CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27241 (7559)

Formula C₁₂H₁₆N₂O₉

MW 332.27

InChIKey WZRYXYRWFAPPBJ-NDKGDYFDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 40

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -3

logP -3.3001

PSA 160.31

MR 71.6601

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -334.16663

PM7_Total_Energy_ev -4719.29113

PM7_Electronic_Energy_ev -32482.78713

PM7_Dipole_Debye 3.10805

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.416

PM7_LUMO_Energy_ev -0.713

PM7_COSMO_Area_square_ang 319.36

PM7_COSMO_Volue_cubic_ang 348.13

PM7_Electron_Affinity_ev 0.713

PM7_Ionization_Energy_ev 9.416

PM7_Energy_Gap_ev 8.703

PM7_Global_Hardness_ev 4.3515

PM7_Global_Softness_ev 0.2298058140870964

PM7_Chemical_Potential_ev -5.0645

PM7_Electronigativity_ev 5.0645

PM7_Back_Donation_Energy_ev -1.087875

PM7_Electrophilicity_ev 2.9471630759508214

OPENEYE_Name methyl 2-[1-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidin-5-yl]oxyacetate

SMILES c1c(c(=O)[nH]c(=O)n1C2C(C(C(O2)CO)O)O)OCC(=O)OC

Canonical_SMILES COC(=O)COc1cn(c(=O)[nH]c1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO

InChI 1/C12H16N2O9/c1-21-7(16)4-22-5-2-14(12(20)13-10(5)19)11-9(18)8(17)6(3-15)23-11/h2,6,8-9,11,15,17-18H,3-4H2,1H3,(H,13,19,20)/f/h13H

InChI_3D 1S/C12H16N2O9/c1-21-7(16)4-22-5-2-14(12(20)13-10(5)19)11-9(18)8(17)6(3-15)23-11/h2,6,8-9,11,15,17-18H,3-4H2,1H3,(H,13,19,20)/t6-,8-,9-,11-/m1/s1

AuxInfo 1/1/N:10,1,12,11,2,8,5,6,7,3,9,4,13,14,21,17,19,20,15,16,23,22,18/F:m/rA:39cCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s6;s6;s7;;s5;s8;s3s4;s1s4s9;d3;d4;d5;s8s9;s6;s7;s12;s2s11;s5s10;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s12;s12;s13;s19;s20;s21;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-2.5988,.4964,0;1.5273,3.9942,0;.6605,3.4926,0;2.2693,3.324,0;.8674,2.5126,0;-3.4669,1.9952,0;-1.732,-.0024,0;3.787,2.4528,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.4641,-.0048,0;1.8666,2.4083,0;.4984,5.4098,0;-1.0042,2.9527,0;4.6543,1.9549,0;-.8653,-.5012,0;-2.6001,1.4964,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;-3.2175,2.4286,0;-3.7163,1.5618,0;-3.9002,2.2446,0;-1.4826,.431,0;-1.9815,-.4358,0;4.036,2.8864,0;3.5381,2.0191,0;2.1675,-.2506,0;.7017,5.8666,0;-1.3755,3.2875,0;5.0867,2.206,0;

Duplicates ChEBI27241

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.sdf

Formula	C₁₂H₁₆N₂O₉
MW	332.27
InChIKey	WZRYXYRWFAPPBJ-NDKGDYFDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	40
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-3
logP	-3.3001
PSA	160.31
MR	71.6601
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-334.16663
PM7_Total_Energy_ev	-4719.29113
PM7_Electronic_Energy_ev	-32482.78713
PM7_Dipole_Debye	3.10805
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.416
PM7_LUMO_Energy_ev	-0.713
PM7_COSMO_Area_square_ang	319.36
PM7_COSMO_Volue_cubic_ang	348.13
PM7_Electron_Affinity_ev	0.713
PM7_Ionization_Energy_ev	9.416
PM7_Energy_Gap_ev	8.703
PM7_Global_Hardness_ev	4.3515
PM7_Global_Softness_ev	0.2298058140870964
PM7_Chemical_Potential_ev	-5.0645
PM7_Electronigativity_ev	5.0645
PM7_Back_Donation_Energy_ev	-1.087875
PM7_Electrophilicity_ev	2.9471630759508214
OPENEYE_Name	methyl 2-[1-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidin-5-yl]oxyacetate
SMILES	c1c(c(=O)[nH]c(=O)n1C2C(C(C(O2)CO)O)O)OCC(=O)OC
Canonical_SMILES	COC(=O)COc1cn(c(=O)[nH]c1=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO
InChI	1/C12H16N2O9/c1-21-7(16)4-22-5-2-14(12(20)13-10(5)19)11-9(18)8(17)6(3-15)23-11/h2,6,8-9,11,15,17-18H,3-4H2,1H3,(H,13,19,20)/f/h13H
InChI_3D	1S/C12H16N2O9/c1-21-7(16)4-22-5-2-14(12(20)13-10(5)19)11-9(18)8(17)6(3-15)23-11/h2,6,8-9,11,15,17-18H,3-4H2,1H3,(H,13,19,20)/t6-,8-,9-,11-/m1/s1
AuxInfo	1/1/N:10,1,12,11,2,8,5,6,7,3,9,4,13,14,21,17,19,20,15,16,23,22,18/F:m/rA:39cCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s6;s6;s7;;s5;s8;s3s4;s1s4s9;d3;d4;d5;s8s9;s6;s7;s12;s2s11;s5s10;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s12;s12;s13;s19;s20;s21;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-2.5988,.4964,0;1.5273,3.9942,0;.6605,3.4926,0;2.2693,3.324,0;.8674,2.5126,0;-3.4669,1.9952,0;-1.732,-.0024,0;3.787,2.4528,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.4641,-.0048,0;1.8666,2.4083,0;.4984,5.4098,0;-1.0042,2.9527,0;4.6543,1.9549,0;-.8653,-.5012,0;-2.6001,1.4964,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;-3.2175,2.4286,0;-3.7163,1.5618,0;-3.9002,2.2446,0;-1.4826,.431,0;-1.9815,-.4358,0;4.036,2.8864,0;3.5381,2.0191,0;2.1675,-.2506,0;.7017,5.8666,0;-1.3755,3.2875,0;5.0867,2.206,0;
Duplicates	ChEBI27241
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027000-0000027249/ChEBI27241.sdf