CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182749 (97731)

Formula C₁₆H₂₂O₉

MW 358.34

InChIKey VLHQGQCFFBCKMV-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 -1.07

logP -1.1089

PSA 145.91

MR 83.431

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -361.25071

PM7_Total_Energy_ev -4919.54939

PM7_Electronic_Energy_ev -37869.20986

PM7_Dipole_Debye 4.01545

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.603

PM7_LUMO_Energy_ev -0.317

PM7_COSMO_Area_square_ang 346.24

PM7_COSMO_Volue_cubic_ang 409.8

PM7_Electron_Affinity_ev 0.317

PM7_Ionization_Energy_ev 9.603

PM7_Energy_Gap_ev 9.286

PM7_Global_Hardness_ev 4.643

PM7_Global_Softness_ev 0.21537798836958863

PM7_Chemical_Potential_ev -4.96

PM7_Electronigativity_ev 4.96

PM7_Back_Donation_Energy_ev -1.16075

PM7_Electrophilicity_ev 2.6493215593366357

OPENEYE_Name 3-[2-methoxy-3-[(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(c(c(c1)OC2C(C(C(C(O2)CO)O)O)O)OC)CCC(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc(c2OC)CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

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

InChI_3D 1S/C16H22O9/c1-23-15-8(5-6-11(18)19)3-2-4-9(15)24-16-14(22)13(21)12(20)10(7-17)25-16/h2-4,10,12-14,16-17,20-22H,5-7H2,1H3,(H,18,19)/t10-,12-,13+,14-,16-/m1/s1

AuxInfo 1/1/N:13,1,2,3,14,15,16,4,5,11,7,9,8,10,6,12,23,17,19,21,20,22,25,24,18/E:(18,19)/F:13,1,2,3,14,15,16,4,5,11,7,9,8,10,6,12,23,19,17,21,20,22,25,24,18/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s8;s8;s9;s10;;s4;s7s14;s11;d7;s11s12;s7;s8;s9;s10;s16;s5s12;s6s13;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.825,2.0061,0;4.1762,2.9424,0;2.8395,1.8364,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;4.8526,7.2279,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2544,5.2628,0;4.1501,5.3554,0;4.5014,6.2917,0;-1.4725,3.1448,0;4.2174,8.0003,0;0,2.0104,0;5.8391,7.3919,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;1.9059,4.3255,0;4.1438,1.6209,0;4.6694,3.0251,0;2.666,1.3674,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.723,5.0885,0;1.7857,5.437,0;2.4286,5.7314,0;4.6183,5.1797,0;3.682,5.531,0;4.0332,6.4673,0;4.9695,6.116,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.0147,7.86,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI182749

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.sdf

Formula	C₁₆H₂₂O₉
MW	358.34
InChIKey	VLHQGQCFFBCKMV-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	-1.07
logP	-1.1089
PSA	145.91
MR	83.431
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-361.25071
PM7_Total_Energy_ev	-4919.54939
PM7_Electronic_Energy_ev	-37869.20986
PM7_Dipole_Debye	4.01545
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.603
PM7_LUMO_Energy_ev	-0.317
PM7_COSMO_Area_square_ang	346.24
PM7_COSMO_Volue_cubic_ang	409.8
PM7_Electron_Affinity_ev	0.317
PM7_Ionization_Energy_ev	9.603
PM7_Energy_Gap_ev	9.286
PM7_Global_Hardness_ev	4.643
PM7_Global_Softness_ev	0.21537798836958863
PM7_Chemical_Potential_ev	-4.96
PM7_Electronigativity_ev	4.96
PM7_Back_Donation_Energy_ev	-1.16075
PM7_Electrophilicity_ev	2.6493215593366357
OPENEYE_Name	3-[2-methoxy-3-[(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(c(c(c1)OC2C(C(C(C(O2)CO)O)O)O)OC)CCC(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc(c2OC)CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O9/c1-23-15-8(5-6-11(18)19)3-2-4-9(15)24-16-14(22)13(21)12(20)10(7-17)25-16/h2-4,10,12-14,16-17,20-22H,5-7H2,1H3,(H,18,19)/f/h18H
InChI_3D	1S/C16H22O9/c1-23-15-8(5-6-11(18)19)3-2-4-9(15)24-16-14(22)13(21)12(20)10(7-17)25-16/h2-4,10,12-14,16-17,20-22H,5-7H2,1H3,(H,18,19)/t10-,12-,13+,14-,16-/m1/s1
AuxInfo	1/1/N:13,1,2,3,14,15,16,4,5,11,7,9,8,10,6,12,23,17,19,21,20,22,25,24,18/E:(18,19)/F:13,1,2,3,14,15,16,4,5,11,7,9,8,10,6,12,23,19,17,21,20,22,25,24,18/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s8;s8;s9;s10;;s4;s7s14;s11;d7;s11s12;s7;s8;s9;s10;s16;s5s12;s6s13;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.825,2.0061,0;4.1762,2.9424,0;2.8395,1.8364,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;4.8526,7.2279,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2544,5.2628,0;4.1501,5.3554,0;4.5014,6.2917,0;-1.4725,3.1448,0;4.2174,8.0003,0;0,2.0104,0;5.8391,7.3919,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;1.9059,4.3255,0;4.1438,1.6209,0;4.6694,3.0251,0;2.666,1.3674,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.723,5.0885,0;1.7857,5.437,0;2.4286,5.7314,0;4.6183,5.1797,0;3.682,5.531,0;4.0332,6.4673,0;4.9695,6.116,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.0147,7.86,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI182749
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182749.sdf