CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI15937 (5280)

Formula C₁₆H₁₈O₈

MW 338.31

InChIKey BMRSEYFENKXDIS-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 43

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.97

logP -0.3515

PSA 144.52

MR 81.4782

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -321.64509

PM7_Total_Energy_ev -4571.12894

PM7_Electronic_Energy_ev -31698.25376

PM7_Dipole_Debye 4.76185

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.353

PM7_LUMO_Energy_ev -0.805

PM7_COSMO_Area_square_ang 339.75

PM7_COSMO_Volue_cubic_ang 378.83

PM7_Electron_Affinity_ev 0.805

PM7_Ionization_Energy_ev 9.353

PM7_Energy_Gap_ev 8.548

PM7_Global_Hardness_ev 4.274

PM7_Global_Softness_ev 0.2339728591483388

PM7_Chemical_Potential_ev -5.079

PM7_Electronigativity_ev 5.079

PM7_Back_Donation_Energy_ev -1.0685

PM7_Electrophilicity_ev 3.017810131024801

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

SMILES c1cc(ccc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O

Canonical_SMILES O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(cc1)O

InChI 1/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/f/h21H

InChI_3D 1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1

AuxInfo 1/1/N:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,17,22,18,20,23,24/E:(1,2)(4,5)(21,22)/F:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,17,22,20,18,23,24/E:(1,2)(4,5)/rA:42cCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s6;s10;s13;s15;s16;s9s14;s1;s2;s3;s4;s7;s8;s11;s11;s12;s12;s13;s14;s15;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;.866,-1.5,0;.866,-2.5,0;4.885,-6.2226,0;3.0218,-6.2853,0;2.7221,-4.5764,0;2.0317,-6.4589,0;1.7321,-4.75,0;1.3918,-5.6904,0;3.372,-5.3432,0;0,-3,0;5.7525,-5.7252,0;0,3.0104,0;4.8821,-7.2226,0;.5136,-7.3295,0;-.1237,-4.8154,0;4.4956,-4.0015,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,-1.25,0;1.299,-1.25,0;3.0203,-6.7853,0;3.5137,-6.3746,0;3.1544,-4.3251,0;2.5507,-4.1067,0;2.2018,-6.9291,0;1.2396,-4.6637,0;1.0697,-6.0728,0;-.433,3.2604,0;5.3143,-7.4739,0;.5121,-7.8295,0;-.5567,-5.0654,0;4.9881,-4.0878,0;

Duplicates ChEBI15937;ChEBI75499;ChEBI75500;ChEBI167530

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.sdf

Formula	C₁₆H₁₈O₈
MW	338.31
InChIKey	BMRSEYFENKXDIS-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	43
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.97
logP	-0.3515
PSA	144.52
MR	81.4782
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-321.64509
PM7_Total_Energy_ev	-4571.12894
PM7_Electronic_Energy_ev	-31698.25376
PM7_Dipole_Debye	4.76185
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.353
PM7_LUMO_Energy_ev	-0.805
PM7_COSMO_Area_square_ang	339.75
PM7_COSMO_Volue_cubic_ang	378.83
PM7_Electron_Affinity_ev	0.805
PM7_Ionization_Energy_ev	9.353
PM7_Energy_Gap_ev	8.548
PM7_Global_Hardness_ev	4.274
PM7_Global_Softness_ev	0.2339728591483388
PM7_Chemical_Potential_ev	-5.079
PM7_Electronigativity_ev	5.079
PM7_Back_Donation_Energy_ev	-1.0685
PM7_Electrophilicity_ev	3.017810131024801
OPENEYE_Name	(1~{S},3~{R},4~{R},5~{R})-1,3,4-trihydroxy-5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid
SMILES	c1cc(ccc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(cc1)O
InChI	1/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/f/h21H
InChI_3D	1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1
AuxInfo	1/1/N:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,17,22,18,20,23,24/E:(1,2)(4,5)(21,22)/F:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,17,22,20,18,23,24/E:(1,2)(4,5)/rA:42cCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s6;s10;s13;s15;s16;s9s14;s1;s2;s3;s4;s7;s8;s11;s11;s12;s12;s13;s14;s15;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;.866,-1.5,0;.866,-2.5,0;4.885,-6.2226,0;3.0218,-6.2853,0;2.7221,-4.5764,0;2.0317,-6.4589,0;1.7321,-4.75,0;1.3918,-5.6904,0;3.372,-5.3432,0;0,-3,0;5.7525,-5.7252,0;0,3.0104,0;4.8821,-7.2226,0;.5136,-7.3295,0;-.1237,-4.8154,0;4.4956,-4.0015,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,-1.25,0;1.299,-1.25,0;3.0203,-6.7853,0;3.5137,-6.3746,0;3.1544,-4.3251,0;2.5507,-4.1067,0;2.2018,-6.9291,0;1.2396,-4.6637,0;1.0697,-6.0728,0;-.433,3.2604,0;5.3143,-7.4739,0;.5121,-7.8295,0;-.5567,-5.0654,0;4.9881,-4.0878,0;
Duplicates	ChEBI15937;ChEBI75499;ChEBI75500;ChEBI167530
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15937.sdf