CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188383_s0 (102712)

Formula C₂₁H₂₀O₈

MW 400.38

InChIKey TWTQVIQWCKRMHD-HXTKINSTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.01

logP 0.8537

PSA 133.52

MR 101.004

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.93306

PM7_Total_Energy_ev -5210.27948

PM7_Electronic_Energy_ev -41357.53127

PM7_Dipole_Debye 1.28608

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.547

PM7_LUMO_Energy_ev -1.009

PM7_COSMO_Area_square_ang 387.3

PM7_COSMO_Volue_cubic_ang 452.47

PM7_Electron_Affinity_ev 1.009

PM7_Ionization_Energy_ev 9.547

PM7_Energy_Gap_ev 8.538

PM7_Global_Hardness_ev 4.269

PM7_Global_Softness_ev 0.23424689622862496

PM7_Chemical_Potential_ev -5.278

PM7_Electronigativity_ev 5.278

PM7_Back_Donation_Energy_ev -1.06725

PM7_Electrophilicity_ev 3.262741157179667

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-[(~{E})-3-phenylprop-2-enoyl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)C=CC(=O)c2cccc(c2)OC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2cccc(c2)C(=O)/C=C/c2ccccc2)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O8/c22-15(10-9-12-5-2-1-3-6-12)13-7-4-8-14(11-13)28-21-18(25)16(23)17(24)19(29-21)20(26)27/h1-11,16-19,21,23-25H,(H,26,27)/f/h26H

InChI_3D 1S/C21H20O8/c22-15(10-9-12-5-2-1-3-6-12)13-7-4-8-14(11-13)28-21-18(25)16(23)17(24)19(29-21)20(26)27/h1-11,16-19,21,23-25H,(H,26,27)/b10-9+/t16-,17-,18-,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,13,14,9,10,11,12,15,19,18,20,17,16,21,22,27,26,28,23,25,29,24/E:(2,3)(5,6)(26,27)/F:1,2,3,4,5,6,7,8,13,14,9,10,11,12,15,19,18,20,17,16,21,22,27,26,28,25,23,29,24/E:(2,3)(5,6)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;s10;w13;s11s14;;s16;s17;s18;s19;s20;d15;d16;s17s21;s16;s18;s19;s20;s12s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s17;s18;s19;s20;s21;s25;s26;s27;s28;/rC:8.1897,6.2734,0;7.8453,5.3345,0;7.5532,7.0447,0;3.8369,2.0128,0;6.8545,5.1653,0;6.5624,6.8755,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.208,5.9349,0;3.5424,3.7226,0;2.1987,2.6108,0;5.2222,5.7666,0;4.8752,4.8287,0;3.8894,4.6604,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.2508,5.4299,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;8.6825,6.3575,0;8.1652,4.9502,0;7.7275,7.5134,0;4.1574,1.6289,0;6.6823,4.6958,0;6.2442,7.2612,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;4.9029,6.1513,0;5.1945,4.444,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI188383_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.sdf

Formula	C₂₁H₂₀O₈
MW	400.38
InChIKey	TWTQVIQWCKRMHD-HXTKINSTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.01
logP	0.8537
PSA	133.52
MR	101.004
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.93306
PM7_Total_Energy_ev	-5210.27948
PM7_Electronic_Energy_ev	-41357.53127
PM7_Dipole_Debye	1.28608
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.547
PM7_LUMO_Energy_ev	-1.009
PM7_COSMO_Area_square_ang	387.3
PM7_COSMO_Volue_cubic_ang	452.47
PM7_Electron_Affinity_ev	1.009
PM7_Ionization_Energy_ev	9.547
PM7_Energy_Gap_ev	8.538
PM7_Global_Hardness_ev	4.269
PM7_Global_Softness_ev	0.23424689622862496
PM7_Chemical_Potential_ev	-5.278
PM7_Electronigativity_ev	5.278
PM7_Back_Donation_Energy_ev	-1.06725
PM7_Electrophilicity_ev	3.262741157179667
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-[(~{E})-3-phenylprop-2-enoyl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)C=CC(=O)c2cccc(c2)OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2cccc(c2)C(=O)/C=C/c2ccccc2)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O8/c22-15(10-9-12-5-2-1-3-6-12)13-7-4-8-14(11-13)28-21-18(25)16(23)17(24)19(29-21)20(26)27/h1-11,16-19,21,23-25H,(H,26,27)/f/h26H
InChI_3D	1S/C21H20O8/c22-15(10-9-12-5-2-1-3-6-12)13-7-4-8-14(11-13)28-21-18(25)16(23)17(24)19(29-21)20(26)27/h1-11,16-19,21,23-25H,(H,26,27)/b10-9+/t16-,17-,18-,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,13,14,9,10,11,12,15,19,18,20,17,16,21,22,27,26,28,23,25,29,24/E:(2,3)(5,6)(26,27)/F:1,2,3,4,5,6,7,8,13,14,9,10,11,12,15,19,18,20,17,16,21,22,27,26,28,25,23,29,24/E:(2,3)(5,6)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;s10;w13;s11s14;;s16;s17;s18;s19;s20;d15;d16;s17s21;s16;s18;s19;s20;s12s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s17;s18;s19;s20;s21;s25;s26;s27;s28;/rC:8.1897,6.2734,0;7.8453,5.3345,0;7.5532,7.0447,0;3.8369,2.0128,0;6.8545,5.1653,0;6.5624,6.8755,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.208,5.9349,0;3.5424,3.7226,0;2.1987,2.6108,0;5.2222,5.7666,0;4.8752,4.8287,0;3.8894,4.6604,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.2508,5.4299,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;8.6825,6.3575,0;8.1652,4.9502,0;7.7275,7.5134,0;4.1574,1.6289,0;6.6823,4.6958,0;6.2442,7.2612,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;4.9029,6.1513,0;5.1945,4.444,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI188383_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188383_s0.sdf