CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8222 (3676)

Formula C₂₇H₃₂O₁₃

MW 564.54

InChIKey UVPBNPUZWAOBQX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 76

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.5

logP -0.8708

PSA 204.83

MR 132.891

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -497.76834

PM7_Total_Energy_ev -7586.5396

PM7_Electronic_Energy_ev -73501.93705

PM7_Dipole_Debye 6.93877

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.371

PM7_LUMO_Energy_ev -0.759

PM7_COSMO_Area_square_ang 514.02

PM7_COSMO_Volue_cubic_ang 630.73

PM7_Electron_Affinity_ev 0.759

PM7_Ionization_Energy_ev 9.371

PM7_Energy_Gap_ev 8.612

PM7_Global_Hardness_ev 4.306

PM7_Global_Softness_ev 0.2322340919647004

PM7_Chemical_Potential_ev -5.065

PM7_Electronigativity_ev 5.065

PM7_Back_Donation_Energy_ev -1.0765

PM7_Electrophilicity_ev 2.978892823966558

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

SMILES c1ccc(cc1)C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O2

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C27H32O13/c1-11-20(31)22(33)24(35)26(36-11)40-25-23(34)21(32)18(10-28)39-27(25)37-13-7-14(29)19-15(30)9-16(38-17(19)8-13)12-5-3-2-4-6-12/h2-8,11,16,18,20-29,31-35H,9-10H2,1H3

InChI_3D 1S/C27H32O13/c1-11-20(31)22(33)24(35)26(36-11)40-25-23(34)21(32)18(10-28)39-27(25)37-13-7-14(29)19-15(30)9-16(38-17(19)8-13)12-5-3-2-4-6-12/h2-8,11,16,18,20-29,31-35H,9-10H2,1H3/t11-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,5,7,6,14,27,22,9,11,12,13,15,10,23,8,18,19,16,17,20,21,24,25,38,32,28,35,36,33,34,37,30,39,29,31,40/E:(3,4)(5,6)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s8;s6d7;s7d8;s8;s13;s9s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s10s15;s22s24;s23s25;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;

Duplicates ChEBI8222

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.sdf

Formula	C₂₇H₃₂O₁₃
MW	564.54
InChIKey	UVPBNPUZWAOBQX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	76
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.5
logP	-0.8708
PSA	204.83
MR	132.891
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-497.76834
PM7_Total_Energy_ev	-7586.5396
PM7_Electronic_Energy_ev	-73501.93705
PM7_Dipole_Debye	6.93877
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.371
PM7_LUMO_Energy_ev	-0.759
PM7_COSMO_Area_square_ang	514.02
PM7_COSMO_Volue_cubic_ang	630.73
PM7_Electron_Affinity_ev	0.759
PM7_Ionization_Energy_ev	9.371
PM7_Energy_Gap_ev	8.612
PM7_Global_Hardness_ev	4.306
PM7_Global_Softness_ev	0.2322340919647004
PM7_Chemical_Potential_ev	-5.065
PM7_Electronigativity_ev	5.065
PM7_Back_Donation_Energy_ev	-1.0765
PM7_Electrophilicity_ev	2.978892823966558
OPENEYE_Name	(2~{S})-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-phenyl-chroman-4-one
SMILES	c1ccc(cc1)C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O2
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C27H32O13/c1-11-20(31)22(33)24(35)26(36-11)40-25-23(34)21(32)18(10-28)39-27(25)37-13-7-14(29)19-15(30)9-16(38-17(19)8-13)12-5-3-2-4-6-12/h2-8,11,16,18,20-29,31-35H,9-10H2,1H3
InChI_3D	1S/C27H32O13/c1-11-20(31)22(33)24(35)26(36-11)40-25-23(34)21(32)18(10-28)39-27(25)37-13-7-14(29)19-15(30)9-16(38-17(19)8-13)12-5-3-2-4-6-12/h2-8,11,16,18,20-29,31-35H,9-10H2,1H3/t11-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,5,7,6,14,27,22,9,11,12,13,15,10,23,8,18,19,16,17,20,21,24,25,38,32,28,35,36,33,34,37,30,39,29,31,40/E:(3,4)(5,6)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d6s8;s6d7;s7d8;s8;s13;s9s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s10s15;s22s24;s23s25;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;/rC:4.5146,3.8295,0;5.1576,3.0636,0;3.5288,3.6613,0;4.8112,2.1199,0;3.1825,2.7177,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;4.6869,4.2989,0;5.6501,3.1498,0;3.209,4.0457,0;5.1327,1.737,0;2.6896,2.6336,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;
Duplicates	ChEBI8222
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8222.sdf