CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184471 (99185)

Formula C₂₂H₂₀O₈

MW 412.4

InChIKey LJOUTPJWMNHIAA-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 0.5

logP 2.8497

PSA 139.84

MR 107.336

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -257.35473

PM7_Total_Energy_ev -5333.36871

PM7_Electronic_Energy_ev -43493.89145

PM7_Dipole_Debye 4.9058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.725

PM7_LUMO_Energy_ev -0.217

PM7_COSMO_Area_square_ang 389.32

PM7_COSMO_Volue_cubic_ang 453.32

PM7_Electron_Affinity_ev 0.217

PM7_Ionization_Energy_ev 8.725

PM7_Energy_Gap_ev 8.508

PM7_Global_Hardness_ev 4.254

PM7_Global_Softness_ev 0.23507287259050305

PM7_Chemical_Potential_ev -4.471

PM7_Electronigativity_ev 4.471

PM7_Back_Donation_Energy_ev -1.0635

PM7_Electrophilicity_ev 2.3495346732487072

OPENEYE_Name (2~{R},3~{S},4~{S})-4-(2,4-dihydroxy-3-methoxy-phenyl)-2-(3,4-dihydroxyphenyl)chromane-3,7-diol

SMILES c1cc(c(cc1C2C(C(c3ccc(cc3O2)O)c4ccc(c(c4O)OC)O)O)O)O

Canonical_SMILES COc1c(O)ccc(c1O)[C@@H]1[C@H](O)[C@H](Oc2c1ccc(c2)O)c1ccc(c(c1)O)O

InChI 1/C22H20O8/c1-29-22-15(25)7-5-13(19(22)27)18-12-4-3-11(23)9-17(12)30-21(20(18)28)10-2-6-14(24)16(26)8-10/h2-9,18,20-21,23-28H,1H3

InChI_3D 1S/C22H20O8/c1-29-22-15(25)7-5-13(19(22)27)18-12-4-3-11(23)9-17(12)30-21(20(18)28)10-2-6-14(24)16(26)8-10/h2-9,18,20-21,23-28H,1H3/t18-,20+,21-/m1/s1

AuxInfo 1/0/N:22,1,5,2,3,4,6,7,8,9,13,10,11,14,15,16,12,19,17,21,20,18,24,25,26,27,28,29,30,23/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1d7;s2;s3;s8d10;s5d8;s4;s6;s7d14;d11;d15s17;s10s11;s9;s19s20;;s12s20;s13;s14;s15;s16;s17;s21;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s19;s20;s21;s22;s22;s22;s24;s25;s26;s27;s28;s29;/rC:3.1823,2.7109,0;.868,-.4978,0;4.2286,-1.1022,0;3.5228,3.6512,0;;4.8723,-1.8675,0;4.8121,2.1155,0;.868,1.5138,0;3.8219,1.9422,0;1.736,-.0012,0;3.2429,-1.2713,0;1.7374,1.0057,0;0,1.0057,0;4.5129,3.8245,0;4.5268,-2.8115,0;5.1626,3.0576,0;2.8975,-2.2153,0;3.5377,-2.9902,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;3.8355,-4.6964,0;2.6052,1.5109,0;-.8675,1.5031,0;4.8533,4.7648,0;5.1706,-3.5768,0;6.1476,3.23,0;1.9119,-2.3843,0;5.2002,.2965,0;3.1941,-3.9293,0;2.6898,2.6247,0;.8677,-.9978,0;4.4004,-.6327,0;3.2013,4.0341,0;-.4327,-.2506,0;5.3647,-1.7808,0;5.1319,1.7311,0;.8678,2.0138,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;4.2191,-4.3757,0;3.4519,-5.0172,0;4.1562,-5.08,0;-1.2998,1.2518,0;4.5313,5.1473,0;5.6629,-3.4893,0;6.3192,3.6996,0;1.7387,-2.8533,0;5.3722,.7659,0;

