CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189745_t0 (103890)

Formula C₂₇H₂₈O₁₂

MW 544.51

InChIKey BNSAVBGHRVFVNN-ZYMSVLFVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 1.68

logP 0.9353

PSA 189.28

MR 135.535

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -391.19066

PM7_Total_Energy_ev -7235.36798

PM7_Electronic_Energy_ev -61873.9255

PM7_Dipole_Debye 1.9884

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.781

PM7_LUMO_Energy_ev -1.076

PM7_COSMO_Area_square_ang 540.4

PM7_COSMO_Volue_cubic_ang 625.87

PM7_Electron_Affinity_ev 1.076

PM7_Ionization_Energy_ev 8.781

PM7_Energy_Gap_ev 7.705

PM7_Global_Hardness_ev 3.8525

PM7_Global_Softness_ev 0.25957170668397145

PM7_Chemical_Potential_ev -4.9285

PM7_Electronigativity_ev 4.9285

PM7_Back_Donation_Energy_ev -0.963125

PM7_Electrophilicity_ev 3.152512946138871

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[(1~{E},6~{E})-7-(4-hydroxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)CC(=O)C=Cc2ccc(c(c2)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O

Canonical_SMILES COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/f/h34H

InChI_3D 1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/b7-3+,8-4+/t22-,23-,24+,25-,27+/m0/s1

AuxInfo 1/1/N:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,30,33,38,39,37,31/E:(34,35)/F:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,33,30,38,39,37,31/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;s19;s20;s21;s22;s23;;;s17s18;d17;d18;d19;s20s24;s9;s19;s21;s22;s23;s10s24;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;/rC:9.8717,8.2877,0;3.825,2.0061,0;10.8572,8.4574,0;2.8395,1.8364,0;10.1613,6.5769,0;3.5354,3.7169,0;9.5205,7.3514,0;4.1762,2.9424,0;11.498,7.683,0;2.1987,2.6108,0;11.1533,6.7388,0;2.5434,3.555,0;8.5343,7.186,0;5.1625,3.1078,0;8.1844,6.2491,0;5.5123,4.0447,0;7.1982,6.0837,0;6.4985,4.2101,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;12.7768,6.1352,0;.9199,4.1586,0;6.8484,5.1469,0;6.5618,6.8551,0;7.1349,3.4387,0;-.5734,3.2096,0;0,2.0104,0;12.4835,7.8528,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;11.7908,5.9683,0;1.9059,4.3255,0;9.553,8.6729,0;4.1438,1.6209,0;11.0308,8.9264,0;2.666,1.3674,0;9.9857,6.1088,0;3.7111,4.185,0;8.2161,7.5716,0;5.4807,2.7222,0;8.5026,5.8635,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;12.6934,6.6282,0;12.8602,5.6422,0;13.2698,6.2186,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;7.3168,4.972,0;6.38,5.3218,0;12.6564,8.3219,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI189745_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.sdf

Formula	C₂₇H₂₈O₁₂
MW	544.51
InChIKey	BNSAVBGHRVFVNN-ZYMSVLFVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	1.68
logP	0.9353
PSA	189.28
MR	135.535
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-391.19066
PM7_Total_Energy_ev	-7235.36798
PM7_Electronic_Energy_ev	-61873.9255
PM7_Dipole_Debye	1.9884
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.781
PM7_LUMO_Energy_ev	-1.076
PM7_COSMO_Area_square_ang	540.4
PM7_COSMO_Volue_cubic_ang	625.87
PM7_Electron_Affinity_ev	1.076
PM7_Ionization_Energy_ev	8.781
PM7_Energy_Gap_ev	7.705
PM7_Global_Hardness_ev	3.8525
PM7_Global_Softness_ev	0.25957170668397145
PM7_Chemical_Potential_ev	-4.9285
PM7_Electronigativity_ev	4.9285
PM7_Back_Donation_Energy_ev	-0.963125
PM7_Electrophilicity_ev	3.152512946138871
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[(1~{E},6~{E})-7-(4-hydroxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)CC(=O)C=Cc2ccc(c(c2)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O
Canonical_SMILES	COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/f/h34H
InChI_3D	1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/b7-3+,8-4+/t22-,23-,24+,25-,27+/m0/s1
AuxInfo	1/1/N:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,30,33,38,39,37,31/E:(34,35)/F:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,33,30,38,39,37,31/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;s19;s20;s21;s22;s23;;;s17s18;d17;d18;d19;s20s24;s9;s19;s21;s22;s23;s10s24;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;/rC:9.8717,8.2877,0;3.825,2.0061,0;10.8572,8.4574,0;2.8395,1.8364,0;10.1613,6.5769,0;3.5354,3.7169,0;9.5205,7.3514,0;4.1762,2.9424,0;11.498,7.683,0;2.1987,2.6108,0;11.1533,6.7388,0;2.5434,3.555,0;8.5343,7.186,0;5.1625,3.1078,0;8.1844,6.2491,0;5.5123,4.0447,0;7.1982,6.0837,0;6.4985,4.2101,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;12.7768,6.1352,0;.9199,4.1586,0;6.8484,5.1469,0;6.5618,6.8551,0;7.1349,3.4387,0;-.5734,3.2096,0;0,2.0104,0;12.4835,7.8528,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;11.7908,5.9683,0;1.9059,4.3255,0;9.553,8.6729,0;4.1438,1.6209,0;11.0308,8.9264,0;2.666,1.3674,0;9.9857,6.1088,0;3.7111,4.185,0;8.2161,7.5716,0;5.4807,2.7222,0;8.5026,5.8635,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;12.6934,6.6282,0;12.8602,5.6422,0;13.2698,6.2186,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;7.3168,4.972,0;6.38,5.3218,0;12.6564,8.3219,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI189745_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t0.sdf