CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188284 (102633)

Formula C₁₆H₁₈O₁₀

MW 370.31

InChIKey RBJXXYNRHTWXDN-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 45

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.32

logP -1.1506

PSA 162.98

MR 84.2102

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -364.2631

PM7_Total_Energy_ev -5160.093

PM7_Electronic_Energy_ev -35712.30332

PM7_Dipole_Debye 2.78648

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.876

PM7_LUMO_Energy_ev -0.875

PM7_COSMO_Area_square_ang 368.96

PM7_COSMO_Volue_cubic_ang 399.54

PM7_Electron_Affinity_ev 0.875

PM7_Ionization_Energy_ev 8.876

PM7_Energy_Gap_ev 8.001

PM7_Global_Hardness_ev 4.0005

PM7_Global_Softness_ev 0.2499687539057618

PM7_Chemical_Potential_ev -4.8755

PM7_Electronigativity_ev 4.8755

PM7_Back_Donation_Energy_ev -1.000125

PM7_Electrophilicity_ev 2.9709411636045493

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(~{E})-3-(3-hydroxy-4-methoxy-phenyl)prop-2-enoyl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC

Canonical_SMILES COc1ccc(cc1O)/C=C/C(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C16H18O10/c1-24-9-4-2-7(6-8(9)17)3-5-10(18)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16-17,19-21H,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C16H18O10/c1-24-9-4-2-7(6-8(9)17)3-5-10(18)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16-17,19-21H,1H3,(H,22,23)/b5-3+/t11-,12-,13+,14-,16+/m0/s1

AuxInfo 1/1/N:16,1,7,2,8,3,4,6,5,9,13,12,14,11,10,15,20,17,23,22,24,18,21,25,26,19/E:(22,23)/F:16,1,7,2,8,3,4,6,5,9,13,12,14,11,10,15,20,17,23,22,24,21,18,25,26,19/rA:44cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;;d9;d10;s11s15;s6;s10;s12;s13;s14;s5s16;s9s15;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s20;s21;s22;s23;s24;/rC:1.6104,6.0261,0;1.9602,6.9629,0;-.0169,6.6283,0;.6251,5.8549,0;1.3182,7.7364,0;.3264,7.5731,0;.2794,4.9165,0;.9192,4.1479,0;.5734,3.2096,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.6543,8.8387,0;-.412,3.0398,0;-3.2346,1.9602,0;0,2.0104,0;-.3122,8.3425,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.668,8.6732,0;1.2132,2.441,0;1.9297,5.6413,0;2.4532,7.0464,0;-.5095,6.5427,0;-.2134,4.8316,0;1.4119,4.2328,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.737,8.3455,0;2.5715,9.3318,0;3.1474,8.9214,0;-.1387,8.8115,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI188284

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.sdf

Formula	C₁₆H₁₈O₁₀
MW	370.31
InChIKey	RBJXXYNRHTWXDN-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	45
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.32
logP	-1.1506
PSA	162.98
MR	84.2102
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-364.2631
PM7_Total_Energy_ev	-5160.093
PM7_Electronic_Energy_ev	-35712.30332
PM7_Dipole_Debye	2.78648
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.876
PM7_LUMO_Energy_ev	-0.875
PM7_COSMO_Area_square_ang	368.96
PM7_COSMO_Volue_cubic_ang	399.54
PM7_Electron_Affinity_ev	0.875
PM7_Ionization_Energy_ev	8.876
PM7_Energy_Gap_ev	8.001
PM7_Global_Hardness_ev	4.0005
PM7_Global_Softness_ev	0.2499687539057618
PM7_Chemical_Potential_ev	-4.8755
PM7_Electronigativity_ev	4.8755
PM7_Back_Donation_Energy_ev	-1.000125
PM7_Electrophilicity_ev	2.9709411636045493
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(~{E})-3-(3-hydroxy-4-methoxy-phenyl)prop-2-enoyl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1O)/C=C/C(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C16H18O10/c1-24-9-4-2-7(6-8(9)17)3-5-10(18)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16-17,19-21H,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C16H18O10/c1-24-9-4-2-7(6-8(9)17)3-5-10(18)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16-17,19-21H,1H3,(H,22,23)/b5-3+/t11-,12-,13+,14-,16+/m0/s1
AuxInfo	1/1/N:16,1,7,2,8,3,4,6,5,9,13,12,14,11,10,15,20,17,23,22,24,18,21,25,26,19/E:(22,23)/F:16,1,7,2,8,3,4,6,5,9,13,12,14,11,10,15,20,17,23,22,24,21,18,25,26,19/rA:44cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;;d9;d10;s11s15;s6;s10;s12;s13;s14;s5s16;s9s15;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s20;s21;s22;s23;s24;/rC:1.6104,6.0261,0;1.9602,6.9629,0;-.0169,6.6283,0;.6251,5.8549,0;1.3182,7.7364,0;.3264,7.5731,0;.2794,4.9165,0;.9192,4.1479,0;.5734,3.2096,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.6543,8.8387,0;-.412,3.0398,0;-3.2346,1.9602,0;0,2.0104,0;-.3122,8.3425,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.668,8.6732,0;1.2132,2.441,0;1.9297,5.6413,0;2.4532,7.0464,0;-.5095,6.5427,0;-.2134,4.8316,0;1.4119,4.2328,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.737,8.3455,0;2.5715,9.3318,0;3.1474,8.9214,0;-.1387,8.8115,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI188284
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188284.sdf