CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189727 (103873)

Formula C₁₆H₂₀O₁₀

MW 372.33

InChIKey OSJGZCUHTGTJHT-ONDATJABNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 12

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 -0.89

logP -1.0166

PSA 162.98

MR 84.041

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -402.26646

PM7_Total_Energy_ev -5187.9891

PM7_Electronic_Energy_ev -40598.08805

PM7_Dipole_Debye 6.87915

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.306

PM7_LUMO_Energy_ev -0.465

PM7_COSMO_Area_square_ang 335.39

PM7_COSMO_Volue_cubic_ang 412.22

PM7_Electron_Affinity_ev 0.465

PM7_Ionization_Energy_ev 9.306

PM7_Energy_Gap_ev 8.841

PM7_Global_Hardness_ev 4.4205

PM7_Global_Softness_ev 0.22621875353466803

PM7_Chemical_Potential_ev -4.8855

PM7_Electronigativity_ev 4.8855

PM7_Back_Donation_Energy_ev -1.105125

PM7_Electrophilicity_ev 2.6997070749915166

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

SMILES c1cc(c(cc1CCC(=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)CCC(=O)O

InChI 1/C16H20O10/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/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/f/h17,22H

InChI_3D 1S/C16H20O10/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/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/t11-,12-,13+,14-,16+/m0/s1

AuxInfo 1/1/N:14,1,15,2,16,3,4,5,6,8,11,10,12,9,7,13,18,21,23,22,24,17,20,26,25,19/E:(17,18)(22,23)/F:14,1,15,2,16,3,4,5,6,8,11,10,12,9,7,13,21,18,23,22,24,20,17,26,25,19/rA:46cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s7;s9;s10;s11;s12;;s4;s8s15;d7;d8;s9s13;s7;s8;s10;s11;s12;s6s13;s5s14;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;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;-1.2132,2.441,0;5.7596,-.2902,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;4.4778,1.2451,0;5.1187,.4775,0;-.5734,3.2096,0;6.7448,-.119,0;0,2.0104,0;-2.1987,2.6108,0;5.4152,-1.229,0;-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;-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;4.094,.9247,0;4.8616,1.5656,0;5.5025,.7979,0;4.7349,.157,0;-2.3716,3.08,0;5.7357,-1.6128,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI189727

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.sdf

Formula	C₁₆H₂₀O₁₀
MW	372.33
InChIKey	OSJGZCUHTGTJHT-ONDATJABNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	12
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	-0.89
logP	-1.0166
PSA	162.98
MR	84.041
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-402.26646
PM7_Total_Energy_ev	-5187.9891
PM7_Electronic_Energy_ev	-40598.08805
PM7_Dipole_Debye	6.87915
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.306
PM7_LUMO_Energy_ev	-0.465
PM7_COSMO_Area_square_ang	335.39
PM7_COSMO_Volue_cubic_ang	412.22
PM7_Electron_Affinity_ev	0.465
PM7_Ionization_Energy_ev	9.306
PM7_Energy_Gap_ev	8.841
PM7_Global_Hardness_ev	4.4205
PM7_Global_Softness_ev	0.22621875353466803
PM7_Chemical_Potential_ev	-4.8855
PM7_Electronigativity_ev	4.8855
PM7_Back_Donation_Energy_ev	-1.105125
PM7_Electrophilicity_ev	2.6997070749915166
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5-(2-carboxyethyl)-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1CCC(=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)CCC(=O)O
InChI	1/C16H20O10/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/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/f/h17,22H
InChI_3D	1S/C16H20O10/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/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/t11-,12-,13+,14-,16+/m0/s1
AuxInfo	1/1/N:14,1,15,2,16,3,4,5,6,8,11,10,12,9,7,13,18,21,23,22,24,17,20,26,25,19/E:(17,18)(22,23)/F:14,1,15,2,16,3,4,5,6,8,11,10,12,9,7,13,21,18,23,22,24,20,17,26,25,19/rA:46cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s7;s9;s10;s11;s12;;s4;s8s15;d7;d8;s9s13;s7;s8;s10;s11;s12;s6s13;s5s14;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;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;-1.2132,2.441,0;5.7596,-.2902,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;4.4778,1.2451,0;5.1187,.4775,0;-.5734,3.2096,0;6.7448,-.119,0;0,2.0104,0;-2.1987,2.6108,0;5.4152,-1.229,0;-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;-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;4.094,.9247,0;4.8616,1.5656,0;5.5025,.7979,0;4.7349,.157,0;-2.3716,3.08,0;5.7357,-1.6128,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI189727
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189727.sdf