CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185922 (100505)

Formula C₁₆H₁₈O₁₀

MW 370.31

InChIKey SHJZLGVIOYFHCB-ONDATJABNA-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 -0.936

PSA 162.98

MR 84.359

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -371.0917

PM7_Total_Energy_ev -5160.26521

PM7_Electronic_Energy_ev -37806.39493

PM7_Dipole_Debye 5.87623

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.534

PM7_LUMO_Energy_ev -1.13

PM7_COSMO_Area_square_ang 360.46

PM7_COSMO_Volue_cubic_ang 408.16

PM7_Electron_Affinity_ev 1.13

PM7_Ionization_Energy_ev 9.534

PM7_Energy_Gap_ev 8.404

PM7_Global_Hardness_ev 4.202

PM7_Global_Softness_ev 0.23798191337458352

PM7_Chemical_Potential_ev -5.332

PM7_Electronigativity_ev 5.332

PM7_Back_Donation_Energy_ev -1.0505

PM7_Electrophilicity_ev 3.382939552594003

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

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

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

InChI 1/C16H18O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/f/h17,22H

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

AuxInfo 1/1/N:16,1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,17,20,23,22,24,18,21,26,25,19/E:(17,18)(22,23)/F:16,1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,20,17,23,22,24,21,18,26,25,19/rA:44cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;;d9;d10;s11s15;s9;s10;s12;s13;s14;s6s15;s5s16;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s20;s21;s22;s23;s24;/rC:4.1799,2.9521,0;3.5424,3.7226,0;2.8463,1.8421,0;3.8369,2.0128,0;2.5517,3.5519,0;2.1987,2.6108,0;4.4778,1.2451,0;4.1334,.3063,0;4.7743,-.4614,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;5.7596,-.2902,0;-.5734,3.2096,0;0,2.0104,0;4.43,-1.4002,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;4.6727,3.037,0;3.7159,4.1915,0;2.6748,1.3724,0;4.9704,1.3307,0;3.6408,.2207,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.7314,5.0854,0;2.437,5.7283,0;1.7941,5.4339,0;4.7504,-1.784,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI185922

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.sdf

Formula	C₁₆H₁₈O₁₀
MW	370.31
InChIKey	SHJZLGVIOYFHCB-ONDATJABNA-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	-0.936
PSA	162.98
MR	84.359
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-371.0917
PM7_Total_Energy_ev	-5160.26521
PM7_Electronic_Energy_ev	-37806.39493
PM7_Dipole_Debye	5.87623
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.534
PM7_LUMO_Energy_ev	-1.13
PM7_COSMO_Area_square_ang	360.46
PM7_COSMO_Volue_cubic_ang	408.16
PM7_Electron_Affinity_ev	1.13
PM7_Ionization_Energy_ev	9.534
PM7_Energy_Gap_ev	8.404
PM7_Global_Hardness_ev	4.202
PM7_Global_Softness_ev	0.23798191337458352
PM7_Chemical_Potential_ev	-5.332
PM7_Electronigativity_ev	5.332
PM7_Back_Donation_Energy_ev	-1.0505
PM7_Electrophilicity_ev	3.382939552594003
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5-[(~{E})-2-carboxyvinyl]-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)/C=C/C(=O)O
InChI	1/C16H18O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/f/h17,22H
InChI_3D	1S/C16H18O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/b5-3+/t11-,12-,13+,14-,16+/m0/s1
AuxInfo	1/1/N:16,1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,17,20,23,22,24,18,21,26,25,19/E:(17,18)(22,23)/F:16,1,7,2,8,3,4,5,6,9,13,12,14,11,10,15,20,17,23,22,24,21,18,26,25,19/rA:44cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;s11;s12;s13;s14;;d9;d10;s11s15;s9;s10;s12;s13;s14;s6s15;s5s16;s1;s2;s3;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s20;s21;s22;s23;s24;/rC:4.1799,2.9521,0;3.5424,3.7226,0;2.8463,1.8421,0;3.8369,2.0128,0;2.5517,3.5519,0;2.1987,2.6108,0;4.4778,1.2451,0;4.1334,.3063,0;4.7743,-.4614,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;5.7596,-.2902,0;-.5734,3.2096,0;0,2.0104,0;4.43,-1.4002,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;4.6727,3.037,0;3.7159,4.1915,0;2.6748,1.3724,0;4.9704,1.3307,0;3.6408,.2207,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.7314,5.0854,0;2.437,5.7283,0;1.7941,5.4339,0;4.7504,-1.784,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI185922
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185922.sdf