CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191467_s0 (105269)

Formula C₂₀H₁₈O₈

MW 386.36

InChIKey DNJFYRXUTBVKIJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.72

logP 2.2434

PSA 111.52

MR 95.302

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.24925

PM7_Total_Energy_ev -5060.58888

PM7_Electronic_Energy_ev -39162.23542

PM7_Dipole_Debye 3.21359

PM7_Point_Group C2

PM7_HOMO_Energy_ev -9.003

PM7_LUMO_Energy_ev -0.423

PM7_COSMO_Area_square_ang 370.7

PM7_COSMO_Volue_cubic_ang 424.66

PM7_Electron_Affinity_ev 0.423

PM7_Ionization_Energy_ev 9.003

PM7_Energy_Gap_ev 8.58

PM7_Global_Hardness_ev 4.29

PM7_Global_Softness_ev 0.2331002331002331

PM7_Chemical_Potential_ev -4.713

PM7_Electronigativity_ev 4.713

PM7_Back_Donation_Energy_ev -1.0725

PM7_Electrophilicity_ev 2.588854195804196

OPENEYE_Name (1~{R},3~{a}~{R},4~{R},6~{a}~{R})-1,4-bis(4-hydroxy-3-methoxy-phenyl)-1,3~{a},4,6~{a}-tetrahydrofuro[3,4-c]furan-3,6-dione

SMILES c1cc(c(cc1C2C3C(=O)OC(C3C(=O)O2)c4ccc(c(c4)OC)O)OC)O

Canonical_SMILES COc1cc(ccc1O)[C@@H]1OC(=O)[C@@H]2[C@H]1C(=O)O[C@H]2c1ccc(c(c1)OC)O

InChI 1/C20H18O8/c1-25-13-7-9(3-5-11(13)21)17-15-16(20(24)27-17)18(28-19(15)23)10-4-6-12(22)14(8-10)26-2/h3-8,15-18,21-22H,1-2H3

InChI_3D 1S/C20H18O8/c1-25-13-7-9(3-5-11(13)21)17-15-16(20(24)27-17)18(28-19(15)23)10-4-6-12(22)14(8-10)26-2/h3-8,15-18,21-22H,1-2H3/t15-,16-,17+,18+/m1/s1

AuxInfo 1/0/N:19,20,1,2,3,4,5,6,7,8,9,10,11,12,17,18,15,16,13,14,25,26,21,22,27,28,23,24/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;s7;s8;s13s15;s14s16s17;;;d13;d14;s14s15;s13s16;s9;s10;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s25;s26;/rC:.2845,2.3143,0;-4.237,-.7781,0;1.1497,2.8157,0;-5.1102,-1.2656,0;1.1502,.8105,0;-3.3868,-2.2906,0;.2803,1.3142,0;-3.3753,-1.2855,0;2.0196,2.312,0;-5.1217,-2.2707,0;2.0242,1.3068,0;-4.2601,-2.7883,0;-2.4879,.8237,0;-.5952,-.8105,0;-.5871,.8166,0;-2.5043,-.7942,0;-1.54,.5051,0;-1.5501,-.4949,0;2.8883,-.1943,0;-3.4114,-4.2982,0;-2.7873,1.7778,0;-.291,-1.7631,0;;-3.084,.0206,0;2.8848,2.8134,0;-5.9949,-2.7581,0;2.8896,.8057,0;-4.2716,-3.7883,0;-.1482,2.5648,0;-4.2313,-.2781,0;1.1496,3.3157,0;-5.5399,-1.01,0;1.1481,.3105,0;-2.956,-2.5443,0;-.7903,1.2735,0;-2.3056,-1.253,0;-1.5379,1.0051,0;-1.5539,-.9949,0;3.3883,-.1949,0;2.3883,-.1936,0;2.8877,-.6943,0;-3.1564,-3.8681,0;-3.6663,-4.7283,0;-2.9813,-4.5531,0;2.8839,3.3134,0;-6.4242,-2.5019,0;

