CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184725 (99425)

Formula C₂₇H₂₈O₁₅

MW 592.51

InChIKey GYUSQHGUWBBSRO-ACIDLTHQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 74

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.19

logP -2.0903

PSA 246.04

MR 136.82

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -533.04494

PM7_Total_Energy_ev -8121.98873

PM7_Electronic_Energy_ev -71085.83189

PM7_Dipole_Debye 5.63419

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.182

PM7_LUMO_Energy_ev -0.7

PM7_COSMO_Area_square_ang 541.19

PM7_COSMO_Volue_cubic_ang 631.78

PM7_Electron_Affinity_ev 0.7

PM7_Ionization_Energy_ev 9.182

PM7_Energy_Gap_ev 8.482

PM7_Global_Hardness_ev 4.241

PM7_Global_Softness_ev 0.23579344494223062

PM7_Chemical_Potential_ev -4.941

PM7_Electronigativity_ev 4.941

PM7_Back_Donation_Energy_ev -1.06025

PM7_Electrophilicity_ev 2.8782693940108466

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[4-oxo-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-3-yl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1c2coc3cc(ccc3c2=O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H28O15/c28-8-16-18(30)19(31)22(34)26(41-16)40-12-5-6-13-15(7-12)38-9-14(17(13)29)10-1-3-11(4-2-10)39-27-23(35)20(32)21(33)24(42-27)25(36)37/h1-7,9,16,18-24,26-28,30-35H,8H2,(H,36,37)/f/h36H

InChI_3D 1S/C27H28O15/c28-8-16-18(30)19(31)22(34)26(41-16)40-12-5-6-13-15(7-12)38-9-14(17(13)29)10-1-3-11(4-2-10)39-27-23(35)20(32)21(33)24(42-27)25(36)37/h1-7,9,16,18-24,26-28,30-35H,8H2,(H,36,37)/t16-,18-,19+,20+,21+,22-,23-,24+,26-,27-/m1/s1

AuxInfo 1/1/N:1,2,4,5,6,3,7,27,13,8,11,12,9,14,10,24,15,21,20,19,18,23,22,17,16,26,25,40,28,37,36,35,34,39,38,29,33,30,41,42,32,31/E:(1,2)(3,4)(36,37)/F:1,2,4,5,6,3,7,27,13,8,11,12,9,14,10,24,15,21,20,19,18,23,22,17,16,26,25,40,28,37,36,35,34,39,38,33,29,30,41,42,32,31/E:(1,2)(3,4)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s14;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d15;d16;s10s13;s17s25;s24s26;s16;s18;s19;s20;s21;s22;s23;s27;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s7;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;.868,-.4978,0;6.0759,-.5106,0;5.2044,-2.0109,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;8.8046,-3.5754,0;9.1417,-2.634,0;9.7868,-1.8631,0;9.4409,-.9248,0;-3.3584,.3957,0;-3.7096,1.332,0;8.4564,-.7496,0;-2.3728,.226,0;-3.0688,2.1065,0;7.8112,-1.5204,0;-1.732,1.0005,0;-2.4882,3.7574,0;2.5999,-1.5032,0;7.8207,-3.7542,0;2.6052,1.5109,0;8.1506,-2.4665,0;-2.0768,1.9447,0;9.4513,-4.3381,0;11.2996,-.9833,0;9.4404,.8252,0;-3.3479,-1.3543,0;-5.2173,.4436,0;7.5902,-.2498,0;-1.5038,-.2688,0;-2.1564,4.7007,0;6.9438,-2.0181,0;-.8675,1.5031,0;5.2073,.4943,0;3.9012,-1.7541,0;.8677,-.9978,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;9.5755,-2.8826,0;10.1091,-2.2454,0;9.9331,-.8369,0;-3.8501,.305,0;-4.034,1.7125,0;8.6277,-.2798,0;-2.5415,-.2447,0;-3.504,2.3526,0;7.4901,-1.1371,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;9.2827,-4.8088,0;11.7334,-1.2319,0;9.8733,1.0753,0;-3.7794,-1.6068,0;-5.6525,.6898,0;7.59,.2502,0;-1.5008,-.7688,0;-2.4819,5.0802,0;

