CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189755_s0 (103903)

Formula C₁₆H₁₈O₉

MW 354.31

InChIKey OROMYRHSNXJELX-MMRXBHCZNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 44

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.59

logP -0.9366

PSA 153.75

MR 82.074

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -334.96454

PM7_Total_Energy_ev -4865.25322

PM7_Electronic_Energy_ev -34832.08582

PM7_Dipole_Debye 3.61502

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.849

PM7_LUMO_Energy_ev -0.697

PM7_COSMO_Area_square_ang 352.43

PM7_COSMO_Volue_cubic_ang 393.86

PM7_Electron_Affinity_ev 0.697

PM7_Ionization_Energy_ev 9.849

PM7_Energy_Gap_ev 9.152

PM7_Global_Hardness_ev 4.576

PM7_Global_Softness_ev 0.21853146853146854

PM7_Chemical_Potential_ev -5.273

PM7_Electronigativity_ev 5.273

PM7_Back_Donation_Energy_ev -1.144

PM7_Electrophilicity_ev 3.038082277097902

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{R})-6-[(~{Z})-2-carboxy-3-phenyl-allyloxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)C=C(C(=O)O)COC2C(C(C(C(O2)C(=O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](OC/C(=C/c2ccccc2)/C(=O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H18O9/c17-10-11(18)13(15(22)23)25-16(12(10)19)24-7-9(14(20)21)6-8-4-2-1-3-5-8/h1-6,10-13,16-19H,7H2,(H,20,21)(H,22,23)/f/h20,22H

InChI_3D 1S/C16H18O9/c17-10-11(18)13(15(22)23)25-16(12(10)19)24-7-9(14(20)21)6-8-4-2-1-3-5-8/h1-6,10-13,16-19H,7H2,(H,20,21)(H,22,23)/b9-6-/t10-,11-,12-,13-,16+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,7,16,6,8,13,12,14,11,9,10,15,23,22,24,17,20,18,21,25,19/E:(2,3)(4,5)(20,21)(22,23)/F:1,2,3,4,5,7,16,6,8,13,12,14,11,9,10,15,23,22,24,20,17,21,18,25,19/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s6;w7;s8;;s10;s11;s12;s13;s14;s8;d9;d10;s11s15;s9;s10;s12;s13;s14;s15s16;s1;s2;s3;s4;s5;s7;s11;s12;s13;s14;s15;s16;s16;s20;s21;s22;s23;s24;/rC:-2.4409,4.4479,0;-1.8034,3.6774,0;-2.0979,5.3872,0;-.8128,3.8481,0;-1.1073,5.5579,0;-.4597,4.7892,0;1.2649,5.0863,0;1.9046,4.3177,0;2.8901,4.4875,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.5589,3.3794,0;3.5299,3.7189,0;-3.2346,1.9602,0;0,2.0104,0;3.2358,5.4258,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;-2.9337,4.363,0;-1.9769,3.2085,0;-2.4184,5.7711,0;-.494,3.4629,0;-.9359,6.0276,0;1.4377,5.5555,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.0281,3.2065,0;1.0898,3.5522,0;3.7286,5.5107,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI189755_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.sdf

Formula	C₁₆H₁₈O₉
MW	354.31
InChIKey	OROMYRHSNXJELX-MMRXBHCZNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	44
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.59
logP	-0.9366
PSA	153.75
MR	82.074
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-334.96454
PM7_Total_Energy_ev	-4865.25322
PM7_Electronic_Energy_ev	-34832.08582
PM7_Dipole_Debye	3.61502
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.849
PM7_LUMO_Energy_ev	-0.697
PM7_COSMO_Area_square_ang	352.43
PM7_COSMO_Volue_cubic_ang	393.86
PM7_Electron_Affinity_ev	0.697
PM7_Ionization_Energy_ev	9.849
PM7_Energy_Gap_ev	9.152
PM7_Global_Hardness_ev	4.576
PM7_Global_Softness_ev	0.21853146853146854
PM7_Chemical_Potential_ev	-5.273
PM7_Electronigativity_ev	5.273
PM7_Back_Donation_Energy_ev	-1.144
PM7_Electrophilicity_ev	3.038082277097902
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{R})-6-[(~{Z})-2-carboxy-3-phenyl-allyloxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)C=C(C(=O)O)COC2C(C(C(C(O2)C(=O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](OC/C(=C/c2ccccc2)/C(=O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H18O9/c17-10-11(18)13(15(22)23)25-16(12(10)19)24-7-9(14(20)21)6-8-4-2-1-3-5-8/h1-6,10-13,16-19H,7H2,(H,20,21)(H,22,23)/f/h20,22H
InChI_3D	1S/C16H18O9/c17-10-11(18)13(15(22)23)25-16(12(10)19)24-7-9(14(20)21)6-8-4-2-1-3-5-8/h1-6,10-13,16-19H,7H2,(H,20,21)(H,22,23)/b9-6-/t10-,11-,12-,13-,16+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,7,16,6,8,13,12,14,11,9,10,15,23,22,24,17,20,18,21,25,19/E:(2,3)(4,5)(20,21)(22,23)/F:1,2,3,4,5,7,16,6,8,13,12,14,11,9,10,15,23,22,24,20,17,21,18,25,19/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s6;w7;s8;;s10;s11;s12;s13;s14;s8;d9;d10;s11s15;s9;s10;s12;s13;s14;s15s16;s1;s2;s3;s4;s5;s7;s11;s12;s13;s14;s15;s16;s16;s20;s21;s22;s23;s24;/rC:-2.4409,4.4479,0;-1.8034,3.6774,0;-2.0979,5.3872,0;-.8128,3.8481,0;-1.1073,5.5579,0;-.4597,4.7892,0;1.2649,5.0863,0;1.9046,4.3177,0;2.8901,4.4875,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.5589,3.3794,0;3.5299,3.7189,0;-3.2346,1.9602,0;0,2.0104,0;3.2358,5.4258,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;-2.9337,4.363,0;-1.9769,3.2085,0;-2.4184,5.7711,0;-.494,3.4629,0;-.9359,6.0276,0;1.4377,5.5555,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.0281,3.2065,0;1.0898,3.5522,0;3.7286,5.5107,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI189755_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189755_s0.sdf