CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6505_s0 (2860)

Formula C₂₇H₂₂O₁₂

MW 538.46

InChIKey UJZQBMQZMKFSRV-XWQTZBKQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -0.11

logP 2.7688

PSA 211.28

MR 133.83

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -414.41138

PM7_Total_Energy_ev -7156.13723

PM7_Electronic_Energy_ev -66311.33173

PM7_Dipole_Debye 1.53383

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.914

PM7_LUMO_Energy_ev -0.78

PM7_COSMO_Area_square_ang 461.29

PM7_COSMO_Volue_cubic_ang 608.94

PM7_Electron_Affinity_ev 0.78

PM7_Ionization_Energy_ev 8.914

PM7_Energy_Gap_ev 8.134

PM7_Global_Hardness_ev 4.067

PM7_Global_Softness_ev 0.24588148512417016

PM7_Chemical_Potential_ev -4.847

PM7_Electronigativity_ev 4.847

PM7_Back_Donation_Energy_ev -1.01675

PM7_Electrophilicity_ev 2.8882971477747725

OPENEYE_Name (2~{S},3~{S})-4-[(~{E})-3-[(1~{R})-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-prop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid

SMILES c1cc(c2c(c1C=CC(=O)OC(C(=O)O)Cc3ccc(c(c3)O)O)C(C(O2)c4ccc(c(c4)O)O)C(=O)O)O

Canonical_SMILES O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O)[C@H](O2)c1ccc(c(c1)O)O)O

InChI 1/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/f/h34,36H

InChI_3D 1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1

AuxInfo 1/1/N:3,1,2,19,6,5,4,20,8,26,7,12,9,10,16,15,14,18,17,27,21,11,24,25,13,23,22,34,33,32,36,35,28,30,38,29,37,39,31/E:(34,35)(36,37)/F:3,1,2,19,6,5,4,20,8,26,7,12,9,10,16,15,14,18,17,27,21,11,24,25,13,23,22,34,33,32,36,35,28,38,30,37,29,39,31/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1;s2d7;d9;s3d8;s11;s4d13;s5;s6;s7d15;s8d16;s9;w19;s20;;;s11s22;s10s24;s12;s23s26;d21;d22;d23;s13s25;s14;s15;s16;s17;s18;s22;s23;s21s27;s1;s2;s3;s4;s5;s6;s7;s8;s19;s20;s24;s25;s26;s26;s27;s32;s33;s34;s35;s36;s37;s38;/rC:;4.3796,2.6518,0;5.0997,-3.6347,0;0,1.0058,0;5.1198,3.3243,0;6.0997,-3.6308,0;5.5427,1.3642,0;5.1014,-5.3698,0;.868,-.4978,0;4.5862,1.6734,0;1.736,-.0012,0;4.598,-4.4997,0;1.736,1.0058,0;.868,1.5138,0;6.0763,3.0151,0;6.6031,-4.5009,0;6.2926,2.0335,0;6.1065,-5.3748,0;.8675,-1.4978,0;1.7332,-1.9983,0;1.7327,-2.9983,0;3.5598,-.8125,0;2.5974,-5.4987,0;2.6938,-.3125,0;3.2858,.5023,0;3.598,-4.4992,0;2.598,-4.4987,0;.8664,-3.4978,0;4.4259,-.3126,0;1.7312,-5.9983,0;2.6938,1.3169,0;.868,2.5138,0;6.8164,3.6876,0;7.6031,-4.497,0;7.2441,1.726,0;6.6073,-6.2404,0;3.5598,-1.8125,0;3.4632,-5.9992,0;2.5985,-3.4987,0;-.4327,-.2506,0;3.9039,2.8056,0;4.8493,-3.2019,0;-.4337,1.2545,0;5.0144,3.813,0;6.3487,-3.1972,0;5.6459,.875,0;4.8505,-5.8023,0;.4343,-1.7476,0;2.1664,-1.7485,0;2.4904,-.7693,0;3.6574,.1677,0;3.5977,-4.9992,0;3.5982,-3.9992,0;2.098,-4.4984,0;.435,2.7638,0;6.7103,4.1762,0;7.8514,-4.063,0;7.6152,2.0611,0;7.1073,-6.2399,0;3.9928,-2.0625,0;3.4629,-6.4992,0;

