CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI194118 (107438)

Formula C₂₅H₂₄O₁₀

MW 484.46

InChIKey MLZLHRYDSPNPPJ-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 61

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.15

logP 1.6184

PSA 170.82

MR 122.85

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -354.49406

PM7_Total_Energy_ev -6347.37955

PM7_Electronic_Energy_ev -51792.27034

PM7_Dipole_Debye 2.2418

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.263

PM7_LUMO_Energy_ev -0.772

PM7_COSMO_Area_square_ang 487.16

PM7_COSMO_Volue_cubic_ang 554.16

PM7_Electron_Affinity_ev 0.772

PM7_Ionization_Energy_ev 9.263

PM7_Energy_Gap_ev 8.491

PM7_Global_Hardness_ev 4.2455

PM7_Global_Softness_ev 0.2355435166647038

PM7_Chemical_Potential_ev -5.0175

PM7_Electronigativity_ev 5.0175

PM7_Back_Donation_Energy_ev -1.061375

PM7_Electrophilicity_ev 2.9649400836179485

OPENEYE_Name (3~{R},5~{R})-1,4-dihydroxy-3,5-bis[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy]cyclohexanecarboxylic acid

SMILES c1cc(ccc1C=CC(=O)OC2CC(CC(C2O)OC(=O)C=Cc3ccc(cc3)O)(C(=O)O)O)O

Canonical_SMILES O[C@@H]1[C@H](OC(=O)/C=C/c2ccc(cc2)O)C[C@@](C[C@H]1OC(=O)/C=C/c1ccc(cc1)O)(O)C(=O)O

InChI 1/C25H24O10/c26-17-7-1-15(2-8-17)5-11-21(28)34-19-13-25(33,24(31)32)14-20(23(19)30)35-22(29)12-6-16-3-9-18(27)10-4-16/h1-12,19-20,23,26-27,30,33H,13-14H2,(H,31,32)/f/h31H

InChI_3D 1S/C25H24O10/c26-17-7-1-15(2-8-17)5-11-21(28)34-19-13-25(33,24(31)32)14-20(23(19)30)35-22(29)12-6-16-3-9-18(27)10-4-16/h1-12,19-20,23,26-27,30,33H,13-14H2,(H,31,32)/b11-5+,12-6+/t19-,20-,23-,25+/m1/s1

AuxInfo 1/1/N:1,2,3,4,13,14,5,6,7,8,15,16,20,21,9,10,11,12,22,23,17,18,24,19,25,29,30,26,27,32,28,31,33,34,35/E:(1,2,3,4)(5,6)(7,8,9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(26,27)(28,29)(31,32)(34,35)/F:1,2,3,4,13,14,5,6,7,8,15,16,20,21,9,10,11,12,22,23,17,18,24,19,25,29,30,26,27,32,31,28,33,34,35/E:(1,2,3,4)(5,6)(7,8,9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(26,27)(28,29)(34,35)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;s10;w13;w14;s15;s16;;;;s20;s21;s22s23;s19s20s21;d17;d18;d19;s11;s12;s19;s24;s25;s17s22;s18s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s15;s16;s20;s20;s21;s21;s22;s23;s24;s29;s30;s31;s32;s33;/rC:-.8675,.4975,0;.8675,.4975,0;9.2089,-5.6958,0;8.3457,-7.2008,0;-.8675,1.5027,0;.8675,1.5027,0;10.0808,-6.1958,0;9.2177,-7.7009,0;;8.3457,-6.2008,0;0,2.0104,0;10.0897,-7.2009,0;0,-1,0;7.4783,-5.7033,0;.866,-1.5,0;6.6137,-6.2058,0;.866,-2.5,0;5.7462,-5.7083,0;.5175,-7.3427,0;1.3901,-5.6952,0;3.0216,-6.2855,0;1.7321,-4.75,0;3.3636,-5.3402,0;2.7171,-4.5773,0;2.0331,-6.4678,0;0,-3,0;5.7433,-4.7083,0;.5175,-8.3427,0;0,3.0104,0;10.9572,-7.6984,0;-.3485,-6.8427,0;4.2301,-3.6979,0;2.6381,-8.1099,0;1.7321,-3,0;4.8816,-6.2108,0;-1.3001,.2469,0;1.3001,.2469,0;9.2067,-5.1958,0;7.9131,-7.4515,0;-1.3012,1.7514,0;1.3012,1.7514,0;10.5124,-5.9433,0;9.2177,-8.2009,0;-.433,-1.25,0;7.4768,-5.2033,0;1.299,-1.25,0;6.6151,-6.7058,0;.9571,-5.4452,0;1.0679,-6.0776,0;3.0245,-6.7855,0;3.5143,-6.3704,0;1.2396,-4.6637,0;3.6835,-4.956,0;2.5456,-4.1076,0;-.433,3.2604,0;11.3895,-7.4472,0;-.7815,-7.0927,0;4.2286,-3.1979,0;2.3182,-8.4942,0;

