CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9522 (4346)

Formula C₁₄H₁₆O₁₀

MW 344.27

InChIKey LDPLFHGGZNSKDS-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 40

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 41

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 10

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -3.04

logP -1.3399

PSA 184.98

MR 75.8137

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -413.49682

PM7_Total_Energy_ev -4889.23324

PM7_Electronic_Energy_ev -34003.53299

PM7_Dipole_Debye 4.88322

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.253

PM7_LUMO_Energy_ev -0.882

PM7_COSMO_Area_square_ang 320.52

PM7_COSMO_Volue_cubic_ang 361.53

PM7_Electron_Affinity_ev 0.882

PM7_Ionization_Energy_ev 9.253

PM7_Energy_Gap_ev 8.371

PM7_Global_Hardness_ev 4.1855

PM7_Global_Softness_ev 0.23892008123282762

PM7_Chemical_Potential_ev -5.0675

PM7_Electronigativity_ev 5.0675

PM7_Back_Donation_Energy_ev -1.046375

PM7_Electrophilicity_ev 3.067680832636483

OPENEYE_Name (1~{S},3~{R},4~{R},5~{R})-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-cyclohexanecarboxylic acid

SMILES c1c(cc(c(c1O)O)O)C(=O)OC2CC(CC(C2O)O)(C(=O)O)O

Canonical_SMILES O[C@@H]1C[C@](O)(C[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)C(=O)O

InChI 1/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/f/h21H

InChI_3D 1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1

AuxInfo 1/1/N:1,2,9,10,3,4,5,11,12,6,13,7,8,14,17,18,21,19,22,15,16,20,23,24/E:(1,2)(6,7)(15,16)(21,22)/F:1,2,9,10,3,4,5,11,12,6,13,7,8,14,17,18,21,19,22,15,20,16,23,24/E:(1,2)(6,7)(15,16)/rA:40cCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;;;;s9;s10;s11s12;s8s9s10;d7;d8;s4;s5;s6;s8;s11;s13;s14;s7s12;s1;s2;s9;s9;s10;s10;s11;s12;s13;s17;s18;s19;s20;s21;s22;s23;/rC:-.8675,.4975,0;.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,-1,0;4.019,-4.7226,0;2.1557,-4.7853,0;1.8561,-3.0764,0;1.1657,-4.9589,0;.866,-3.25,0;.5258,-4.1904,0;2.506,-3.8432,0;-.866,-1.5,0;4.8865,-4.2252,0;-1.735,2.0001,0;1.735,2.0001,0;0,3.0104,0;4.016,-5.7226,0;-.3524,-5.8295,0;-.9897,-3.3154,0;3.6295,-2.5015,0;.866,-1.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.1543,-5.2853,0;2.6477,-4.8746,0;2.2884,-2.8251,0;1.6846,-2.6067,0;1.3358,-5.4291,0;.3735,-3.1637,0;.2037,-4.5728,0;-2.1673,1.7489,0;1.7365,2.5001,0;-.433,3.2604,0;4.4483,-5.9739,0;-.3539,-6.3295,0;-1.4227,-3.5654,0;4.122,-2.5878,0;

Duplicates ChEBI9522

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.sdf

Formula	C₁₄H₁₆O₁₀
MW	344.27
InChIKey	LDPLFHGGZNSKDS-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	40
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	41
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	10
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-3.04
logP	-1.3399
PSA	184.98
MR	75.8137
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-413.49682
PM7_Total_Energy_ev	-4889.23324
PM7_Electronic_Energy_ev	-34003.53299
PM7_Dipole_Debye	4.88322
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.253
PM7_LUMO_Energy_ev	-0.882
PM7_COSMO_Area_square_ang	320.52
PM7_COSMO_Volue_cubic_ang	361.53
PM7_Electron_Affinity_ev	0.882
PM7_Ionization_Energy_ev	9.253
PM7_Energy_Gap_ev	8.371
PM7_Global_Hardness_ev	4.1855
PM7_Global_Softness_ev	0.23892008123282762
PM7_Chemical_Potential_ev	-5.0675
PM7_Electronigativity_ev	5.0675
PM7_Back_Donation_Energy_ev	-1.046375
PM7_Electrophilicity_ev	3.067680832636483
OPENEYE_Name	(1~{S},3~{R},4~{R},5~{R})-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-cyclohexanecarboxylic acid
SMILES	c1c(cc(c(c1O)O)O)C(=O)OC2CC(CC(C2O)O)(C(=O)O)O
Canonical_SMILES	O[C@@H]1C[C@](O)(C[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)C(=O)O
InChI	1/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/f/h21H
InChI_3D	1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1
AuxInfo	1/1/N:1,2,9,10,3,4,5,11,12,6,13,7,8,14,17,18,21,19,22,15,16,20,23,24/E:(1,2)(6,7)(15,16)(21,22)/F:1,2,9,10,3,4,5,11,12,6,13,7,8,14,17,18,21,19,22,15,20,16,23,24/E:(1,2)(6,7)(15,16)/rA:40cCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;;;;s9;s10;s11s12;s8s9s10;d7;d8;s4;s5;s6;s8;s11;s13;s14;s7s12;s1;s2;s9;s9;s10;s10;s11;s12;s13;s17;s18;s19;s20;s21;s22;s23;/rC:-.8675,.4975,0;.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,-1,0;4.019,-4.7226,0;2.1557,-4.7853,0;1.8561,-3.0764,0;1.1657,-4.9589,0;.866,-3.25,0;.5258,-4.1904,0;2.506,-3.8432,0;-.866,-1.5,0;4.8865,-4.2252,0;-1.735,2.0001,0;1.735,2.0001,0;0,3.0104,0;4.016,-5.7226,0;-.3524,-5.8295,0;-.9897,-3.3154,0;3.6295,-2.5015,0;.866,-1.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.1543,-5.2853,0;2.6477,-4.8746,0;2.2884,-2.8251,0;1.6846,-2.6067,0;1.3358,-5.4291,0;.3735,-3.1637,0;.2037,-4.5728,0;-2.1673,1.7489,0;1.7365,2.5001,0;-.433,3.2604,0;4.4483,-5.9739,0;-.3539,-6.3295,0;-1.4227,-3.5654,0;4.122,-2.5878,0;
Duplicates	ChEBI9522
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9522.sdf