CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI49198 (14193)

Formula C₁₇H₂₀O₁₂

MW 416.34

InChIKey XQQYFEOTBHJJDK-HPRFPMAVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 1

Number_Bonds 49

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.58

logP -1.4137

PSA 200.28

MR 93.503

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -460.07033

PM7_Total_Energy_ev -5900.85397

PM7_Electronic_Energy_ev -43435.14629

PM7_Dipole_Debye 3.89102

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.846

PM7_LUMO_Energy_ev -0.827

PM7_COSMO_Area_square_ang 407.46

PM7_COSMO_Volue_cubic_ang 449.66

PM7_Electron_Affinity_ev 0.827

PM7_Ionization_Energy_ev 8.846

PM7_Energy_Gap_ev 8.019

PM7_Global_Hardness_ev 4.0095

PM7_Global_Softness_ev 0.24940765681506422

PM7_Chemical_Potential_ev -4.8365

PM7_Electronigativity_ev 4.8365

PM7_Back_Donation_Energy_ev -1.002375

PM7_Electrophilicity_ev 2.917038564658935

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R})-2,3,4-trihydroxy-5-[(~{E})-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyl]oxy-hexanedioic acid

SMILES c1c(cc(c(c1OC)O)OC)C=CC(=O)OC(C(=O)O)C(C(C(C(=O)O)O)O)O

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)C(=O)O)cc(c1O)OC

InChI 1/C17H20O12/c1-27-8-5-7(6-9(28-2)11(8)19)3-4-10(18)29-15(17(25)26)13(21)12(20)14(22)16(23)24/h3-6,12-15,19-22H,1-2H3,(H,23,24)(H,25,26)/f/h23,25H

InChI_3D 1S/C17H20O12/c1-27-8-5-7(6-9(28-2)11(8)19)3-4-10(18)29-15(17(25)26)13(21)12(20)14(22)16(23)24/h3-6,12-15,19-22H,1-2H3,(H,23,24)(H,25,26)/b4-3+/t12-,13-,14-,15+/m0/s1

AuxInfo 1/1/N:12,13,7,8,1,2,3,4,5,9,6,16,17,14,15,10,11,18,21,25,26,24,19,22,20,23,27,28,29/E:(1,2)(5,6)(8,9)(23,24)(25,26)(27,28)/F:12,13,7,8,1,2,3,4,5,9,6,16,17,14,15,10,11,18,21,25,26,24,22,19,23,20,27,28,29/E:(1,2)(5,6)(8,9)(27,28)/rA:49cCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;w7;s8;;;;;s10;s11;s14;s15s16;d9;d10;d11;s6;s10;s11;s14;s16;s17;s4s12;s5s13;s9s15;s1;s2;s7;s8;s12;s12;s12;s13;s13;s13;s14;s15;s16;s17;s21;s22;s23;s24;s25;s26;/rC:-.8675,.4975,0;.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,-1,0;.866,-1.5,0;.866,-2.5,0;1.7321,-8,0;2.7321,-4,0;-2.3886,3.3732,0;1.7379,3.0001,0;1.7321,-7,0;1.7321,-4,0;1.7321,-6,0;1.7321,-5,0;0,-3,0;.866,-8.5,0;3.2321,-4.866,0;0,3.0104,0;2.5981,-8.5,0;3.2321,-3.134,0;.7321,-7,0;2.7321,-6,0;.7321,-5,0;-2.3856,2.3732,0;1.735,2.0001,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-.433,-1.25,0;1.299,-1.25,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;1.2379,3.0016,0;1.7394,3.5001,0;2.2379,2.9987,0;2.2321,-7,0;1.2321,-4,0;1.2321,-6,0;2.2321,-5,0;-.433,3.2604,0;2.5981,-9,0;3.7321,-3.134,0;.4821,-7.433,0;2.9821,-6.433,0;.4821,-4.567,0;

