CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5368 (2270)

Formula C₂₀H₂₀O₄

MW 324.38

InChIKey DAWSYIQAGQMLFS-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 2.64

logP 4.313

PSA 66.76

MR 93.2675

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -130.35929

PM7_Total_Energy_ev -3907.74222

PM7_Electronic_Energy_ev -30010.26465

PM7_Dipole_Debye 2.83866

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.107

PM7_LUMO_Energy_ev -0.625

PM7_COSMO_Area_square_ang 342.8

PM7_COSMO_Volue_cubic_ang 393.43

PM7_Electron_Affinity_ev 0.625

PM7_Ionization_Energy_ev 9.107

PM7_Energy_Gap_ev 8.482

PM7_Global_Hardness_ev 4.241

PM7_Global_Softness_ev 0.23579344494223062

PM7_Chemical_Potential_ev -4.866

PM7_Electronigativity_ev 4.866

PM7_Back_Donation_Energy_ev -1.06025

PM7_Electrophilicity_ev 2.7915534072152792

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

SMILES c1ccc(cc1)C2CC(=O)c3c(c(c(cc3O)O)CC=C(C)C)O2

Canonical_SMILES CC(=CCc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1)O)C

InChI 1/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3

InChI_3D 1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1

AuxInfo 1/0/N:18,19,1,2,3,4,5,14,20,6,16,15,8,9,12,11,13,17,7,10,24,23,21,22/E:(1,2)(4,5)(6,7)/rA:44cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d7s9;d6s7;s6d9;s7;;d14;s13;s8s16;s15;s15;s9s14;d13;s10s17;s11;s12;s1;s2;s3;s4;s5;s6;s14;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/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;3.4761,-.0036,0;3.4774,1.0034,0;-.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;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;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.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;

Duplicates ChEBI5368

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.sdf

Formula	C₂₀H₂₀O₄
MW	324.38
InChIKey	DAWSYIQAGQMLFS-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	2.64
logP	4.313
PSA	66.76
MR	93.2675
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-130.35929
PM7_Total_Energy_ev	-3907.74222
PM7_Electronic_Energy_ev	-30010.26465
PM7_Dipole_Debye	2.83866
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.107
PM7_LUMO_Energy_ev	-0.625
PM7_COSMO_Area_square_ang	342.8
PM7_COSMO_Volue_cubic_ang	393.43
PM7_Electron_Affinity_ev	0.625
PM7_Ionization_Energy_ev	9.107
PM7_Energy_Gap_ev	8.482
PM7_Global_Hardness_ev	4.241
PM7_Global_Softness_ev	0.23579344494223062
PM7_Chemical_Potential_ev	-4.866
PM7_Electronigativity_ev	4.866
PM7_Back_Donation_Energy_ev	-1.06025
PM7_Electrophilicity_ev	2.7915534072152792
OPENEYE_Name	(2~{S})-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-chroman-4-one
SMILES	c1ccc(cc1)C2CC(=O)c3c(c(c(cc3O)O)CC=C(C)C)O2
Canonical_SMILES	CC(=CCc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1)O)C
InChI	1/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3
InChI_3D	1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1
AuxInfo	1/0/N:18,19,1,2,3,4,5,14,20,6,16,15,8,9,12,11,13,17,7,10,24,23,21,22/E:(1,2)(4,5)(6,7)/rA:44cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d7s9;d6s7;s6d9;s7;;d14;s13;s8s16;s15;s15;s9s14;d13;s10s17;s11;s12;s1;s2;s3;s4;s5;s6;s14;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/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;3.4761,-.0036,0;3.4774,1.0034,0;-.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;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;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.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;
Duplicates	ChEBI5368
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5368.sdf