CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185569_s0 (100186)

Formula C₁₆H₂₀O₁₁

MW 388.33

InChIKey XEEFOHPCOCITMO-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.56

logP -1.5256

PSA 183.21

MR 85.9152

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -434.33157

PM7_Total_Energy_ev -5483.09106

PM7_Electronic_Energy_ev -41980.41707

PM7_Dipole_Debye 4.32587

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.935

PM7_LUMO_Energy_ev -0.141

PM7_COSMO_Area_square_ang 354.83

PM7_COSMO_Volue_cubic_ang 418.89

PM7_Electron_Affinity_ev 0.141

PM7_Ionization_Energy_ev 8.935

PM7_Energy_Gap_ev 8.794

PM7_Global_Hardness_ev 4.397

PM7_Global_Softness_ev 0.22742779167614283

PM7_Chemical_Potential_ev -4.538

PM7_Electronigativity_ev 4.538

PM7_Back_Donation_Energy_ev -1.09925

PM7_Electrophilicity_ev 2.341760745963157

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[3-(2,4-dihydroxy-3-methoxy-phenyl)propanoyloxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(c(c1CCC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC)O

Canonical_SMILES COc1c(O)ccc(c1O)CCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C16H20O11/c1-25-13-7(17)4-2-6(9(13)19)3-5-8(18)26-16-12(22)10(20)11(21)14(27-16)15(23)24/h2,4,10-12,14,16-17,19-22H,3,5H2,1H3,(H,23,24)/f/h23H

InChI_3D 1S/C16H20O11/c1-25-13-7(17)4-2-6(9(13)19)3-5-8(18)26-16-12(22)10(20)11(21)14(27-16)15(23)24/h2,4,10-12,14,16-17,19-22H,3,5H2,1H3,(H,23,24)/t10-,11-,12-,14-,16+/m0/s1

AuxInfo 1/1/N:14,1,15,2,16,3,4,8,5,11,10,12,6,9,7,13,20,18,21,24,23,25,17,22,26,27,19/E:(23,24)/F:14,1,15,2,16,3,4,8,5,11,10,12,6,9,7,13,20,18,21,24,23,25,22,17,26,27,19/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s7;s9;s10;s11;s12;;s3;s8s15;d7;d8;s9s13;s4;s5;s7;s10;s11;s12;s6s14;s8s13;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:2.967,2.4713,0;3.9039,2.1214,0;2.7958,3.4565,0;4.6774,2.7634,0;3.5693,4.0985,0;4.514,3.7552,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;6.2214,4.0468,0;1.8575,3.8022,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;5.6142,2.4136,0;3.3981,5.0837,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;5.2835,4.3939,0;1.2132,2.441,0;2.5823,2.1519,0;3.9874,1.6285,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;6.0478,3.5779,0;6.3949,4.5157,0;6.6903,3.8732,0;2.0304,4.2714,0;1.6846,3.3331,0;.45,4.3208,0;1.092,4.6171,0;5.6969,1.9205,0;3.7819,5.4042,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI185569_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.sdf

Formula	C₁₆H₂₀O₁₁
MW	388.33
InChIKey	XEEFOHPCOCITMO-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.56
logP	-1.5256
PSA	183.21
MR	85.9152
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-434.33157
PM7_Total_Energy_ev	-5483.09106
PM7_Electronic_Energy_ev	-41980.41707
PM7_Dipole_Debye	4.32587
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.935
PM7_LUMO_Energy_ev	-0.141
PM7_COSMO_Area_square_ang	354.83
PM7_COSMO_Volue_cubic_ang	418.89
PM7_Electron_Affinity_ev	0.141
PM7_Ionization_Energy_ev	8.935
PM7_Energy_Gap_ev	8.794
PM7_Global_Hardness_ev	4.397
PM7_Global_Softness_ev	0.22742779167614283
PM7_Chemical_Potential_ev	-4.538
PM7_Electronigativity_ev	4.538
PM7_Back_Donation_Energy_ev	-1.09925
PM7_Electrophilicity_ev	2.341760745963157
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[3-(2,4-dihydroxy-3-methoxy-phenyl)propanoyloxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(c(c1CCC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC)O
Canonical_SMILES	COc1c(O)ccc(c1O)CCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C16H20O11/c1-25-13-7(17)4-2-6(9(13)19)3-5-8(18)26-16-12(22)10(20)11(21)14(27-16)15(23)24/h2,4,10-12,14,16-17,19-22H,3,5H2,1H3,(H,23,24)/f/h23H
InChI_3D	1S/C16H20O11/c1-25-13-7(17)4-2-6(9(13)19)3-5-8(18)26-16-12(22)10(20)11(21)14(27-16)15(23)24/h2,4,10-12,14,16-17,19-22H,3,5H2,1H3,(H,23,24)/t10-,11-,12-,14-,16+/m0/s1
AuxInfo	1/1/N:14,1,15,2,16,3,4,8,5,11,10,12,6,9,7,13,20,18,21,24,23,25,17,22,26,27,19/E:(23,24)/F:14,1,15,2,16,3,4,8,5,11,10,12,6,9,7,13,20,18,21,24,23,25,22,17,26,27,19/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s7;s9;s10;s11;s12;;s3;s8s15;d7;d8;s9s13;s4;s5;s7;s10;s11;s12;s6s14;s8s13;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:2.967,2.4713,0;3.9039,2.1214,0;2.7958,3.4565,0;4.6774,2.7634,0;3.5693,4.0985,0;4.514,3.7552,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;6.2214,4.0468,0;1.8575,3.8022,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;5.6142,2.4136,0;3.3981,5.0837,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;5.2835,4.3939,0;1.2132,2.441,0;2.5823,2.1519,0;3.9874,1.6285,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;6.0478,3.5779,0;6.3949,4.5157,0;6.6903,3.8732,0;2.0304,4.2714,0;1.6846,3.3331,0;.45,4.3208,0;1.092,4.6171,0;5.6969,1.9205,0;3.7819,5.4042,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI185569_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185569_s0.sdf