CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6553 (2894)

Formula C₂₇H₃₀O₁₆

MW 610.52

InChIKey ZLPSOQFIIQIIAX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 16

HB_Donor 12

HB_Acceptor 13

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 12

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -4.86

logP -2.6878

PSA 291.43

MR 141.25

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -627.81338

PM7_Total_Energy_ev -8445.36854

PM7_Electronic_Energy_ev -84709.64494

PM7_Dipole_Debye 0.97234

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.487

PM7_LUMO_Energy_ev -1.426

PM7_COSMO_Area_square_ang 498.79

PM7_COSMO_Volue_cubic_ang 632.34

PM7_Electron_Affinity_ev 1.426

PM7_Ionization_Energy_ev 9.487

PM7_Energy_Gap_ev 8.061

PM7_Global_Hardness_ev 4.0305

PM7_Global_Softness_ev 0.24810817516437167

PM7_Chemical_Potential_ev -5.4565

PM7_Electronigativity_ev 5.4565

PM7_Back_Donation_Energy_ev -1.007625

PM7_Electrophilicity_ev 3.693511009800273

OPENEYE_Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)c(c(c(c3O)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O

InChI 1/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2

InChI_3D 1S/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1

AuxInfo 1/0/N:1,2,3,13,27,26,4,9,10,15,14,25,24,5,7,6,23,22,11,12,21,20,19,18,8,17,16,43,42,32,33,28,41,40,34,35,39,38,37,36,29,31,30/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;d5s6;s2;s3d9;s5d7;d6s7;;s4d13;s5s13;s6;s7;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;s8s14;s16s24;s17s25;s9;s10;s11;s12;s18;s19;s20;s21;s22;s23;s26;s27;s1;s2;s3;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s43;/rC:4.9988,2.8749,0;5.8638,3.3766,0;5.8651,1.3715,0;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;;1.7374,1.0057,0;6.7339,2.8733,0;6.7389,1.8681,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;-1.5143,-.8772,0;1.857,3.0876,0;-.8655,-1.645,0;2.4989,3.8545,0;-1.2071,-2.5849,0;2.1611,4.7958,0;-2.1908,-2.7648,0;1.1714,4.972,0;-2.8396,-1.997,0;-.3392,5.8554,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;-2.5046,-1.0493,0;7.5989,3.3751,0;7.6045,1.3674,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;.6513,-2.5178,0;4.0167,4.7256,0;-1.1994,-4.3349,0;2.1656,6.5458,0;-3.7025,-3.6464,0;-1.2025,6.3601,0;-5.2312,-.6395,0;4.566,3.1253,0;5.8635,3.8766,0;5.8632,.8715,0;3.9084,-.2548,0;.3752,3.1758,0;-1.685,-.4073,0;1.6857,2.6179,0;-.5451,-1.2612,0;2.82,3.4713,0;-.7145,-2.6705,0;2.6538,4.8809,0;-2.0173,-3.2337,0;1.3441,5.4412,0;-3.1589,-2.3817,0;-.5916,5.4237,0;-.0868,6.287,0;-4.1147,-.6983,0;-4.6083,-1.568,0;7.5979,3.8751,0;8.0378,1.617,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;.6521,-3.0178,0;4.0179,5.2256,0;-.7653,-4.583,0;2.5992,6.7947,0;-3.7003,-4.1464,0;-1.6369,6.1126,0;-5.2348,-.1395,0;

Duplicates ChEBI6553

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.sdf

Formula	C₂₇H₃₀O₁₆
MW	610.52
InChIKey	ZLPSOQFIIQIIAX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	16
HB_Donor	12
HB_Acceptor	13
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	12
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-4.86
logP	-2.6878
PSA	291.43
MR	141.25
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-627.81338
PM7_Total_Energy_ev	-8445.36854
PM7_Electronic_Energy_ev	-84709.64494
PM7_Dipole_Debye	0.97234
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.487
PM7_LUMO_Energy_ev	-1.426
PM7_COSMO_Area_square_ang	498.79
PM7_COSMO_Volue_cubic_ang	632.34
PM7_Electron_Affinity_ev	1.426
PM7_Ionization_Energy_ev	9.487
PM7_Energy_Gap_ev	8.061
PM7_Global_Hardness_ev	4.0305
PM7_Global_Softness_ev	0.24810817516437167
PM7_Chemical_Potential_ev	-5.4565
PM7_Electronigativity_ev	5.4565
PM7_Back_Donation_Energy_ev	-1.007625
PM7_Electrophilicity_ev	3.693511009800273
OPENEYE_Name	2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)c(c(c(c3O)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O
InChI	1/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2
InChI_3D	1S/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1
AuxInfo	1/0/N:1,2,3,13,27,26,4,9,10,15,14,25,24,5,7,6,23,22,11,12,21,20,19,18,8,17,16,43,42,32,33,28,41,40,34,35,39,38,37,36,29,31,30/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;d5s6;s2;s3d9;s5d7;d6s7;;s4d13;s5s13;s6;s7;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;s8s14;s16s24;s17s25;s9;s10;s11;s12;s18;s19;s20;s21;s22;s23;s26;s27;s1;s2;s3;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s43;/rC:4.9988,2.8749,0;5.8638,3.3766,0;5.8651,1.3715,0;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;;1.7374,1.0057,0;6.7339,2.8733,0;6.7389,1.8681,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;-1.5143,-.8772,0;1.857,3.0876,0;-.8655,-1.645,0;2.4989,3.8545,0;-1.2071,-2.5849,0;2.1611,4.7958,0;-2.1908,-2.7648,0;1.1714,4.972,0;-2.8396,-1.997,0;-.3392,5.8554,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;-2.5046,-1.0493,0;7.5989,3.3751,0;7.6045,1.3674,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;.6513,-2.5178,0;4.0167,4.7256,0;-1.1994,-4.3349,0;2.1656,6.5458,0;-3.7025,-3.6464,0;-1.2025,6.3601,0;-5.2312,-.6395,0;4.566,3.1253,0;5.8635,3.8766,0;5.8632,.8715,0;3.9084,-.2548,0;.3752,3.1758,0;-1.685,-.4073,0;1.6857,2.6179,0;-.5451,-1.2612,0;2.82,3.4713,0;-.7145,-2.6705,0;2.6538,4.8809,0;-2.0173,-3.2337,0;1.3441,5.4412,0;-3.1589,-2.3817,0;-.5916,5.4237,0;-.0868,6.287,0;-4.1147,-.6983,0;-4.6083,-1.568,0;7.5979,3.8751,0;8.0378,1.617,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;.6521,-3.0178,0;4.0179,5.2256,0;-.7653,-4.583,0;2.5992,6.7947,0;-3.7003,-4.1464,0;-1.6369,6.1126,0;-5.2348,-.1395,0;
Duplicates	ChEBI6553
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6553.sdf