CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185387_s0 (100019)

Formula C₂₄H₁₈O₆

MW 402.4

InChIKey FWYBHSPKZODKKZ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.99

logP 4.1405

PSA 104.06

MR 111.156

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.80264

PM7_Total_Energy_ev -4961.765

PM7_Electronic_Energy_ev -39956.24111

PM7_Dipole_Debye 2.24041

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.191

PM7_LUMO_Energy_ev -0.986

PM7_COSMO_Area_square_ang 395.78

PM7_COSMO_Volue_cubic_ang 458.93

PM7_Electron_Affinity_ev 0.986

PM7_Ionization_Energy_ev 9.191

PM7_Energy_Gap_ev 8.205

PM7_Global_Hardness_ev 4.1025

PM7_Global_Softness_ev 0.2437538086532602

PM7_Chemical_Potential_ev -5.0885

PM7_Electronigativity_ev 5.0885

PM7_Back_Donation_Energy_ev -1.025625

PM7_Electrophilicity_ev 3.1557382388787323

OPENEYE_Name (4~{R})-5,7-dihydroxy-8-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-4-phenyl-chroman-2-one

SMILES c1ccc(cc1)C2c3c(c(c(cc3O)O)C(=O)C=Cc4ccc(cc4)O)OC(=O)C2

Canonical_SMILES O=C1Oc2c(C(=O)/C=C/c3ccc(cc3)O)c(O)cc(c2[C@H](C1)c1ccccc1)O

InChI 1/C24H18O6/c25-16-9-6-14(7-10-16)8-11-18(26)23-20(28)13-19(27)22-17(12-21(29)30-24(22)23)15-4-2-1-3-5-15/h1-11,13,17,25,27-28H,12H2

InChI_3D 1S/C24H18O6/c25-16-9-6-14(7-10-16)8-11-18(26)23-20(28)13-19(27)22-17(12-21(29)30-24(22)23)15-4-2-1-3-5-15/h1-11,13,17,25,27-28H,12H2/b11-8+/t17-/m1/s1

AuxInfo 1/0/N:1,2,3,6,7,4,5,20,8,9,21,23,10,11,13,16,24,22,18,17,19,14,12,15,28,26,30,29,25,27/E:(2,3)(4,5)(6,7)(9,10)/rA:48cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;s4d5;;d6s7;;d12s14;s8d9;d10s12;s10d14;;s11;w20;s12s21;s19;s13s14s23;d19;d22;s15s19;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s23;s24;s28;s29;s30;/rC:5.0105,-3.3915,0;4.0257,-3.5649,0;5.3583,-2.4539,0;2.5957,5.5144,0;3.4638,4.0122,0;3.382,-2.7928,0;4.7146,-1.6818,0;3.4661,6.0173,0;4.3341,4.5151,0;;2.599,4.5144,0;.868,1.5138,0;3.7232,-1.8474,0;1.736,-.0012,0;1.7374,1.0057,0;4.3397,5.5202,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;1.7331,4.0141,0;1.7335,3.0141,0;.8676,2.5138,0;3.4761,-.0036,0;2.6026,-.5032,0;4.3446,1.5014,0;.0014,3.0135,0;2.6052,1.5109,0;5.2056,6.0205,0;-.8675,1.5031,0;.8675,-1.4978,0;5.3307,-3.7756,0;3.8538,-4.0344,0;5.8511,-2.3694,0;2.1623,5.7637,0;3.4632,3.5122,0;2.8896,-2.8795,0;4.8885,-1.213,0;3.4644,6.5173,0;4.7665,4.264,0;-.4327,-.2506,0;1.3,4.264,0;2.1666,2.7643,0;3.9687,.0821,0;3.6456,-.474,0;2.2803,-.8855,0;5.2054,6.5205,0;-1.2998,1.2518,0;1.3004,-1.748,0;