Duplicates ChEBI6505_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.sdf

Formula	C₂₇H₂₂O₁₂
MW	538.46
InChIKey	UJZQBMQZMKFSRV-XWQTZBKQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-0.11
logP	2.7688
PSA	211.28
MR	133.83
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-414.41138
PM7_Total_Energy_ev	-7156.13723
PM7_Electronic_Energy_ev	-66311.33173
PM7_Dipole_Debye	1.53383
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.914
PM7_LUMO_Energy_ev	-0.78
PM7_COSMO_Area_square_ang	461.29
PM7_COSMO_Volue_cubic_ang	608.94
PM7_Electron_Affinity_ev	0.78
PM7_Ionization_Energy_ev	8.914
PM7_Energy_Gap_ev	8.134
PM7_Global_Hardness_ev	4.067
PM7_Global_Softness_ev	0.24588148512417016
PM7_Chemical_Potential_ev	-4.847
PM7_Electronigativity_ev	4.847
PM7_Back_Donation_Energy_ev	-1.01675
PM7_Electrophilicity_ev	2.8882971477747725
OPENEYE_Name	(2~{S},3~{S})-4-[(~{E})-3-[(1~{R})-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-prop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid
SMILES	c1cc(c2c(c1C=CC(=O)OC(C(=O)O)Cc3ccc(c(c3)O)O)C(C(O2)c4ccc(c(c4)O)O)C(=O)O)O
Canonical_SMILES	O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O)[C@H](O2)c1ccc(c(c1)O)O)O
InChI	1/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/f/h34,36H
InChI_3D	1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1
AuxInfo	1/1/N:3,1,2,19,6,5,4,20,8,26,7,12,9,10,16,15,14,18,17,27,21,11,24,25,13,23,22,34,33,32,36,35,28,30,38,29,37,39,31/E:(34,35)(36,37)/F:3,1,2,19,6,5,4,20,8,26,7,12,9,10,16,15,14,18,17,27,21,11,24,25,13,23,22,34,33,32,36,35,28,38,30,37,29,39,31/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1;s2d7;d9;s3d8;s11;s4d13;s5;s6;s7d15;s8d16;s9;w19;s20;;;s11s22;s10s24;s12;s23s26;d21;d22;d23;s13s25;s14;s15;s16;s17;s18;s22;s23;s21s27;s1;s2;s3;s4;s5;s6;s7;s8;s19;s20;s24;s25;s26;s26;s27;s32;s33;s34;s35;s36;s37;s38;/rC:;4.3796,2.6518,0;5.0997,-3.6347,0;0,1.0058,0;5.1198,3.3243,0;6.0997,-3.6308,0;5.5427,1.3642,0;5.1014,-5.3698,0;.868,-.4978,0;4.5862,1.6734,0;1.736,-.0012,0;4.598,-4.4997,0;1.736,1.0058,0;.868,1.5138,0;6.0763,3.0151,0;6.6031,-4.5009,0;6.2926,2.0335,0;6.1065,-5.3748,0;.8675,-1.4978,0;1.7332,-1.9983,0;1.7327,-2.9983,0;3.5598,-.8125,0;2.5974,-5.4987,0;2.6938,-.3125,0;3.2858,.5023,0;3.598,-4.4992,0;2.598,-4.4987,0;.8664,-3.4978,0;4.4259,-.3126,0;1.7312,-5.9983,0;2.6938,1.3169,0;.868,2.5138,0;6.8164,3.6876,0;7.6031,-4.497,0;7.2441,1.726,0;6.6073,-6.2404,0;3.5598,-1.8125,0;3.4632,-5.9992,0;2.5985,-3.4987,0;-.4327,-.2506,0;3.9039,2.8056,0;4.8493,-3.2019,0;-.4337,1.2545,0;5.0144,3.813,0;6.3487,-3.1972,0;5.6459,.875,0;4.8505,-5.8023,0;.4343,-1.7476,0;2.1664,-1.7485,0;2.4904,-.7693,0;3.6574,.1677,0;3.5977,-4.9992,0;3.5982,-3.9992,0;2.098,-4.4984,0;.435,2.7638,0;6.7103,4.1762,0;7.8514,-4.063,0;7.6152,2.0611,0;7.1073,-6.2399,0;3.9928,-2.0625,0;3.4629,-6.4992,0;
Duplicates	ChEBI6505_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/ChEBI6505_s0.sdf