Duplicates ChEBI194118

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.sdf

Formula	C₂₅H₂₄O₁₀
MW	484.46
InChIKey	MLZLHRYDSPNPPJ-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	61
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.15
logP	1.6184
PSA	170.82
MR	122.85
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-354.49406
PM7_Total_Energy_ev	-6347.37955
PM7_Electronic_Energy_ev	-51792.27034
PM7_Dipole_Debye	2.2418
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.263
PM7_LUMO_Energy_ev	-0.772
PM7_COSMO_Area_square_ang	487.16
PM7_COSMO_Volue_cubic_ang	554.16
PM7_Electron_Affinity_ev	0.772
PM7_Ionization_Energy_ev	9.263
PM7_Energy_Gap_ev	8.491
PM7_Global_Hardness_ev	4.2455
PM7_Global_Softness_ev	0.2355435166647038
PM7_Chemical_Potential_ev	-5.0175
PM7_Electronigativity_ev	5.0175
PM7_Back_Donation_Energy_ev	-1.061375
PM7_Electrophilicity_ev	2.9649400836179485
OPENEYE_Name	(3~{R},5~{R})-1,4-dihydroxy-3,5-bis[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy]cyclohexanecarboxylic acid
SMILES	c1cc(ccc1C=CC(=O)OC2CC(CC(C2O)OC(=O)C=Cc3ccc(cc3)O)(C(=O)O)O)O
Canonical_SMILES	O[C@@H]1[C@H](OC(=O)/C=C/c2ccc(cc2)O)C[C@@](C[C@H]1OC(=O)/C=C/c1ccc(cc1)O)(O)C(=O)O
InChI	1/C25H24O10/c26-17-7-1-15(2-8-17)5-11-21(28)34-19-13-25(33,24(31)32)14-20(23(19)30)35-22(29)12-6-16-3-9-18(27)10-4-16/h1-12,19-20,23,26-27,30,33H,13-14H2,(H,31,32)/f/h31H
InChI_3D	1S/C25H24O10/c26-17-7-1-15(2-8-17)5-11-21(28)34-19-13-25(33,24(31)32)14-20(23(19)30)35-22(29)12-6-16-3-9-18(27)10-4-16/h1-12,19-20,23,26-27,30,33H,13-14H2,(H,31,32)/b11-5+,12-6+/t19-,20-,23-,25+/m1/s1
AuxInfo	1/1/N:1,2,3,4,13,14,5,6,7,8,15,16,20,21,9,10,11,12,22,23,17,18,24,19,25,29,30,26,27,32,28,31,33,34,35/E:(1,2,3,4)(5,6)(7,8,9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(26,27)(28,29)(31,32)(34,35)/F:1,2,3,4,13,14,5,6,7,8,15,16,20,21,9,10,11,12,22,23,17,18,24,19,25,29,30,26,27,32,31,28,33,34,35/E:(1,2,3,4)(5,6)(7,8,9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(26,27)(28,29)(34,35)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;s10;w13;w14;s15;s16;;;;s20;s21;s22s23;s19s20s21;d17;d18;d19;s11;s12;s19;s24;s25;s17s22;s18s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s15;s16;s20;s20;s21;s21;s22;s23;s24;s29;s30;s31;s32;s33;/rC:-.8675,.4975,0;.8675,.4975,0;9.2089,-5.6958,0;8.3457,-7.2008,0;-.8675,1.5027,0;.8675,1.5027,0;10.0808,-6.1958,0;9.2177,-7.7009,0;;8.3457,-6.2008,0;0,2.0104,0;10.0897,-7.2009,0;0,-1,0;7.4783,-5.7033,0;.866,-1.5,0;6.6137,-6.2058,0;.866,-2.5,0;5.7462,-5.7083,0;.5175,-7.3427,0;1.3901,-5.6952,0;3.0216,-6.2855,0;1.7321,-4.75,0;3.3636,-5.3402,0;2.7171,-4.5773,0;2.0331,-6.4678,0;0,-3,0;5.7433,-4.7083,0;.5175,-8.3427,0;0,3.0104,0;10.9572,-7.6984,0;-.3485,-6.8427,0;4.2301,-3.6979,0;2.6381,-8.1099,0;1.7321,-3,0;4.8816,-6.2108,0;-1.3001,.2469,0;1.3001,.2469,0;9.2067,-5.1958,0;7.9131,-7.4515,0;-1.3012,1.7514,0;1.3012,1.7514,0;10.5124,-5.9433,0;9.2177,-8.2009,0;-.433,-1.25,0;7.4768,-5.2033,0;1.299,-1.25,0;6.6151,-6.7058,0;.9571,-5.4452,0;1.0679,-6.0776,0;3.0245,-6.7855,0;3.5143,-6.3704,0;1.2396,-4.6637,0;3.6835,-4.956,0;2.5456,-4.1076,0;-.433,3.2604,0;11.3895,-7.4472,0;-.7815,-7.0927,0;4.2286,-3.1979,0;2.3182,-8.4942,0;
Duplicates	ChEBI194118
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000194000-0000194249/ChEBI194118.sdf