CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189457 (103659)

Formula C₁₆H₂₂O₉

MW 358.34

InChIKey LIVNOUBJFOXZOR-GPQMBLKYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.29

logP -1.1089

PSA 145.91

MR 83.431

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.07091

PM7_Total_Energy_ev -4919.69859

PM7_Electronic_Energy_ev -37217.76322

PM7_Dipole_Debye 5.26605

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.849

PM7_LUMO_Energy_ev 0.043

PM7_COSMO_Area_square_ang 352.15

PM7_COSMO_Volue_cubic_ang 412.11

PM7_Electron_Affinity_ev -0.043

PM7_Ionization_Energy_ev 8.849

PM7_Energy_Gap_ev 8.892

PM7_Global_Hardness_ev 4.446

PM7_Global_Softness_ev 0.2249212775528565

PM7_Chemical_Potential_ev -4.403

PM7_Electronigativity_ev 4.403

PM7_Back_Donation_Energy_ev -1.1115

PM7_Electrophilicity_ev 2.1802079397210976

OPENEYE_Name 3-[4-methoxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]propanoic acid

SMILES c1cc(cc(c1CCC(=O)O)OC2C(C(C(C(O2)CO)O)O)O)OC

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(OC)ccc2CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/f/h18H

InChI_3D 1S/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/t11-,13-,14+,15-,16-/m1/s1

AuxInfo 1/1/N:13,1,14,2,15,3,16,4,5,6,11,7,9,8,10,12,23,17,19,21,20,22,25,24,18/E:(18,19)/F:13,1,14,2,15,3,16,4,5,6,11,7,9,8,10,12,23,19,17,21,20,22,25,24,18/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;s8;s8;s9;s10;;s4;s7s14;s11;d7;s11s12;s7;s8;s9;s10;s16;s6s12;s5s13;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.5424,3.7226,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;.6393,5.8633,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.1334,.3063,0;1.9143,4.3224,0;1.2768,5.0928,0;-1.4725,3.1448,0;-.3467,5.6964,0;0,2.0104,0;.9877,6.8006,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4778,1.2451,0;3.7159,4.1915,0;4.6727,3.037,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.664,.4785,0;4.6029,.1341,0;3.9613,-.1631,0;2.2995,4.6411,0;1.529,4.0036,0;.8915,4.7741,0;1.662,5.4116,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.669,7.1858,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI189457

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.sdf

Formula	C₁₆H₂₂O₉
MW	358.34
InChIKey	LIVNOUBJFOXZOR-GPQMBLKYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.29
logP	-1.1089
PSA	145.91
MR	83.431
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.07091
PM7_Total_Energy_ev	-4919.69859
PM7_Electronic_Energy_ev	-37217.76322
PM7_Dipole_Debye	5.26605
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.849
PM7_LUMO_Energy_ev	0.043
PM7_COSMO_Area_square_ang	352.15
PM7_COSMO_Volue_cubic_ang	412.11
PM7_Electron_Affinity_ev	-0.043
PM7_Ionization_Energy_ev	8.849
PM7_Energy_Gap_ev	8.892
PM7_Global_Hardness_ev	4.446
PM7_Global_Softness_ev	0.2249212775528565
PM7_Chemical_Potential_ev	-4.403
PM7_Electronigativity_ev	4.403
PM7_Back_Donation_Energy_ev	-1.1115
PM7_Electrophilicity_ev	2.1802079397210976
OPENEYE_Name	3-[4-methoxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]propanoic acid
SMILES	c1cc(cc(c1CCC(=O)O)OC2C(C(C(C(O2)CO)O)O)O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(OC)ccc2CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/f/h18H
InChI_3D	1S/C16H22O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2,4,6,11,13-17,20-22H,3,5,7H2,1H3,(H,18,19)/t11-,13-,14+,15-,16-/m1/s1
AuxInfo	1/1/N:13,1,14,2,15,3,16,4,5,6,11,7,9,8,10,12,23,17,19,21,20,22,25,24,18/E:(18,19)/F:13,1,14,2,15,3,16,4,5,6,11,7,9,8,10,12,23,19,17,21,20,22,25,24,18/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;s8;s8;s9;s10;;s4;s7s14;s11;d7;s11s12;s7;s8;s9;s10;s16;s6s12;s5s13;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.5424,3.7226,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;.6393,5.8633,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.1334,.3063,0;1.9143,4.3224,0;1.2768,5.0928,0;-1.4725,3.1448,0;-.3467,5.6964,0;0,2.0104,0;.9877,6.8006,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4778,1.2451,0;3.7159,4.1915,0;4.6727,3.037,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.664,.4785,0;4.6029,.1341,0;3.9613,-.1631,0;2.2995,4.6411,0;1.529,4.0036,0;.8915,4.7741,0;1.662,5.4116,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.669,7.1858,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI189457
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189457.sdf