CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI18013 (6766)

Formula C₁₇H₂₀O₉

MW 368.34

InChIKey VTMFDSJJVNQXLT-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.89

logP -0.3429

PSA 153.75

MR 87.9702

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -353.07672

PM7_Total_Energy_ev -5015.71802

PM7_Electronic_Energy_ev -36039.47564

PM7_Dipole_Debye 1.49198

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.859

PM7_LUMO_Energy_ev -0.841

PM7_COSMO_Area_square_ang 368.1

PM7_COSMO_Volue_cubic_ang 410.78

PM7_Electron_Affinity_ev 0.841

PM7_Ionization_Energy_ev 8.859

PM7_Energy_Gap_ev 8.018

PM7_Global_Hardness_ev 4.009

PM7_Global_Softness_ev 0.24943876278373658

PM7_Chemical_Potential_ev -4.85

PM7_Electronigativity_ev 4.85

PM7_Back_Donation_Energy_ev -1.00225

PM7_Electrophilicity_ev 2.933711648790222

OPENEYE_Name (3~{R},5~{R})-1,3,5-trihydroxy-4-[(~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2C(CC(CC2O)(C(=O)O)O)O)OC)O

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@@](C[C@H]2O)(O)C(=O)O)ccc1O

InChI 1/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,12-,15-,17+/m1/s1

AuxInfo 1/1/N:17,1,7,2,8,3,11,12,4,5,13,14,6,9,15,10,16,20,22,23,18,19,21,24,25,26/E:(7,8)(11,12)(19,20)(22,23)/F:17,1,7,2,8,3,11,12,4,5,13,14,6,9,15,10,16,20,22,23,18,21,19,24,25,26/E:(7,8)(11,12)(19,20)/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12;s13s14;s10s11s12;;d9;d10;s5;s10;s13;s14;s16;s6s17;s9s15;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s17;s17;s17;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;9.3383,-.922,0;7.4749,-.982,0;7.1778,.7273,0;6.4846,-1.1542,0;6.1874,.5552,0;5.8459,-.3847,0;7.8266,-.0404,0;.866,3.5104,0;3.4634,-1.0063,0;10.2065,-.4258,0;-1.735,2.0001,0;9.3339,-1.922,0;4.9653,-2.0226,0;6.19,2.3052,0;8.9521,1.2997,0;0,3.0104,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;7.4728,-1.482,0;7.9668,-1.072,0;7.6104,.978,0;7.007,1.1972,0;6.654,-1.6246,0;5.6951,.6422,0;5.5232,-.7667,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;-2.1673,1.7489,0;9.7658,-2.1739,0;4.9631,-2.5226,0;5.7573,2.5558,0;9.4444,1.2126,0;

Duplicates ChEBI18013;ChEBI176888;ChEBI189458

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.sdf

Formula	C₁₇H₂₀O₉
MW	368.34
InChIKey	VTMFDSJJVNQXLT-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.89
logP	-0.3429
PSA	153.75
MR	87.9702
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-353.07672
PM7_Total_Energy_ev	-5015.71802
PM7_Electronic_Energy_ev	-36039.47564
PM7_Dipole_Debye	1.49198
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.859
PM7_LUMO_Energy_ev	-0.841
PM7_COSMO_Area_square_ang	368.1
PM7_COSMO_Volue_cubic_ang	410.78
PM7_Electron_Affinity_ev	0.841
PM7_Ionization_Energy_ev	8.859
PM7_Energy_Gap_ev	8.018
PM7_Global_Hardness_ev	4.009
PM7_Global_Softness_ev	0.24943876278373658
PM7_Chemical_Potential_ev	-4.85
PM7_Electronigativity_ev	4.85
PM7_Back_Donation_Energy_ev	-1.00225
PM7_Electrophilicity_ev	2.933711648790222
OPENEYE_Name	(3~{R},5~{R})-1,3,5-trihydroxy-4-[(~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2C(CC(CC2O)(C(=O)O)O)O)OC)O
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@@H]2[C@H](O)C[C@@](C[C@H]2O)(O)C(=O)O)ccc1O
InChI	1/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,12-,15-,17+/m1/s1
AuxInfo	1/1/N:17,1,7,2,8,3,11,12,4,5,13,14,6,9,15,10,16,20,22,23,18,19,21,24,25,26/E:(7,8)(11,12)(19,20)(22,23)/F:17,1,7,2,8,3,11,12,4,5,13,14,6,9,15,10,16,20,22,23,18,21,19,24,25,26/E:(7,8)(11,12)(19,20)/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12;s13s14;s10s11s12;;d9;d10;s5;s10;s13;s14;s16;s6s17;s9s15;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s17;s17;s17;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;9.3383,-.922,0;7.4749,-.982,0;7.1778,.7273,0;6.4846,-1.1542,0;6.1874,.5552,0;5.8459,-.3847,0;7.8266,-.0404,0;.866,3.5104,0;3.4634,-1.0063,0;10.2065,-.4258,0;-1.735,2.0001,0;9.3339,-1.922,0;4.9653,-2.0226,0;6.19,2.3052,0;8.9521,1.2997,0;0,3.0104,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;7.4728,-1.482,0;7.9668,-1.072,0;7.6104,.978,0;7.007,1.1972,0;6.654,-1.6246,0;5.6951,.6422,0;5.5232,-.7667,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;-2.1673,1.7489,0;9.7658,-2.1739,0;4.9631,-2.5226,0;5.7573,2.5558,0;9.4444,1.2126,0;
Duplicates	ChEBI18013;ChEBI176888;ChEBI189458
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18013.sdf