CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189731 (103877)

Formula C₂₇H₂₆O₁₆

MW 606.49

InChIKey NSJKNMPSMHSBQD-YESWCKIVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 73

Rotat_Bonds 15

Unbranched_Chain 1

Chiral_Centers 10

ONatoms 16

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -1.02

logP -1.998

PSA 263.11

MR 137.43

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -570.38284

PM7_Total_Energy_ev -8390.39175

PM7_Electronic_Energy_ev -73078.81995

PM7_Dipole_Debye 5.13214

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.28

PM7_LUMO_Energy_ev -0.831

PM7_COSMO_Area_square_ang 541.62

PM7_COSMO_Volue_cubic_ang 631.64

PM7_Electron_Affinity_ev 0.831

PM7_Ionization_Energy_ev 9.28

PM7_Energy_Gap_ev 8.449

PM7_Global_Hardness_ev 4.2245

PM7_Global_Softness_ev 0.23671440407148775

PM7_Chemical_Potential_ev -5.0555

PM7_Electronigativity_ev 5.0555

PM7_Back_Donation_Energy_ev -1.056125

PM7_Electrophilicity_ev 3.0249828677950052

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

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

Canonical_SMILES O[C@@H]1[C@@H](O)[C@H](Oc2ccc(cc2)c2coc3c(c2=O)ccc(c3)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C27H26O16/c28-15-12-6-5-11(41-27-21(34)17(30)19(32)23(43-27)25(37)38)7-14(12)39-8-13(15)9-1-3-10(4-2-9)40-26-20(33)16(29)18(31)22(42-26)24(35)36/h1-8,16-23,26-27,29-34H,(H,35,36)(H,37,38)/f/h35,37H

InChI_3D 1S/C27H26O16/c28-15-12-6-5-11(41-27-21(34)17(30)19(32)23(43-27)25(37)38)7-14(12)39-8-13(15)9-1-3-10(4-2-9)40-26-20(33)16(29)18(31)22(42-26)24(35)36/h1-8,16-23,26-27,29-34H,(H,35,36)(H,37,38)/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m0/s1

AuxInfo 1/1/N:1,2,4,5,6,3,7,13,8,11,12,9,14,10,15,22,23,20,21,24,25,18,19,16,17,26,27,28,38,39,36,37,40,41,29,34,30,35,31,42,43,32,33/E:(1,2)(3,4)(35,36)(37,38)/F:1,2,4,5,6,3,7,13,8,11,12,9,14,10,15,22,23,20,21,24,25,18,19,16,17,26,27,28,38,39,36,37,40,41,34,29,35,30,31,42,43,32,33/E:(1,2)(3,4)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s14;;;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;d16;d17;s10s13;s18s26;s19s27;s16;s17;s20;s21;s22;s23;s24;s25;s11s26;s12s27;s1;s2;s3;s4;s5;s6;s7;s13;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s34;s35;s36;s37;s38;s39;s40;s41;/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;-2.737,3.0499,0;9.1417,-2.634,0;-3.0688,2.1065,0;9.7868,-1.8631,0;-3.7096,1.332,0;9.4409,-.9248,0;-3.3584,.3957,0;8.4564,-.7496,0;-2.3728,.226,0;7.8112,-1.5204,0;-1.732,1.0005,0;2.5999,-1.5032,0;7.8207,-3.7542,0;-1.7542,3.2342,0;2.6052,1.5109,0;8.1506,-2.4665,0;-2.0768,1.9447,0;9.4513,-4.3381,0;-3.3881,3.8089,0;11.2996,-.9833,0;-5.2173,.4436,0;9.4404,.8252,0;-3.3479,-1.3543,0;7.5902,-.2498,0;-1.5038,-.2688,0;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;-3.504,2.3526,0;10.1091,-2.2454,0;-4.034,1.7125,0;9.9331,-.8369,0;-3.8501,.305,0;8.6277,-.2798,0;-2.5415,-.2447,0;7.4901,-1.1371,0;-1.4088,.6191,0;9.2827,-4.8088,0;-3.2222,4.2806,0;11.7334,-1.2319,0;-5.6525,.6898,0;9.8733,1.0753,0;-3.7794,-1.6068,0;7.59,.2502,0;-1.5008,-.7688,0;