Duplicates ChEBI191467_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.sdf

Formula	C₂₀H₁₈O₈
MW	386.36
InChIKey	DNJFYRXUTBVKIJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.72
logP	2.2434
PSA	111.52
MR	95.302
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.24925
PM7_Total_Energy_ev	-5060.58888
PM7_Electronic_Energy_ev	-39162.23542
PM7_Dipole_Debye	3.21359
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-9.003
PM7_LUMO_Energy_ev	-0.423
PM7_COSMO_Area_square_ang	370.7
PM7_COSMO_Volue_cubic_ang	424.66
PM7_Electron_Affinity_ev	0.423
PM7_Ionization_Energy_ev	9.003
PM7_Energy_Gap_ev	8.58
PM7_Global_Hardness_ev	4.29
PM7_Global_Softness_ev	0.2331002331002331
PM7_Chemical_Potential_ev	-4.713
PM7_Electronigativity_ev	4.713
PM7_Back_Donation_Energy_ev	-1.0725
PM7_Electrophilicity_ev	2.588854195804196
OPENEYE_Name	(1~{R},3~{a}~{R},4~{R},6~{a}~{R})-1,4-bis(4-hydroxy-3-methoxy-phenyl)-1,3~{a},4,6~{a}-tetrahydrofuro[3,4-c]furan-3,6-dione
SMILES	c1cc(c(cc1C2C3C(=O)OC(C3C(=O)O2)c4ccc(c(c4)OC)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)[C@@H]1OC(=O)[C@@H]2[C@H]1C(=O)O[C@H]2c1ccc(c(c1)OC)O
InChI	1/C20H18O8/c1-25-13-7-9(3-5-11(13)21)17-15-16(20(24)27-17)18(28-19(15)23)10-4-6-12(22)14(8-10)26-2/h3-8,15-18,21-22H,1-2H3
InChI_3D	1S/C20H18O8/c1-25-13-7-9(3-5-11(13)21)17-15-16(20(24)27-17)18(28-19(15)23)10-4-6-12(22)14(8-10)26-2/h3-8,15-18,21-22H,1-2H3/t15-,16-,17+,18+/m1/s1
AuxInfo	1/0/N:19,20,1,2,3,4,5,6,7,8,9,10,11,12,17,18,15,16,13,14,25,26,21,22,27,28,23,24/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;s7;s8;s13s15;s14s16s17;;;d13;d14;s14s15;s13s16;s9;s10;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s25;s26;/rC:.2845,2.3143,0;-4.237,-.7781,0;1.1497,2.8157,0;-5.1102,-1.2656,0;1.1502,.8105,0;-3.3868,-2.2906,0;.2803,1.3142,0;-3.3753,-1.2855,0;2.0196,2.312,0;-5.1217,-2.2707,0;2.0242,1.3068,0;-4.2601,-2.7883,0;-2.4879,.8237,0;-.5952,-.8105,0;-.5871,.8166,0;-2.5043,-.7942,0;-1.54,.5051,0;-1.5501,-.4949,0;2.8883,-.1943,0;-3.4114,-4.2982,0;-2.7873,1.7778,0;-.291,-1.7631,0;;-3.084,.0206,0;2.8848,2.8134,0;-5.9949,-2.7581,0;2.8896,.8057,0;-4.2716,-3.7883,0;-.1482,2.5648,0;-4.2313,-.2781,0;1.1496,3.3157,0;-5.5399,-1.01,0;1.1481,.3105,0;-2.956,-2.5443,0;-.7903,1.2735,0;-2.3056,-1.253,0;-1.5379,1.0051,0;-1.5539,-.9949,0;3.3883,-.1949,0;2.3883,-.1936,0;2.8877,-.6943,0;-3.1564,-3.8681,0;-3.6663,-4.7283,0;-2.9813,-4.5531,0;2.8839,3.3134,0;-6.4242,-2.5019,0;
Duplicates	ChEBI191467_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191467_s0.sdf