CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3594 (1392)

Formula C₂₂H₁₈O₁₂

MW 474.38

InChIKey YDDGKXBLOXEEMN-SCXYCHFONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 12

HB_Donor 6

HB_Acceptor 10

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.02

logP 1.2284

PSA 208.12

MR 114

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -410.44013

PM7_Total_Energy_ev -6487.61819

PM7_Electronic_Energy_ev -48763.14073

PM7_Dipole_Debye 2.11942

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.118

PM7_LUMO_Energy_ev -1.157

PM7_COSMO_Area_square_ang 464.93

PM7_COSMO_Volue_cubic_ang 517.93

PM7_Electron_Affinity_ev 1.157

PM7_Ionization_Energy_ev 9.118

PM7_Energy_Gap_ev 7.961

PM7_Global_Hardness_ev 3.9805

PM7_Global_Softness_ev 0.25122472051249845

PM7_Chemical_Potential_ev -5.1375

PM7_Electronigativity_ev 5.1375

PM7_Back_Donation_Energy_ev -0.995125

PM7_Electrophilicity_ev 3.315400860444668

OPENEYE_Name (2~{R},3~{R})-2,3-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid

SMILES c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)OC(=O)C=Cc2ccc(c(c2)O)O)O)O

Canonical_SMILES O=C(O[C@H]([C@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O

InChI 1/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/f/h29,31H

InChI_3D 1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1

AuxInfo 1/1/N:1,2,13,14,3,4,15,16,5,6,7,8,9,10,11,12,17,18,21,22,19,20,27,28,29,30,23,24,25,31,26,32,33,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30,31,32)(33,34)/gE:(1,2)/F:1,2,13,14,3,4,15,16,5,6,7,8,9,10,11,12,17,18,21,22,19,20,27,28,29,30,23,24,31,25,32,26,33,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,31)(30,32)(33,34)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;;s19;s20s21;d17;d18;d19;d20;s9;s10;s11;s12;s19;s20;s17s21;s18s22;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s21;s22;s27;s28;s29;s30;s31;s32;/rC:;9.8925,-.8829,0;-.8675,.4975,0;10.76,-1.3804,0;.8675,1.5027,0;9.025,-2.3856,0;.8675,.4975,0;9.025,-1.3804,0;-.8675,1.5027,0;10.76,-2.3856,0;0,2.0104,0;9.8925,-2.8933,0;1.7328,-.0038,0;8.1597,-.8791,0;2.5995,.495,0;7.293,-1.3778,0;3.4648,-.0063,0;6.4277,-.8766,0;5.6982,.8565,0;4.1944,-1.7394,0;5.1969,-.0088,0;4.6956,-.8741,0;3.4634,-1.0063,0;6.4291,.1234,0;5.1994,1.7233,0;4.6931,-2.6061,0;-1.735,2.0001,0;11.6275,-2.883,0;0,3.0104,0;9.8925,-3.8933,0;6.6982,.8551,0;3.1944,-1.7379,0;4.3316,.4925,0;5.5609,-1.3753,0;0,-.5,0;9.8925,-.3829,0;-1.3001,.2469,0;11.1927,-1.1297,0;1.3012,1.7514,0;8.5913,-2.6343,0;1.7321,-.5038,0;8.1605,-.3791,0;2.6003,.995,0;7.2923,-1.8778,0;5.6295,-.2594,0;4.263,-.6235,0;-2.1673,1.7489,0;12.0598,-2.6317,0;-.433,3.2604,0;10.3256,-4.1433,0;6.9488,1.2877,0;2.9438,-2.1706,0;

Duplicates ChEBI3594

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.sdf

Formula	C₂₂H₁₈O₁₂
MW	474.38
InChIKey	YDDGKXBLOXEEMN-SCXYCHFONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	12
HB_Donor	6
HB_Acceptor	10
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.02
logP	1.2284
PSA	208.12
MR	114
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-410.44013
PM7_Total_Energy_ev	-6487.61819
PM7_Electronic_Energy_ev	-48763.14073
PM7_Dipole_Debye	2.11942
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.118
PM7_LUMO_Energy_ev	-1.157
PM7_COSMO_Area_square_ang	464.93
PM7_COSMO_Volue_cubic_ang	517.93
PM7_Electron_Affinity_ev	1.157
PM7_Ionization_Energy_ev	9.118
PM7_Energy_Gap_ev	7.961
PM7_Global_Hardness_ev	3.9805
PM7_Global_Softness_ev	0.25122472051249845
PM7_Chemical_Potential_ev	-5.1375
PM7_Electronigativity_ev	5.1375
PM7_Back_Donation_Energy_ev	-0.995125
PM7_Electrophilicity_ev	3.315400860444668
OPENEYE_Name	(2~{R},3~{R})-2,3-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
SMILES	c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)OC(=O)C=Cc2ccc(c(c2)O)O)O)O
Canonical_SMILES	O=C(O[C@H]([C@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
InChI	1/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/f/h29,31H
InChI_3D	1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
AuxInfo	1/1/N:1,2,13,14,3,4,15,16,5,6,7,8,9,10,11,12,17,18,21,22,19,20,27,28,29,30,23,24,25,31,26,32,33,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30,31,32)(33,34)/gE:(1,2)/F:1,2,13,14,3,4,15,16,5,6,7,8,9,10,11,12,17,18,21,22,19,20,27,28,29,30,23,24,31,25,32,26,33,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,31)(30,32)(33,34)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;;s19;s20s21;d17;d18;d19;d20;s9;s10;s11;s12;s19;s20;s17s21;s18s22;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s21;s22;s27;s28;s29;s30;s31;s32;/rC:;9.8925,-.8829,0;-.8675,.4975,0;10.76,-1.3804,0;.8675,1.5027,0;9.025,-2.3856,0;.8675,.4975,0;9.025,-1.3804,0;-.8675,1.5027,0;10.76,-2.3856,0;0,2.0104,0;9.8925,-2.8933,0;1.7328,-.0038,0;8.1597,-.8791,0;2.5995,.495,0;7.293,-1.3778,0;3.4648,-.0063,0;6.4277,-.8766,0;5.6982,.8565,0;4.1944,-1.7394,0;5.1969,-.0088,0;4.6956,-.8741,0;3.4634,-1.0063,0;6.4291,.1234,0;5.1994,1.7233,0;4.6931,-2.6061,0;-1.735,2.0001,0;11.6275,-2.883,0;0,3.0104,0;9.8925,-3.8933,0;6.6982,.8551,0;3.1944,-1.7379,0;4.3316,.4925,0;5.5609,-1.3753,0;0,-.5,0;9.8925,-.3829,0;-1.3001,.2469,0;11.1927,-1.1297,0;1.3012,1.7514,0;8.5913,-2.6343,0;1.7321,-.5038,0;8.1605,-.3791,0;2.6003,.995,0;7.2923,-1.8778,0;5.6295,-.2594,0;4.263,-.6235,0;-2.1673,1.7489,0;12.0598,-2.6317,0;-.433,3.2604,0;10.3256,-4.1433,0;6.9488,1.2877,0;2.9438,-2.1706,0;
Duplicates	ChEBI3594
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3594.sdf