CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191825_s0 (105573)

Formula C₂₇H₂₂O₁₂

MW 538.46

InChIKey HFTLCJIFEZUOCR-XWQTZBKQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 1

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 1.16

logP 2.9714

PSA 211.28

MR 136.103

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -394.71002

PM7_Total_Energy_ev -7155.32268

PM7_Electronic_Energy_ev -64070.4198

PM7_Dipole_Debye 2.29979

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.758

PM7_LUMO_Energy_ev -1.28

PM7_COSMO_Area_square_ang 486.36

PM7_COSMO_Volue_cubic_ang 608.76

PM7_Electron_Affinity_ev 1.28

PM7_Ionization_Energy_ev 8.758

PM7_Energy_Gap_ev 7.478

PM7_Global_Hardness_ev 3.739

PM7_Global_Softness_ev 0.2674511901577962

PM7_Chemical_Potential_ev -5.019

PM7_Electronigativity_ev 5.019

PM7_Back_Donation_Energy_ev -0.93475

PM7_Electrophilicity_ev 3.3685960149772667

OPENEYE_Name (2~{S})-2-[(~{E})-3-[3-[(~{Z})-1-carboxy-2-(3,4-dihydroxyphenyl)vinyloxy]-4-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

SMILES c1cc(c(cc1C=C(C(=O)O)Oc2cc(ccc2O)C=CC(=O)OC(C(=O)O)Cc3ccc(c(c3)O)O)O)O

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

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

InChI_3D 1S/C27H22O12/c28-17-5-2-15(9-20(17)31)12-23(26(34)35)38-22-11-14(1-7-19(22)30)4-8-25(33)39-24(27(36)37)13-16-3-6-18(29)21(32)10-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/b8-4+,23-12-/t24-/m0/s1

AuxInfo 1/1/N:2,1,3,19,4,6,5,21,7,9,8,20,26,11,10,12,13,15,14,16,18,17,22,27,23,24,25,31,33,32,34,35,28,29,36,30,37,38,39/E:(34,35)(36,37)/F:2,1,3,19,4,6,5,21,7,9,8,20,26,11,10,12,13,15,14,16,18,17,22,27,23,24,25,31,33,32,34,35,28,36,29,37,30,38,39/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;s1d7;s2d8;s3d9;s4;s5;s6;s7d13;s8d14;s9d15;s11;s10;w19;w20;s21;s22;;s12;s25s26;d23;d24;d25;s13;s14;s15;s16;s18;s24;s25;s17s22;s23s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s21;s26;s26;s27;s31;s32;s33;s34;s35;s36;s37;/rC:;6.5049,-.0055,0;7.1044,-6.239,0;-.8675,.4975,0;5.6411,.4983,0;6.6007,-7.1029,0;.8675,1.5027,0;5.6351,-1.5068,0;8.6058,-7.1088,0;.8675,.4975,0;6.5064,-1.0055,0;8.1045,-6.2376,0;-.8675,1.5027,0;4.7698,-.003,0;7.102,-7.9741,0;0,2.0104,0;4.7624,-1.0082,0;8.1071,-7.9815,0;7.3724,-1.5055,0;2.3818,-.3797,0;7.3724,-2.5055,0;2.3803,-1.3797,0;8.2385,-3.0055,0;1.5136,-1.8784,0;9.9705,-5.0055,0;8.6045,-5.3715,0;9.1045,-4.5055,0;9.1045,-2.5055,0;.6483,-1.3772,0;10.8365,-4.5055,0;-1.735,2.0001,0;3.906,.5008,0;6.5982,-8.838,0;0,3.0104,0;8.6059,-8.8483,0;1.5121,-2.8784,0;9.9705,-6.0055,0;3.2456,-1.881,0;8.2385,-4.0055,0;0,-.5,0;6.9383,.2439,0;6.8551,-5.8056,0;-1.3001,.2469,0;5.6425,.9983,0;6.1007,-7.1014,0;1.3012,1.7514,0;5.6359,-2.0068,0;9.1058,-7.1081,0;7.8054,-1.2555,0;2.8151,-.1303,0;6.9394,-2.7555,0;9.0375,-5.6215,0;8.1715,-5.1215,0;9.3545,-4.0725,0;-2.1673,1.7489,0;3.9082,1.0008,0;6.0982,-8.8358,0;-.433,3.2604,0;8.3552,-9.2809,0;1.0787,-3.1278,0;10.4035,-6.2555,0;

