CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2899 (895)

Formula C₂₀H₂₂O₉

MW 406.39

InChIKey PERPNFLGJXUDDW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.16

logP 0.1525

PSA 160.07

MR 102.026

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -316.2993

PM7_Total_Energy_ev -5410.04687

PM7_Electronic_Energy_ev -42174.28665

PM7_Dipole_Debye 1.38092

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.76

PM7_LUMO_Energy_ev -0.697

PM7_COSMO_Area_square_ang 394.33

PM7_COSMO_Volue_cubic_ang 462.83

PM7_Electron_Affinity_ev 0.697

PM7_Ionization_Energy_ev 8.76

PM7_Energy_Gap_ev 8.063

PM7_Global_Hardness_ev 4.0315

PM7_Global_Softness_ev 0.24804663276696018

PM7_Chemical_Potential_ev -4.7285

PM7_Electronigativity_ev 4.7285

PM7_Back_Donation_Energy_ev -1.007875

PM7_Electrophilicity_ev 2.773001643308942

OPENEYE_Name (2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-[(~{E})-2-(3,4-dihydroxyphenyl)vinyl]-5-hydroxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(c(cc1C=Cc2cc(cc(c2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2

InChI_3D 1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:13,14,1,2,4,5,3,6,20,7,8,10,11,9,12,18,16,15,17,19,28,23,22,24,26,25,27,29,21/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s5;s2;s4d6;d5s6;s3d9;s7;s8w13;;s15;s15;s16;s17;s18;s18s19;s9;s10;s12;s15;s16;s17;s20;s11s19;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s18;s19;s20;s20;s22;s23;s24;s25;s26;s27;s28;/rC:7.0894,.8185,0;7.7337,.0536,0;5.7591,-.2955,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.1039,.6487,0;3.8369,2.0128,0;7.3889,-.8906,0;3.5424,3.7226,0;2.1987,2.6108,0;6.3999,-1.07,0;5.463,1.4163,0;4.4778,1.2451,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;0,2.0104,0;8.0332,-1.6554,0;3.8894,4.6604,0;6.0569,-2.0093,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.2609,1.2881,0;8.226,.1406,0;5.2664,-.3804,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;5.6352,1.8857,0;4.3056,.7757,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;8.5254,-1.5677,0;3.5701,5.0452,0;6.3779,-2.3927,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI2899;ChEBI76157

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.sdf

Formula	C₂₀H₂₂O₉
MW	406.39
InChIKey	PERPNFLGJXUDDW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.16
logP	0.1525
PSA	160.07
MR	102.026
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-316.2993
PM7_Total_Energy_ev	-5410.04687
PM7_Electronic_Energy_ev	-42174.28665
PM7_Dipole_Debye	1.38092
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.76
PM7_LUMO_Energy_ev	-0.697
PM7_COSMO_Area_square_ang	394.33
PM7_COSMO_Volue_cubic_ang	462.83
PM7_Electron_Affinity_ev	0.697
PM7_Ionization_Energy_ev	8.76
PM7_Energy_Gap_ev	8.063
PM7_Global_Hardness_ev	4.0315
PM7_Global_Softness_ev	0.24804663276696018
PM7_Chemical_Potential_ev	-4.7285
PM7_Electronigativity_ev	4.7285
PM7_Back_Donation_Energy_ev	-1.007875
PM7_Electrophilicity_ev	2.773001643308942
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-[(~{E})-2-(3,4-dihydroxyphenyl)vinyl]-5-hydroxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(c(cc1C=Cc2cc(cc(c2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2
InChI_3D	1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:13,14,1,2,4,5,3,6,20,7,8,10,11,9,12,18,16,15,17,19,28,23,22,24,26,25,27,29,21/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s5;s2;s4d6;d5s6;s3d9;s7;s8w13;;s15;s15;s16;s17;s18;s18s19;s9;s10;s12;s15;s16;s17;s20;s11s19;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s17;s18;s19;s20;s20;s22;s23;s24;s25;s26;s27;s28;/rC:7.0894,.8185,0;7.7337,.0536,0;5.7591,-.2955,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.1039,.6487,0;3.8369,2.0128,0;7.3889,-.8906,0;3.5424,3.7226,0;2.1987,2.6108,0;6.3999,-1.07,0;5.463,1.4163,0;4.4778,1.2451,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;0,2.0104,0;8.0332,-1.6554,0;3.8894,4.6604,0;6.0569,-2.0093,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.2609,1.2881,0;8.226,.1406,0;5.2664,-.3804,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;5.6352,1.8857,0;4.3056,.7757,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;8.5254,-1.5677,0;3.5701,5.0452,0;6.3779,-2.3927,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI2899;ChEBI76157
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2899.sdf