CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191567_s0 (105356)

Formula C₂₇H₂₈O₁₃

MW 560.51

InChIKey LCQVQAZLYBJMGJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 9

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.44

logP 0.1793

PSA 216.58

MR 135.706

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -483.25819

PM7_Total_Energy_ev -7532.42701

PM7_Electronic_Energy_ev -73521.73086

PM7_Dipole_Debye 6.21978

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.667

PM7_LUMO_Energy_ev -1.181

PM7_COSMO_Area_square_ang 479.07

PM7_COSMO_Volue_cubic_ang 606.73

PM7_Electron_Affinity_ev 1.181

PM7_Ionization_Energy_ev 9.667

PM7_Energy_Gap_ev 8.486

PM7_Global_Hardness_ev 4.243

PM7_Global_Softness_ev 0.23568230025925052

PM7_Chemical_Potential_ev -5.424

PM7_Electronigativity_ev 5.424

PM7_Back_Donation_Energy_ev -1.06075

PM7_Electrophilicity_ev 3.4668602403959463

OPENEYE_Name 5,7-dihydroxy-6-[(2~{S},3~{R},4~{R},6~{S})-4-hydroxy-6-methyl-5-oxo-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-2-(4-hydroxyphenyl)chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(=O)C(O4)C)O)OC5C(C(C(C(O5)C)O)O)O)O)O

Canonical_SMILES Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)[C@@H]1O[C@@H](C)C(=O)[C@@H]([C@H]1O[C@H]1O[C@@H](C)[C@@H]([C@@H]([C@@H]1O)O)O)O)O

InChI 1/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19,22-28,30-31,33-36H,1-2H3

InChI_3D 1S/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19,22-28,30-31,33-36H,1-2H3/t9-,10-,19-,22-,23-,24-,25-,26+,27+/m0/s1

AuxInfo 1/0/N:26,27,1,2,3,4,13,5,19,24,6,10,15,11,14,9,7,8,22,16,12,21,18,23,17,20,25,33,28,34,38,29,35,37,36,39,31,32,30,40/E:(3,4)(5,6)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s7;s3d4;s5d8;d7s8;;s6d13;s7s13;;s8;s16;s16;s17s18;;s21;s21;s22;s23;s19;s24;d15;d16;s9s14;s17s19;s24s25;s10;s11;s12;s18;s21;s22;s23;s20s25;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.4913,-.5426,0;-1.5143,-.8772,0;-3.1415,-1.4795,0;-2.8493,.2309,0;-2.1563,-1.6507,0;-3.3901,-5.9467,0;-2.4059,-6.1237,0;-3.7344,-5.0078,0;-1.7594,-5.3539,0;-3.0879,-4.2381,0;-3.719,.7245,0;-.24,-4.4857,0;2.5998,-1.5032,0;-4.4773,-.3757,0;2.6052,1.5109,0;-1.8576,.0675,0;-2.0971,-4.4072,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;-4.1252,-1.6594,0;-5.1134,-6.2514,0;-3.0084,-7.7667,0;-4.8599,-3.6677,0;-2.7491,-3.2972,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;-3.1393,-1.9795,0;-2.6827,.7023,0;-1.7221,-1.8988,0;-3.3908,-6.4467,0;-1.9732,-6.3743,0;-4.1671,-5.2584,0;-1.4389,-5.7378,0;-3.5213,-3.9887,0;-3.9658,.2897,0;-3.4722,1.1593,0;-4.1539,.9713,0;.0081,-4.9198,0;.1942,-4.2376,0;-.488,-4.0515,0;6.9563,3.5005,0;-.869,2.0031,0;.4343,-1.7476,0;-4.2932,-2.1303,0;-5.2842,-6.7213,0;-2.6879,-8.1505,0;-5.3523,-3.7548,0;