Duplicates ChEBI184725

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.sdf

Formula	C₂₇H₂₈O₁₅
MW	592.51
InChIKey	GYUSQHGUWBBSRO-ACIDLTHQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	74
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.19
logP	-2.0903
PSA	246.04
MR	136.82
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-533.04494
PM7_Total_Energy_ev	-8121.98873
PM7_Electronic_Energy_ev	-71085.83189
PM7_Dipole_Debye	5.63419
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.182
PM7_LUMO_Energy_ev	-0.7
PM7_COSMO_Area_square_ang	541.19
PM7_COSMO_Volue_cubic_ang	631.78
PM7_Electron_Affinity_ev	0.7
PM7_Ionization_Energy_ev	9.182
PM7_Energy_Gap_ev	8.482
PM7_Global_Hardness_ev	4.241
PM7_Global_Softness_ev	0.23579344494223062
PM7_Chemical_Potential_ev	-4.941
PM7_Electronigativity_ev	4.941
PM7_Back_Donation_Energy_ev	-1.06025
PM7_Electrophilicity_ev	2.8782693940108466
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[4-oxo-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-3-yl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2coc3cc(ccc3c2=O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H28O15/c28-8-16-18(30)19(31)22(34)26(41-16)40-12-5-6-13-15(7-12)38-9-14(17(13)29)10-1-3-11(4-2-10)39-27-23(35)20(32)21(33)24(42-27)25(36)37/h1-7,9,16,18-24,26-28,30-35H,8H2,(H,36,37)/f/h36H
InChI_3D	1S/C27H28O15/c28-8-16-18(30)19(31)22(34)26(41-16)40-12-5-6-13-15(7-12)38-9-14(17(13)29)10-1-3-11(4-2-10)39-27-23(35)20(32)21(33)24(42-27)25(36)37/h1-7,9,16,18-24,26-28,30-35H,8H2,(H,36,37)/t16-,18-,19+,20+,21+,22-,23-,24+,26-,27-/m1/s1
AuxInfo	1/1/N:1,2,4,5,6,3,7,27,13,8,11,12,9,14,10,24,15,21,20,19,18,23,22,17,16,26,25,40,28,37,36,35,34,39,38,29,33,30,41,42,32,31/E:(1,2)(3,4)(36,37)/F:1,2,4,5,6,3,7,27,13,8,11,12,9,14,10,24,15,21,20,19,18,23,22,17,16,26,25,40,28,37,36,35,34,39,38,33,29,30,41,42,32,31/E:(1,2)(3,4)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s14;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d15;d16;s10s13;s17s25;s24s26;s16;s18;s19;s20;s21;s22;s23;s27;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s7;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;.868,-.4978,0;6.0759,-.5106,0;5.2044,-2.0109,0;;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;8.8046,-3.5754,0;9.1417,-2.634,0;9.7868,-1.8631,0;9.4409,-.9248,0;-3.3584,.3957,0;-3.7096,1.332,0;8.4564,-.7496,0;-2.3728,.226,0;-3.0688,2.1065,0;7.8112,-1.5204,0;-1.732,1.0005,0;-2.4882,3.7574,0;2.5999,-1.5032,0;7.8207,-3.7542,0;2.6052,1.5109,0;8.1506,-2.4665,0;-2.0768,1.9447,0;9.4513,-4.3381,0;11.2996,-.9833,0;9.4404,.8252,0;-3.3479,-1.3543,0;-5.2173,.4436,0;7.5902,-.2498,0;-1.5038,-.2688,0;-2.1564,4.7007,0;6.9438,-2.0181,0;-.8675,1.5031,0;5.2073,.4943,0;3.9012,-1.7541,0;.8677,-.9978,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;.8678,2.0138,0;3.911,1.2524,0;9.5755,-2.8826,0;10.1091,-2.2454,0;9.9331,-.8369,0;-3.8501,.305,0;-4.034,1.7125,0;8.6277,-.2798,0;-2.5415,-.2447,0;-3.504,2.3526,0;7.4901,-1.1371,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;9.2827,-4.8088,0;11.7334,-1.2319,0;9.8733,1.0753,0;-3.7794,-1.6068,0;-5.6525,.6898,0;7.59,.2502,0;-1.5008,-.7688,0;-2.4819,5.0802,0;
Duplicates	ChEBI184725
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184725.sdf