Duplicates ChEBI189731

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.sdf

Formula	C₂₇H₂₆O₁₆
MW	606.49
InChIKey	NSJKNMPSMHSBQD-YESWCKIVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	73
Rotat_Bonds	15
Unbranched_Chain	1
Chiral_Centers	10
ONatoms	16
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-1.02
logP	-1.998
PSA	263.11
MR	137.43
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-570.38284
PM7_Total_Energy_ev	-8390.39175
PM7_Electronic_Energy_ev	-73078.81995
PM7_Dipole_Debye	5.13214
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.28
PM7_LUMO_Energy_ev	-0.831
PM7_COSMO_Area_square_ang	541.62
PM7_COSMO_Volue_cubic_ang	631.64
PM7_Electron_Affinity_ev	0.831
PM7_Ionization_Energy_ev	9.28
PM7_Energy_Gap_ev	8.449
PM7_Global_Hardness_ev	4.2245
PM7_Global_Softness_ev	0.23671440407148775
PM7_Chemical_Potential_ev	-5.0555
PM7_Electronigativity_ev	5.0555
PM7_Back_Donation_Energy_ev	-1.056125
PM7_Electrophilicity_ev	3.0249828677950052
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-[7-[(2~{S},3~{R},4~{S},5~{S},6~{S})-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-4-oxo-chromen-3-yl]phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2coc3cc(ccc3c2=O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@H](Oc2ccc(cc2)c2coc3c(c2=O)ccc(c3)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C27H26O16/c28-15-12-6-5-11(41-27-21(34)17(30)19(32)23(43-27)25(37)38)7-14(12)39-8-13(15)9-1-3-10(4-2-9)40-26-20(33)16(29)18(31)22(42-26)24(35)36/h1-8,16-23,26-27,29-34H,(H,35,36)(H,37,38)/f/h35,37H
InChI_3D	1S/C27H26O16/c28-15-12-6-5-11(41-27-21(34)17(30)19(32)23(43-27)25(37)38)7-14(12)39-8-13(15)9-1-3-10(4-2-9)40-26-20(33)16(29)18(31)22(42-26)24(35)36/h1-8,16-23,26-27,29-34H,(H,35,36)(H,37,38)/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m0/s1
AuxInfo	1/1/N:1,2,4,5,6,3,7,13,8,11,12,9,14,10,15,22,23,20,21,24,25,18,19,16,17,26,27,28,38,39,36,37,40,41,29,34,30,35,31,42,43,32,33/E:(1,2)(3,4)(35,36)(37,38)/F:1,2,4,5,6,3,7,13,8,11,12,9,14,10,15,22,23,20,21,24,25,18,19,16,17,26,27,28,38,39,36,37,40,41,34,29,35,30,31,42,43,32,33/E:(1,2)(3,4)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s14;;;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;d16;d17;s10s13;s18s26;s19s27;s16;s17;s20;s21;s22;s23;s24;s25;s11s26;s12s27;s1;s2;s3;s4;s5;s6;s7;s13;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s34;s35;s36;s37;s38;s39;s40;s41;/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;-2.737,3.0499,0;9.1417,-2.634,0;-3.0688,2.1065,0;9.7868,-1.8631,0;-3.7096,1.332,0;9.4409,-.9248,0;-3.3584,.3957,0;8.4564,-.7496,0;-2.3728,.226,0;7.8112,-1.5204,0;-1.732,1.0005,0;2.5999,-1.5032,0;7.8207,-3.7542,0;-1.7542,3.2342,0;2.6052,1.5109,0;8.1506,-2.4665,0;-2.0768,1.9447,0;9.4513,-4.3381,0;-3.3881,3.8089,0;11.2996,-.9833,0;-5.2173,.4436,0;9.4404,.8252,0;-3.3479,-1.3543,0;7.5902,-.2498,0;-1.5038,-.2688,0;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;-3.504,2.3526,0;10.1091,-2.2454,0;-4.034,1.7125,0;9.9331,-.8369,0;-3.8501,.305,0;8.6277,-.2798,0;-2.5415,-.2447,0;7.4901,-1.1371,0;-1.4088,.6191,0;9.2827,-4.8088,0;-3.2222,4.2806,0;11.7334,-1.2319,0;-5.6525,.6898,0;9.8733,1.0753,0;-3.7794,-1.6068,0;7.59,.2502,0;-1.5008,-.7688,0;
Duplicates	ChEBI189731
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189731.sdf