CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184721_s0 (99420)

Formula C₂₀H₂₀O₉

MW 404.37

InChIKey SGLIOXRCZXUYSC-HXTKINSTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.41

logP -0.1261

PSA 153.75

MR 97.0405

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -316.59504

PM7_Total_Energy_ev -5383.14371

PM7_Electronic_Energy_ev -45510.39591

PM7_Dipole_Debye 6.86591

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.759

PM7_LUMO_Energy_ev -1.047

PM7_COSMO_Area_square_ang 359.71

PM7_COSMO_Volue_cubic_ang 445.9

PM7_Electron_Affinity_ev 1.047

PM7_Ionization_Energy_ev 9.759

PM7_Energy_Gap_ev 8.712

PM7_Global_Hardness_ev 4.356

PM7_Global_Softness_ev 0.2295684113865932

PM7_Chemical_Potential_ev -5.403

PM7_Electronigativity_ev 5.403

PM7_Back_Donation_Energy_ev -1.089

PM7_Electrophilicity_ev 3.350827479338843

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[2-[(1~{R})-1-hydroxy-2-oxo-2-phenyl-ethyl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)C(=O)C(c2ccccc2OC3C(C(C(C(O3)C(=O)O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@H](Oc2ccccc2[C@H](C(=O)c2ccccc2)O)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C20H20O9/c21-13(10-6-2-1-3-7-10)14(22)11-8-4-5-9-12(11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,14-18,20,22-25H,(H,26,27)/f/h26H

InChI_3D 1S/C20H20O9/c21-13(10-6-2-1-3-7-10)14(22)11-8-4-5-9-12(11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,14-18,20,22-25H,(H,26,27)/t14-,15-,16+,17+,18+,20+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,20,17,16,18,15,14,19,21,28,26,25,27,22,24,29,23/E:(2,3)(6,7)(26,27)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,20,17,16,18,15,14,19,21,28,26,25,27,24,22,29,23/E:(2,3)(6,7)/rA:49cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;s10;;s14;s15;s16;s17;s18;s11s13;d13;d14;s15s19;s14;s16;s17;s18;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;/rC:2.3258,7.9145,0;2.9656,7.1459,0;1.3393,7.7505,0;4.1799,2.9521,0;3.8369,2.0128,0;2.6153,6.2037,0;.989,6.8083,0;3.5424,3.7226,0;2.8463,1.8421,0;1.6252,6.0301,0;2.5517,3.5519,0;2.1987,2.6108,0;1.2768,5.0928,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.9143,4.3224,0;.2908,4.926,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.1438,3.6849,0;1.2132,2.441,0;2.5001,8.3832,0;3.4584,7.23,0;1.0211,8.1362,0;4.6727,3.037,0;4.1574,1.6289,0;2.9352,5.8194,0;.4958,6.7263,0;3.7159,4.1915,0;2.6748,1.3724,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.2995,4.6411,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;.6751,3.8591,0;

Duplicates ChEBI184721_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.sdf

Formula	C₂₀H₂₀O₉
MW	404.37
InChIKey	SGLIOXRCZXUYSC-HXTKINSTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.41
logP	-0.1261
PSA	153.75
MR	97.0405
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-316.59504
PM7_Total_Energy_ev	-5383.14371
PM7_Electronic_Energy_ev	-45510.39591
PM7_Dipole_Debye	6.86591
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.759
PM7_LUMO_Energy_ev	-1.047
PM7_COSMO_Area_square_ang	359.71
PM7_COSMO_Volue_cubic_ang	445.9
PM7_Electron_Affinity_ev	1.047
PM7_Ionization_Energy_ev	9.759
PM7_Energy_Gap_ev	8.712
PM7_Global_Hardness_ev	4.356
PM7_Global_Softness_ev	0.2295684113865932
PM7_Chemical_Potential_ev	-5.403
PM7_Electronigativity_ev	5.403
PM7_Back_Donation_Energy_ev	-1.089
PM7_Electrophilicity_ev	3.350827479338843
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[2-[(1~{R})-1-hydroxy-2-oxo-2-phenyl-ethyl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)C(c2ccccc2OC3C(C(C(C(O3)C(=O)O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@H](Oc2ccccc2[C@H](C(=O)c2ccccc2)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C20H20O9/c21-13(10-6-2-1-3-7-10)14(22)11-8-4-5-9-12(11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,14-18,20,22-25H,(H,26,27)/f/h26H
InChI_3D	1S/C20H20O9/c21-13(10-6-2-1-3-7-10)14(22)11-8-4-5-9-12(11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,14-18,20,22-25H,(H,26,27)/t14-,15-,16+,17+,18+,20+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,20,17,16,18,15,14,19,21,28,26,25,27,22,24,29,23/E:(2,3)(6,7)(26,27)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,20,17,16,18,15,14,19,21,28,26,25,27,24,22,29,23/E:(2,3)(6,7)/rA:49cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;s10;;s14;s15;s16;s17;s18;s11s13;d13;d14;s15s19;s14;s16;s17;s18;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;/rC:2.3258,7.9145,0;2.9656,7.1459,0;1.3393,7.7505,0;4.1799,2.9521,0;3.8369,2.0128,0;2.6153,6.2037,0;.989,6.8083,0;3.5424,3.7226,0;2.8463,1.8421,0;1.6252,6.0301,0;2.5517,3.5519,0;2.1987,2.6108,0;1.2768,5.0928,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;1.9143,4.3224,0;.2908,4.926,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.1438,3.6849,0;1.2132,2.441,0;2.5001,8.3832,0;3.4584,7.23,0;1.0211,8.1362,0;4.6727,3.037,0;4.1574,1.6289,0;2.9352,5.8194,0;.4958,6.7263,0;3.7159,4.1915,0;2.6748,1.3724,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.2995,4.6411,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;.6751,3.8591,0;
Duplicates	ChEBI184721_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184721_s0.sdf