CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191339 (2533653)

Formula C₂₀H₂₄N₈O₉

MW 520.46

InChIKey WXXAUAMLQFQYIA-WFNRSYOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 17

HB_Donor 3

HB_Acceptor 10

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 17

Lipinski_Violations 2

XLogP3 0

XLogP -3.15

logP -1.7131

PSA 218.57

MR 119.349

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -220.27957

PM7_Total_Energy_ev -6925.07753

PM7_Electronic_Energy_ev -60163.61186

PM7_Dipole_Debye 4.18822

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.285

PM7_LUMO_Energy_ev -0.298

PM7_COSMO_Area_square_ang 487.12

PM7_COSMO_Volue_cubic_ang 576.74

PM7_Electron_Affinity_ev 0.298

PM7_Ionization_Energy_ev 9.285

PM7_Energy_Gap_ev 8.987

PM7_Global_Hardness_ev 4.4935

PM7_Global_Softness_ev 0.22254367419606097

PM7_Chemical_Potential_ev -4.7915

PM7_Electronigativity_ev 4.7915

PM7_Back_Donation_Energy_ev -1.123375

PM7_Electrophilicity_ev 2.5546313842216537

OPENEYE_Name 2-[4-[[(2~{R},3~{S},5~{R})-3-[[1-(carboxymethyl)triazol-4-yl]methoxy]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxymethyl]triazol-1-yl]acetic acid

SMILES c1c(nnn1CC(=O)O)COC2CC(OC2COCc3cn(nn3)CC(=O)O)n4cc(c(=O)[nH]c4=O)C

Canonical_SMILES OC(=O)Cn1nnc(c1)COC[C@H]1O[C@H](C[C@@H]1OCc1nnn(c1)CC(=O)O)n1cc(C)c(=O)[nH]c1=O

InChI 1/C20H24N8O9/c1-11-3-28(20(34)21-19(11)33)16-2-14(36-9-13-5-27(25-23-13)7-18(31)32)15(37-16)10-35-8-12-4-26(24-22-12)6-17(29)30/h3-5,14-16H,2,6-10H2,1H3,(H,29,30)(H,31,32)(H,21,33,34)/f/h21,29,31H

InChI_3D 1S/C20H24N8O9/c1-11-3-28(20(34)21-19(11)33)16-2-14(36-9-13-5-27(25-23-13)7-18(31)32)15(37-16)10-35-8-12-4-26(24-22-12)6-17(29)30/h3-5,14-16H,2,6-10H2,1H3,(H,29,30)(H,31,32)(H,21,33,34)/t14-,15+,16+/m0/s1

AuxInfo 1/1/N:15,11,5,2,1,19,18,17,16,20,6,4,3,12,13,14,10,9,7,8,27,22,21,24,23,26,25,28,32,35,31,34,29,30,37,36,33/E:(29,30)(31,32)/F:15,11,5,2,1,19,18,17,16,20,6,4,3,12,13,14,10,9,7,8,27,22,21,24,23,26,25,28,35,32,34,31,29,30,37,36,33/rA:61cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;d5;s6;;;;;s11;s12;s11;s6;s3;s4;s9;s10;s13;s3;s4;d21;d22;s1s18s23;s2s19s24;s7s8;s5s8s14;d7;d8;d9;d10;s13s14;s9;s10;s12s16;s17s20;s1;s2;s5;s11;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s27;s34;s35;/rC:-3.5455,6.3058,0;-4.762,-.0343,0;-2.5665,6.5095,0;-4.6537,.9597,0;0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-6.0362,7.3808,0;-6.5529,-2.0719,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-.8653,-.5012,0;-1.8254,5.8381,0;-3.7865,1.4576,0;-5.0417,7.2761,0;-6.1465,-1.1582,0;-2.0519,2.4533,0;-2.4601,7.5053,0;-5.5682,1.3682,0;-3.3734,7.9165,0;-6.241,.6263,0;-4.0472,7.1713,0;-5.7401,-.2445,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-6.4428,8.2944,0;-7.5474,-2.1768,0;-.1273,2.406,0;-6.6241,6.5719,0;-5.9649,-2.8807,0;-1.0843,5.1667,0;-2.9192,1.9554,0;-3.7495,5.8493,0;-4.3907,-.3692,0;-.4337,1.2538,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-1.4897,6.2087,0;-2.1611,5.4676,0;-4.0354,1.8912,0;-3.5376,1.0239,0;-4.9893,7.7733,0;-5.0941,6.7788,0;-6.6034,-.955,0;-5.6897,-1.3614,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-7.1214,6.6242,0;-6.1681,-3.3376,0;