Duplicates ChEBI185387_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.sdf

Formula	C₂₄H₁₈O₆
MW	402.4
InChIKey	FWYBHSPKZODKKZ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.99
logP	4.1405
PSA	104.06
MR	111.156
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.80264
PM7_Total_Energy_ev	-4961.765
PM7_Electronic_Energy_ev	-39956.24111
PM7_Dipole_Debye	2.24041
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.191
PM7_LUMO_Energy_ev	-0.986
PM7_COSMO_Area_square_ang	395.78
PM7_COSMO_Volue_cubic_ang	458.93
PM7_Electron_Affinity_ev	0.986
PM7_Ionization_Energy_ev	9.191
PM7_Energy_Gap_ev	8.205
PM7_Global_Hardness_ev	4.1025
PM7_Global_Softness_ev	0.2437538086532602
PM7_Chemical_Potential_ev	-5.0885
PM7_Electronigativity_ev	5.0885
PM7_Back_Donation_Energy_ev	-1.025625
PM7_Electrophilicity_ev	3.1557382388787323
OPENEYE_Name	(4~{R})-5,7-dihydroxy-8-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-4-phenyl-chroman-2-one
SMILES	c1ccc(cc1)C2c3c(c(c(cc3O)O)C(=O)C=Cc4ccc(cc4)O)OC(=O)C2
Canonical_SMILES	O=C1Oc2c(C(=O)/C=C/c3ccc(cc3)O)c(O)cc(c2[C@H](C1)c1ccccc1)O
InChI	1/C24H18O6/c25-16-9-6-14(7-10-16)8-11-18(26)23-20(28)13-19(27)22-17(12-21(29)30-24(22)23)15-4-2-1-3-5-15/h1-11,13,17,25,27-28H,12H2
InChI_3D	1S/C24H18O6/c25-16-9-6-14(7-10-16)8-11-18(26)23-20(28)13-19(27)22-17(12-21(29)30-24(22)23)15-4-2-1-3-5-15/h1-11,13,17,25,27-28H,12H2/b11-8+/t17-/m1/s1
AuxInfo	1/0/N:1,2,3,6,7,4,5,20,8,9,21,23,10,11,13,16,24,22,18,17,19,14,12,15,28,26,30,29,25,27/E:(2,3)(4,5)(6,7)(9,10)/rA:48cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;s4d5;;d6s7;;d12s14;s8d9;d10s12;s10d14;;s11;w20;s12s21;s19;s13s14s23;d19;d22;s15s19;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s23;s24;s28;s29;s30;/rC:5.0105,-3.3915,0;4.0257,-3.5649,0;5.3583,-2.4539,0;2.5957,5.5144,0;3.4638,4.0122,0;3.382,-2.7928,0;4.7146,-1.6818,0;3.4661,6.0173,0;4.3341,4.5151,0;;2.599,4.5144,0;.868,1.5138,0;3.7232,-1.8474,0;1.736,-.0012,0;1.7374,1.0057,0;4.3397,5.5202,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;1.7331,4.0141,0;1.7335,3.0141,0;.8676,2.5138,0;3.4761,-.0036,0;2.6026,-.5032,0;4.3446,1.5014,0;.0014,3.0135,0;2.6052,1.5109,0;5.2056,6.0205,0;-.8675,1.5031,0;.8675,-1.4978,0;5.3307,-3.7756,0;3.8538,-4.0344,0;5.8511,-2.3694,0;2.1623,5.7637,0;3.4632,3.5122,0;2.8896,-2.8795,0;4.8885,-1.213,0;3.4644,6.5173,0;4.7665,4.264,0;-.4327,-.2506,0;1.3,4.264,0;2.1666,2.7643,0;3.9687,.0821,0;3.6456,-.474,0;2.2803,-.8855,0;5.2054,6.5205,0;-1.2998,1.2518,0;1.3004,-1.748,0;
Duplicates	ChEBI185387_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185387_s0.sdf