Duplicates ChEBI49198

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.sdf

Formula	C₁₇H₂₀O₁₂
MW	416.34
InChIKey	XQQYFEOTBHJJDK-HPRFPMAVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	1
Number_Bonds	49
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.58
logP	-1.4137
PSA	200.28
MR	93.503
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-460.07033
PM7_Total_Energy_ev	-5900.85397
PM7_Electronic_Energy_ev	-43435.14629
PM7_Dipole_Debye	3.89102
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.846
PM7_LUMO_Energy_ev	-0.827
PM7_COSMO_Area_square_ang	407.46
PM7_COSMO_Volue_cubic_ang	449.66
PM7_Electron_Affinity_ev	0.827
PM7_Ionization_Energy_ev	8.846
PM7_Energy_Gap_ev	8.019
PM7_Global_Hardness_ev	4.0095
PM7_Global_Softness_ev	0.24940765681506422
PM7_Chemical_Potential_ev	-4.8365
PM7_Electronigativity_ev	4.8365
PM7_Back_Donation_Energy_ev	-1.002375
PM7_Electrophilicity_ev	2.917038564658935
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R})-2,3,4-trihydroxy-5-[(~{E})-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyl]oxy-hexanedioic acid
SMILES	c1c(cc(c(c1OC)O)OC)C=CC(=O)OC(C(=O)O)C(C(C(C(=O)O)O)O)O
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)C(=O)O)cc(c1O)OC
InChI	1/C17H20O12/c1-27-8-5-7(6-9(28-2)11(8)19)3-4-10(18)29-15(17(25)26)13(21)12(20)14(22)16(23)24/h3-6,12-15,19-22H,1-2H3,(H,23,24)(H,25,26)/f/h23,25H
InChI_3D	1S/C17H20O12/c1-27-8-5-7(6-9(28-2)11(8)19)3-4-10(18)29-15(17(25)26)13(21)12(20)14(22)16(23)24/h3-6,12-15,19-22H,1-2H3,(H,23,24)(H,25,26)/b4-3+/t12-,13-,14-,15+/m0/s1
AuxInfo	1/1/N:12,13,7,8,1,2,3,4,5,9,6,16,17,14,15,10,11,18,21,25,26,24,19,22,20,23,27,28,29/E:(1,2)(5,6)(8,9)(23,24)(25,26)(27,28)/F:12,13,7,8,1,2,3,4,5,9,6,16,17,14,15,10,11,18,21,25,26,24,22,19,23,20,27,28,29/E:(1,2)(5,6)(8,9)(27,28)/rA:49cCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;w7;s8;;;;;s10;s11;s14;s15s16;d9;d10;d11;s6;s10;s11;s14;s16;s17;s4s12;s5s13;s9s15;s1;s2;s7;s8;s12;s12;s12;s13;s13;s13;s14;s15;s16;s17;s21;s22;s23;s24;s25;s26;/rC:-.8675,.4975,0;.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,-1,0;.866,-1.5,0;.866,-2.5,0;1.7321,-8,0;2.7321,-4,0;-2.3886,3.3732,0;1.7379,3.0001,0;1.7321,-7,0;1.7321,-4,0;1.7321,-6,0;1.7321,-5,0;0,-3,0;.866,-8.5,0;3.2321,-4.866,0;0,3.0104,0;2.5981,-8.5,0;3.2321,-3.134,0;.7321,-7,0;2.7321,-6,0;.7321,-5,0;-2.3856,2.3732,0;1.735,2.0001,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-.433,-1.25,0;1.299,-1.25,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;1.2379,3.0016,0;1.7394,3.5001,0;2.2379,2.9987,0;2.2321,-7,0;1.2321,-4,0;1.2321,-6,0;2.2321,-5,0;-.433,3.2604,0;2.5981,-9,0;3.7321,-3.134,0;.4821,-7.433,0;2.9821,-6.433,0;.4821,-4.567,0;
Duplicates	ChEBI49198
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49198.sdf