Duplicates ChEBI184471

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.sdf

Formula	C₂₂H₂₀O₈
MW	412.4
InChIKey	LJOUTPJWMNHIAA-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	0.5
logP	2.8497
PSA	139.84
MR	107.336
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-257.35473
PM7_Total_Energy_ev	-5333.36871
PM7_Electronic_Energy_ev	-43493.89145
PM7_Dipole_Debye	4.9058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.725
PM7_LUMO_Energy_ev	-0.217
PM7_COSMO_Area_square_ang	389.32
PM7_COSMO_Volue_cubic_ang	453.32
PM7_Electron_Affinity_ev	0.217
PM7_Ionization_Energy_ev	8.725
PM7_Energy_Gap_ev	8.508
PM7_Global_Hardness_ev	4.254
PM7_Global_Softness_ev	0.23507287259050305
PM7_Chemical_Potential_ev	-4.471
PM7_Electronigativity_ev	4.471
PM7_Back_Donation_Energy_ev	-1.0635
PM7_Electrophilicity_ev	2.3495346732487072
OPENEYE_Name	(2~{R},3~{S},4~{S})-4-(2,4-dihydroxy-3-methoxy-phenyl)-2-(3,4-dihydroxyphenyl)chromane-3,7-diol
SMILES	c1cc(c(cc1C2C(C(c3ccc(cc3O2)O)c4ccc(c(c4O)OC)O)O)O)O
Canonical_SMILES	COc1c(O)ccc(c1O)[C@@H]1[C@H](O)[C@H](Oc2c1ccc(c2)O)c1ccc(c(c1)O)O
InChI	1/C22H20O8/c1-29-22-15(25)7-5-13(19(22)27)18-12-4-3-11(23)9-17(12)30-21(20(18)28)10-2-6-14(24)16(26)8-10/h2-9,18,20-21,23-28H,1H3
InChI_3D	1S/C22H20O8/c1-29-22-15(25)7-5-13(19(22)27)18-12-4-3-11(23)9-17(12)30-21(20(18)28)10-2-6-14(24)16(26)8-10/h2-9,18,20-21,23-28H,1H3/t18-,20+,21-/m1/s1
AuxInfo	1/0/N:22,1,5,2,3,4,6,7,8,9,13,10,11,14,15,16,12,19,17,21,20,18,24,25,26,27,28,29,30,23/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1d7;s2;s3;s8d10;s5d8;s4;s6;s7d14;d11;d15s17;s10s11;s9;s19s20;;s12s20;s13;s14;s15;s16;s17;s21;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s19;s20;s21;s22;s22;s22;s24;s25;s26;s27;s28;s29;/rC:3.1823,2.7109,0;.868,-.4978,0;4.2286,-1.1022,0;3.5228,3.6512,0;;4.8723,-1.8675,0;4.8121,2.1155,0;.868,1.5138,0;3.8219,1.9422,0;1.736,-.0012,0;3.2429,-1.2713,0;1.7374,1.0057,0;0,1.0057,0;4.5129,3.8245,0;4.5268,-2.8115,0;5.1626,3.0576,0;2.8975,-2.2153,0;3.5377,-2.9902,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;3.8355,-4.6964,0;2.6052,1.5109,0;-.8675,1.5031,0;4.8533,4.7648,0;5.1706,-3.5768,0;6.1476,3.23,0;1.9119,-2.3843,0;5.2002,.2965,0;3.1941,-3.9293,0;2.6898,2.6247,0;.8677,-.9978,0;4.4004,-.6327,0;3.2013,4.0341,0;-.4327,-.2506,0;5.3647,-1.7808,0;5.1319,1.7311,0;.8678,2.0138,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;4.2191,-4.3757,0;3.4519,-5.0172,0;4.1562,-5.08,0;-1.2998,1.2518,0;4.5313,5.1473,0;5.6629,-3.4893,0;6.3192,3.6996,0;1.7387,-2.8533,0;5.3722,.7659,0;
Duplicates	ChEBI184471
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184471.sdf