CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189014_s0 (103290)

Formula C₁₈H₂₄O₉

MW 384.38

InChIKey TWSHGCHPGCBTFY-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.03

logP 0.0143

PSA 142.75

MR 91.4832

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -363.4049

PM7_Total_Energy_ev -5192.41603

PM7_Electronic_Energy_ev -42679.0455

PM7_Dipole_Debye 7.08191

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.176

PM7_LUMO_Energy_ev -0.06

PM7_COSMO_Area_square_ang 369.05

PM7_COSMO_Volue_cubic_ang 451.56

PM7_Electron_Affinity_ev 0.06

PM7_Ionization_Energy_ev 9.176

PM7_Energy_Gap_ev 9.116

PM7_Global_Hardness_ev 4.558

PM7_Global_Softness_ev 0.21939447125932426

PM7_Chemical_Potential_ev -4.618

PM7_Electronigativity_ev 4.618

PM7_Back_Donation_Energy_ev -1.1395

PM7_Electrophilicity_ev 2.339394910048267

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-1-(4-methoxyphenyl)-3-oxo-pentoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C(CC(=O)CC)OC2C(C(C(C(O2)C(=O)O)O)O)O)OC

Canonical_SMILES CCC(=O)C[C@@H](c1ccc(cc1)OC)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C18H24O9/c1-3-10(19)8-12(9-4-6-11(25-2)7-5-9)26-18-15(22)13(20)14(21)16(27-18)17(23)24/h4-7,12-16,18,20-22H,3,8H2,1-2H3,(H,23,24)/f/h23H

InChI_3D 1S/C18H24O9/c1-3-10(19)8-12(9-4-6-11(25-2)7-5-9)26-18-15(22)13(20)14(21)16(27-18)17(23)24/h4-7,12-16,18,20-22H,3,8H2,1-2H3,(H,23,24)/t12-,13+,14-,15-,16-,18-/m0/s1

AuxInfo 1/1/N:14,15,16,1,2,3,4,17,5,8,6,18,11,10,12,9,7,13,20,24,23,25,19,22,26,27,21/E:(4,5)(6,7)(23,24)/F:14,15,16,1,2,3,4,17,5,8,6,18,11,10,12,9,7,13,20,24,23,25,22,19,26,27,21/E:(4,5)(6,7)/rA:51cCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s7;s9;s10;s11;s12;;;s8s14;s8;s5s17;d7;d8;s9s13;s7;s10;s11;s12;s6s15;s13s18;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s22;s23;s24;s25;/rC:3.3679,1.7884,0;3.9678,3.4164,0;4.3112,1.4409,0;4.911,3.0689,0;3.201,2.7744,0;5.0875,2.0794,0;-2.5903,1.1954,0;-.3178,4.0708,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.6573,6.0418,0;6.1956,.7482,0;-.4875,5.0563,0;.6206,3.7251,0;1.5589,3.3794,0;-3.2346,1.9602,0;-1.0863,3.431,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;6.0258,1.7336,0;1.2132,2.441,0;2.9832,1.4691,0;3.8822,3.909,0;4.3946,.9479,0;5.2943,3.3899,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.1646,6.1267,0;-1.15,5.9569,0;-.7422,6.5345,0;5.7028,.6633,0;6.6883,.833,0;6.2805,.2554,0;-.9803,4.9714,0;.0052,5.1412,0;.7934,4.1943,0;.4477,3.2559,0;1.7318,3.8485,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI189014_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.sdf

Formula	C₁₈H₂₄O₉
MW	384.38
InChIKey	TWSHGCHPGCBTFY-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.03
logP	0.0143
PSA	142.75
MR	91.4832
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-363.4049
PM7_Total_Energy_ev	-5192.41603
PM7_Electronic_Energy_ev	-42679.0455
PM7_Dipole_Debye	7.08191
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.176
PM7_LUMO_Energy_ev	-0.06
PM7_COSMO_Area_square_ang	369.05
PM7_COSMO_Volue_cubic_ang	451.56
PM7_Electron_Affinity_ev	0.06
PM7_Ionization_Energy_ev	9.176
PM7_Energy_Gap_ev	9.116
PM7_Global_Hardness_ev	4.558
PM7_Global_Softness_ev	0.21939447125932426
PM7_Chemical_Potential_ev	-4.618
PM7_Electronigativity_ev	4.618
PM7_Back_Donation_Energy_ev	-1.1395
PM7_Electrophilicity_ev	2.339394910048267
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-[(1~{S})-1-(4-methoxyphenyl)-3-oxo-pentoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C(CC(=O)CC)OC2C(C(C(C(O2)C(=O)O)O)O)O)OC
Canonical_SMILES	CCC(=O)C[C@@H](c1ccc(cc1)OC)O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C18H24O9/c1-3-10(19)8-12(9-4-6-11(25-2)7-5-9)26-18-15(22)13(20)14(21)16(27-18)17(23)24/h4-7,12-16,18,20-22H,3,8H2,1-2H3,(H,23,24)/f/h23H
InChI_3D	1S/C18H24O9/c1-3-10(19)8-12(9-4-6-11(25-2)7-5-9)26-18-15(22)13(20)14(21)16(27-18)17(23)24/h4-7,12-16,18,20-22H,3,8H2,1-2H3,(H,23,24)/t12-,13+,14-,15-,16-,18-/m0/s1
AuxInfo	1/1/N:14,15,16,1,2,3,4,17,5,8,6,18,11,10,12,9,7,13,20,24,23,25,19,22,26,27,21/E:(4,5)(6,7)(23,24)/F:14,15,16,1,2,3,4,17,5,8,6,18,11,10,12,9,7,13,20,24,23,25,22,19,26,27,21/E:(4,5)(6,7)/rA:51cCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;s7;s9;s10;s11;s12;;;s8s14;s8;s5s17;d7;d8;s9s13;s7;s10;s11;s12;s6s15;s13s18;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s22;s23;s24;s25;/rC:3.3679,1.7884,0;3.9678,3.4164,0;4.3112,1.4409,0;4.911,3.0689,0;3.201,2.7744,0;5.0875,2.0794,0;-2.5903,1.1954,0;-.3178,4.0708,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.6573,6.0418,0;6.1956,.7482,0;-.4875,5.0563,0;.6206,3.7251,0;1.5589,3.3794,0;-3.2346,1.9602,0;-1.0863,3.431,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;6.0258,1.7336,0;1.2132,2.441,0;2.9832,1.4691,0;3.8822,3.909,0;4.3946,.9479,0;5.2943,3.3899,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.1646,6.1267,0;-1.15,5.9569,0;-.7422,6.5345,0;5.7028,.6633,0;6.6883,.833,0;6.2805,.2554,0;-.9803,4.9714,0;.0052,5.1412,0;.7934,4.1943,0;.4477,3.2559,0;1.7318,3.8485,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI189014_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189014_s0.sdf