Duplicates ChEBI191825_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.sdf

Formula	C₂₇H₂₂O₁₂
MW	538.46
InChIKey	HFTLCJIFEZUOCR-XWQTZBKQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	1
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	1.16
logP	2.9714
PSA	211.28
MR	136.103
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-394.71002
PM7_Total_Energy_ev	-7155.32268
PM7_Electronic_Energy_ev	-64070.4198
PM7_Dipole_Debye	2.29979
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.758
PM7_LUMO_Energy_ev	-1.28
PM7_COSMO_Area_square_ang	486.36
PM7_COSMO_Volue_cubic_ang	608.76
PM7_Electron_Affinity_ev	1.28
PM7_Ionization_Energy_ev	8.758
PM7_Energy_Gap_ev	7.478
PM7_Global_Hardness_ev	3.739
PM7_Global_Softness_ev	0.2674511901577962
PM7_Chemical_Potential_ev	-5.019
PM7_Electronigativity_ev	5.019
PM7_Back_Donation_Energy_ev	-0.93475
PM7_Electrophilicity_ev	3.3685960149772667
OPENEYE_Name	(2~{S})-2-[(~{E})-3-[3-[(~{Z})-1-carboxy-2-(3,4-dihydroxyphenyl)vinyloxy]-4-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES	c1cc(c(cc1C=C(C(=O)O)Oc2cc(ccc2O)C=CC(=O)OC(C(=O)O)Cc3ccc(c(c3)O)O)O)O
Canonical_SMILES	O=C(O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O/C(=Cc1ccc(c(c1)O)O)/C(=O)O)O
InChI	1/C27H22O12/c28-17-5-2-15(9-20(17)31)12-23(26(34)35)38-22-11-14(1-7-19(22)30)4-8-25(33)39-24(27(36)37)13-16-3-6-18(29)21(32)10-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/f/h34,36H
InChI_3D	1S/C27H22O12/c28-17-5-2-15(9-20(17)31)12-23(26(34)35)38-22-11-14(1-7-19(22)30)4-8-25(33)39-24(27(36)37)13-16-3-6-18(29)21(32)10-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/b8-4+,23-12-/t24-/m0/s1
AuxInfo	1/1/N:2,1,3,19,4,6,5,21,7,9,8,20,26,11,10,12,13,15,14,16,18,17,22,27,23,24,25,31,33,32,34,35,28,29,36,30,37,38,39/E:(34,35)(36,37)/F:2,1,3,19,4,6,5,21,7,9,8,20,26,11,10,12,13,15,14,16,18,17,22,27,23,24,25,31,33,32,34,35,28,36,29,37,30,38,39/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;s1d7;s2d8;s3d9;s4;s5;s6;s7d13;s8d14;s9d15;s11;s10;w19;w20;s21;s22;;s12;s25s26;d23;d24;d25;s13;s14;s15;s16;s18;s24;s25;s17s22;s23s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s21;s26;s26;s27;s31;s32;s33;s34;s35;s36;s37;/rC:;6.5049,-.0055,0;7.1044,-6.239,0;-.8675,.4975,0;5.6411,.4983,0;6.6007,-7.1029,0;.8675,1.5027,0;5.6351,-1.5068,0;8.6058,-7.1088,0;.8675,.4975,0;6.5064,-1.0055,0;8.1045,-6.2376,0;-.8675,1.5027,0;4.7698,-.003,0;7.102,-7.9741,0;0,2.0104,0;4.7624,-1.0082,0;8.1071,-7.9815,0;7.3724,-1.5055,0;2.3818,-.3797,0;7.3724,-2.5055,0;2.3803,-1.3797,0;8.2385,-3.0055,0;1.5136,-1.8784,0;9.9705,-5.0055,0;8.6045,-5.3715,0;9.1045,-4.5055,0;9.1045,-2.5055,0;.6483,-1.3772,0;10.8365,-4.5055,0;-1.735,2.0001,0;3.906,.5008,0;6.5982,-8.838,0;0,3.0104,0;8.6059,-8.8483,0;1.5121,-2.8784,0;9.9705,-6.0055,0;3.2456,-1.881,0;8.2385,-4.0055,0;0,-.5,0;6.9383,.2439,0;6.8551,-5.8056,0;-1.3001,.2469,0;5.6425,.9983,0;6.1007,-7.1014,0;1.3012,1.7514,0;5.6359,-2.0068,0;9.1058,-7.1081,0;7.8054,-1.2555,0;2.8151,-.1303,0;6.9394,-2.7555,0;9.0375,-5.6215,0;8.1715,-5.1215,0;9.3545,-4.0725,0;-2.1673,1.7489,0;3.9082,1.0008,0;6.0982,-8.8358,0;-.433,3.2604,0;8.3552,-9.2809,0;1.0787,-3.1278,0;10.4035,-6.2555,0;
Duplicates	ChEBI191825_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191825_s0.sdf