7_COSMO_Area_square_ang	349.25
PM7_COSMO_Volue_cubic_ang	403.69
PM7_Electron_Affinity_ev	0.844
PM7_Ionization_Energy_ev	9.212
PM7_Energy_Gap_ev	8.368
PM7_Global_Hardness_ev	4.184
PM7_Global_Softness_ev	0.2390057361376673
PM7_Chemical_Potential_ev	-5.028
PM7_Electronigativity_ev	5.028
PM7_Back_Donation_Energy_ev	-1.046
PM7_Electrophilicity_ev	3.0211261950286805
OPENEYE_Name	(2~{R},3~{R})-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one
SMILES	c1ccc(cc1)C2C(C(=O)c3c(c(c(cc3O)O)CC=C(C)C)O2)O
Canonical_SMILES	CC(=CCc1c(O)cc(c2c1O[C@H](c1ccccc1)[C@H](C2=O)O)O)C
InChI	1/C20H20O5/c1-11(2)8-9-13-14(21)10-15(22)16-17(23)18(24)19(25-20(13)16)12-6-4-3-5-7-12/h3-8,10,18-19,21-22,24H,9H2,1-2H3
InChI_3D	1S/C20H20O5/c1-11(2)8-9-13-14(21)10-15(22)16-17(23)18(24)19(25-20(13)16)12-6-4-3-5-7-12/h3-8,10,18-19,21-22,24H,9H2,1-2H3/t18-,19+/m0/s1
AuxInfo	1/0/N:18,19,1,2,3,4,5,14,20,6,15,8,9,12,11,7,13,17,16,10,24,23,21,25,22/E:(1,2)(4,5)(6,7)/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d7s9;d6s7;s6d9;s7;;d14;s8;s13s16;s15;s15;s9s14;d13;s10s16;s11;s12;s17;s1;s2;s3;s4;s5;s6;s14;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;.8676,2.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2002,.2965,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.3676,2.514,0;.3676,2.5136,0;1.3004,-1.748,0;-1.2998,1.2518,0;5.5207,-.0873,0;
Duplicates	ChEBI5381
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5381.sdf