Duplicates CHEMBL5191339

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.sdf

Formula	C₂₀H₂₄N₈O₉
MW	520.46
InChIKey	WXXAUAMLQFQYIA-WFNRSYOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	17
HB_Donor	3
HB_Acceptor	10
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	17
Lipinski_Violations	2
XLogP3	0
XLogP	-3.15
logP	-1.7131
PSA	218.57
MR	119.349
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-220.27957
PM7_Total_Energy_ev	-6925.07753
PM7_Electronic_Energy_ev	-60163.61186
PM7_Dipole_Debye	4.18822
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.285
PM7_LUMO_Energy_ev	-0.298
PM7_COSMO_Area_square_ang	487.12
PM7_COSMO_Volue_cubic_ang	576.74
PM7_Electron_Affinity_ev	0.298
PM7_Ionization_Energy_ev	9.285
PM7_Energy_Gap_ev	8.987
PM7_Global_Hardness_ev	4.4935
PM7_Global_Softness_ev	0.22254367419606097
PM7_Chemical_Potential_ev	-4.7915
PM7_Electronigativity_ev	4.7915
PM7_Back_Donation_Energy_ev	-1.123375
PM7_Electrophilicity_ev	2.5546313842216537
OPENEYE_Name	2-[4-[[(2~{R},3~{S},5~{R})-3-[[1-(carboxymethyl)triazol-4-yl]methoxy]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxymethyl]triazol-1-yl]acetic acid
SMILES	c1c(nnn1CC(=O)O)COC2CC(OC2COCc3cn(nn3)CC(=O)O)n4cc(c(=O)[nH]c4=O)C
Canonical_SMILES	OC(=O)Cn1nnc(c1)COC[C@H]1O[C@H](C[C@@H]1OCc1nnn(c1)CC(=O)O)n1cc(C)c(=O)[nH]c1=O
InChI	1/C20H24N8O9/c1-11-3-28(20(34)21-19(11)33)16-2-14(36-9-13-5-27(25-23-13)7-18(31)32)15(37-16)10-35-8-12-4-26(24-22-12)6-17(29)30/h3-5,14-16H,2,6-10H2,1H3,(H,29,30)(H,31,32)(H,21,33,34)/f/h21,29,31H
InChI_3D	1S/C20H24N8O9/c1-11-3-28(20(34)21-19(11)33)16-2-14(36-9-13-5-27(25-23-13)7-18(31)32)15(37-16)10-35-8-12-4-26(24-22-12)6-17(29)30/h3-5,14-16H,2,6-10H2,1H3,(H,29,30)(H,31,32)(H,21,33,34)/t14-,15+,16+/m0/s1
AuxInfo	1/1/N:15,11,5,2,1,19,18,17,16,20,6,4,3,12,13,14,10,9,7,8,27,22,21,24,23,26,25,28,32,35,31,34,29,30,37,36,33/E:(29,30)(31,32)/F:15,11,5,2,1,19,18,17,16,20,6,4,3,12,13,14,10,9,7,8,27,22,21,24,23,26,25,28,35,32,34,31,29,30,37,36,33/rA:61cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;d5;s6;;;;;s11;s12;s11;s6;s3;s4;s9;s10;s13;s3;s4;d21;d22;s1s18s23;s2s19s24;s7s8;s5s8s14;d7;d8;d9;d10;s13s14;s9;s10;s12s16;s17s20;s1;s2;s5;s11;s11;s12;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s27;s34;s35;/rC:-3.5455,6.3058,0;-4.762,-.0343,0;-2.5665,6.5095,0;-4.6537,.9597,0;0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-6.0362,7.3808,0;-6.5529,-2.0719,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-.8653,-.5012,0;-1.8254,5.8381,0;-3.7865,1.4576,0;-5.0417,7.2761,0;-6.1465,-1.1582,0;-2.0519,2.4533,0;-2.4601,7.5053,0;-5.5682,1.3682,0;-3.3734,7.9165,0;-6.241,.6263,0;-4.0472,7.1713,0;-5.7401,-.2445,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-6.4428,8.2944,0;-7.5474,-2.1768,0;-.1273,2.406,0;-6.6241,6.5719,0;-5.9649,-2.8807,0;-1.0843,5.1667,0;-2.9192,1.9554,0;-3.7495,5.8493,0;-4.3907,-.3692,0;-.4337,1.2538,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-1.4897,6.2087,0;-2.1611,5.4676,0;-4.0354,1.8912,0;-3.5376,1.0239,0;-4.9893,7.7733,0;-5.0941,6.7788,0;-6.6034,-.955,0;-5.6897,-1.3614,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-7.1214,6.6242,0;-6.1681,-3.3376,0;
Duplicates	CHEMBL5191339
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191339.sdf