Duplicates ChEBI191567_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.sdf

Formula	C₂₇H₂₈O₁₃
MW	560.51
InChIKey	LCQVQAZLYBJMGJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	9
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.44
logP	0.1793
PSA	216.58
MR	135.706
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-483.25819
PM7_Total_Energy_ev	-7532.42701
PM7_Electronic_Energy_ev	-73521.73086
PM7_Dipole_Debye	6.21978
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.667
PM7_LUMO_Energy_ev	-1.181
PM7_COSMO_Area_square_ang	479.07
PM7_COSMO_Volue_cubic_ang	606.73
PM7_Electron_Affinity_ev	1.181
PM7_Ionization_Energy_ev	9.667
PM7_Energy_Gap_ev	8.486
PM7_Global_Hardness_ev	4.243
PM7_Global_Softness_ev	0.23568230025925052
PM7_Chemical_Potential_ev	-5.424
PM7_Electronigativity_ev	5.424
PM7_Back_Donation_Energy_ev	-1.06075
PM7_Electrophilicity_ev	3.4668602403959463
OPENEYE_Name	5,7-dihydroxy-6-[(2~{S},3~{R},4~{R},6~{S})-4-hydroxy-6-methyl-5-oxo-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-2-(4-hydroxyphenyl)chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(=O)C(O4)C)O)OC5C(C(C(C(O5)C)O)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)[C@@H]1O[C@@H](C)C(=O)[C@@H]([C@H]1O[C@H]1O[C@@H](C)[C@@H]([C@@H]([C@@H]1O)O)O)O)O
InChI	1/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19,22-28,30-31,33-36H,1-2H3
InChI_3D	1S/C27H28O13/c1-9-20(32)23(35)26(40-27-24(36)22(34)19(31)10(2)38-27)25(37-9)18-14(30)8-16-17(21(18)33)13(29)7-15(39-16)11-3-5-12(28)6-4-11/h3-10,19,22-28,30-31,33-36H,1-2H3/t9-,10-,19-,22-,23-,24-,25-,26+,27+/m0/s1
AuxInfo	1/0/N:26,27,1,2,3,4,13,5,19,24,6,10,15,11,14,9,7,8,22,16,12,21,18,23,17,20,25,33,28,34,38,29,35,37,36,39,31,32,30,40/E:(3,4)(5,6)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s7;s3d4;s5d8;d7s8;;s6d13;s7s13;;s8;s16;s16;s17s18;;s21;s21;s22;s23;s19;s24;d15;d16;s9s14;s17s19;s24s25;s10;s11;s12;s18;s21;s22;s23;s20s25;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.4913,-.5426,0;-1.5143,-.8772,0;-3.1415,-1.4795,0;-2.8493,.2309,0;-2.1563,-1.6507,0;-3.3901,-5.9467,0;-2.4059,-6.1237,0;-3.7344,-5.0078,0;-1.7594,-5.3539,0;-3.0879,-4.2381,0;-3.719,.7245,0;-.24,-4.4857,0;2.5998,-1.5032,0;-4.4773,-.3757,0;2.6052,1.5109,0;-1.8576,.0675,0;-2.0971,-4.4072,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;-4.1252,-1.6594,0;-5.1134,-6.2514,0;-3.0084,-7.7667,0;-4.8599,-3.6677,0;-2.7491,-3.2972,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;-3.1393,-1.9795,0;-2.6827,.7023,0;-1.7221,-1.8988,0;-3.3908,-6.4467,0;-1.9732,-6.3743,0;-4.1671,-5.2584,0;-1.4389,-5.7378,0;-3.5213,-3.9887,0;-3.9658,.2897,0;-3.4722,1.1593,0;-4.1539,.9713,0;.0081,-4.9198,0;.1942,-4.2376,0;-.488,-4.0515,0;6.9563,3.5005,0;-.869,2.0031,0;.4343,-1.7476,0;-4.2932,-2.1303,0;-5.2842,-6.7213,0;-2.6879,-8.1505,0;-5.3523,-3.7548,0;
Duplicates	ChEBI191567_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191567_s0.sdf