CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186767_s0 (101258)

Formula C₁₆H₂₀O₁₁

MW 388.33

InChIKey KNLZSVGSSKYXOH-LRQUTDIWNA-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 -1.78

logP -1.311

PSA 183.21

MR 86.064

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -435.17495

PM7_Total_Energy_ev -5483.14874

PM7_Electronic_Energy_ev -41192.52243

PM7_Dipole_Debye 3.91887

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.926

PM7_LUMO_Energy_ev -0.548

PM7_COSMO_Area_square_ang 369.23

PM7_COSMO_Volue_cubic_ang 425.19

PM7_Electron_Affinity_ev 0.548

PM7_Ionization_Energy_ev 8.926

PM7_Energy_Gap_ev 8.378

PM7_Global_Hardness_ev 4.189

PM7_Global_Softness_ev 0.23872045834328

PM7_Chemical_Potential_ev -4.737

PM7_Electronigativity_ev 4.737

PM7_Back_Donation_Energy_ev -1.04725

PM7_Electrophilicity_ev 2.67834435426116

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

SMILES c1c(c(cc(c1OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)CCC(=O)O

Canonical_SMILES COc1cc(CCC(=O)O)c(cc1O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O

InChI 1/C16H20O11/c1-25-8-4-6(2-3-10(18)19)7(17)5-9(8)26-16-13(22)11(20)12(21)14(27-16)15(23)24/h4-5,11-14,16-17,20-22H,2-3H2,1H3,(H,18,19)(H,23,24)/f/h18,23H

InChI_3D 1S/C16H20O11/c1-25-8-4-6(2-3-10(18)19)7(17)5-9(8)26-16-13(22)11(20)12(21)14(27-16)15(23)24/h4-5,11-14,16-17,20-22H,2-3H2,1H3,(H,18,19)(H,23,24)/t11-,12+,13+,14+,16+/m1/s1

AuxInfo 1/1/N:14,15,16,1,2,3,5,4,6,8,11,10,12,9,7,13,20,18,22,24,23,25,17,21,27,26,19/E:(18,19)(23,24)/F:14,15,16,1,2,3,5,4,6,8,11,10,12,9,7,13,20,22,18,24,23,25,21,17,27,26,19/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;;s7;s9;s10;s11;s12;;s3;s8s15;d7;d8;s9s13;s5;s7;s8;s10;s11;s12;s6s13;s4s14;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:3.5424,3.7226,0;2.8463,1.8421,0;4.1799,2.9521,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;-1.2132,2.441,0;7.1364,3.4614,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;5.1654,3.1219,0;6.1509,3.2917,0;-.5734,3.2096,0;7.4821,4.3998,0;0,2.0104,0;4.4778,1.2451,0;-2.1987,2.6108,0;7.7761,2.6929,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;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;5.2503,2.6292,0;5.0805,3.6146,0;6.066,3.7844,0;6.2358,2.7989,0;4.3056,.7757,0;-2.3716,3.08,0;8.2689,2.7778,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI186767_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.sdf

Formula	C₁₆H₂₀O₁₁
MW	388.33
InChIKey	KNLZSVGSSKYXOH-LRQUTDIWNA-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	-1.78
logP	-1.311
PSA	183.21
MR	86.064
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-435.17495
PM7_Total_Energy_ev	-5483.14874
PM7_Electronic_Energy_ev	-41192.52243
PM7_Dipole_Debye	3.91887
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.926
PM7_LUMO_Energy_ev	-0.548
PM7_COSMO_Area_square_ang	369.23
PM7_COSMO_Volue_cubic_ang	425.19
PM7_Electron_Affinity_ev	0.548
PM7_Ionization_Energy_ev	8.926
PM7_Energy_Gap_ev	8.378
PM7_Global_Hardness_ev	4.189
PM7_Global_Softness_ev	0.23872045834328
PM7_Chemical_Potential_ev	-4.737
PM7_Electronigativity_ev	4.737
PM7_Back_Donation_Energy_ev	-1.04725
PM7_Electrophilicity_ev	2.67834435426116
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-6-[4-(2-carboxyethyl)-5-hydroxy-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(c(cc(c1OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)CCC(=O)O
Canonical_SMILES	COc1cc(CCC(=O)O)c(cc1O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)O
InChI	1/C16H20O11/c1-25-8-4-6(2-3-10(18)19)7(17)5-9(8)26-16-13(22)11(20)12(21)14(27-16)15(23)24/h4-5,11-14,16-17,20-22H,2-3H2,1H3,(H,18,19)(H,23,24)/f/h18,23H
InChI_3D	1S/C16H20O11/c1-25-8-4-6(2-3-10(18)19)7(17)5-9(8)26-16-13(22)11(20)12(21)14(27-16)15(23)24/h4-5,11-14,16-17,20-22H,2-3H2,1H3,(H,18,19)(H,23,24)/t11-,12+,13+,14+,16+/m1/s1
AuxInfo	1/1/N:14,15,16,1,2,3,5,4,6,8,11,10,12,9,7,13,20,18,22,24,23,25,17,21,27,26,19/E:(18,19)(23,24)/F:14,15,16,1,2,3,5,4,6,8,11,10,12,9,7,13,20,22,18,24,23,25,21,17,27,26,19/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;;s7;s9;s10;s11;s12;;s3;s8s15;d7;d8;s9s13;s5;s7;s8;s10;s11;s12;s6s13;s4s14;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:3.5424,3.7226,0;2.8463,1.8421,0;4.1799,2.9521,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;-1.2132,2.441,0;7.1364,3.4614,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;2.2627,5.2597,0;5.1654,3.1219,0;6.1509,3.2917,0;-.5734,3.2096,0;7.4821,4.3998,0;0,2.0104,0;4.4778,1.2451,0;-2.1987,2.6108,0;7.7761,2.6929,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;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;5.2503,2.6292,0;5.0805,3.6146,0;6.066,3.7844,0;6.2358,2.7989,0;4.3056,.7757,0;-2.3716,3.08,0;8.2689,2.7778,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI186767_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186767_s0.sdf