CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191710_p0 (2534039)

Formula C₂₃H₂₅N₃O₉

MW 487.47

InChIKey QEQDJQYUACSIQL-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 12

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -0.79

logP -1.8935

PSA 178.49

MR 117.146

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -240.21749

PM7_Total_Energy_ev -6376.08827

PM7_Electronic_Energy_ev -58569.35926

PM7_Dipole_Debye 4.7479

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.579

PM7_LUMO_Energy_ev -0.701

PM7_COSMO_Area_square_ang 439.61

PM7_COSMO_Volue_cubic_ang 555.41

PM7_Electron_Affinity_ev 0.701

PM7_Ionization_Energy_ev 9.579

PM7_Energy_Gap_ev 8.878

PM7_Global_Hardness_ev 4.439

PM7_Global_Softness_ev 0.22527596305474207

PM7_Chemical_Potential_ev -5.14

PM7_Electronigativity_ev 5.14

PM7_Back_Donation_Energy_ev -1.10975

PM7_Electrophilicity_ev 2.9758504167605317

OPENEYE_Name 1-[(1~{S},3~{R},4~{R},7~{S})-1-[(1~{S})-1-[(2~{S},3~{R},4~{S},5~{R})-5-(aminomethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-3-phenyl-prop-2-ynyl]-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl]pyrimidine-2,4-dione

SMILES C(#CC(C12COC(C1O)C(O2)n3ccc(=O)[nH]c3=O)OC4C(C(C(O4)CN)O)O)c5ccccc5

Canonical_SMILES NC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)O[C@H]([C@@]12CO[C@H]([C@@H]2O)[C@@H](O1)n1ccc(=O)[nH]c1=O)C#Cc1ccccc1

InChI 1/C23H25N3O9/c24-10-13-16(28)17(29)21(33-13)34-14(7-6-12-4-2-1-3-5-12)23-11-32-18(19(23)30)20(35-23)26-9-8-15(27)25-22(26)31/h1-5,8-9,13-14,16-21,28-30H,10-11,24H2,(H,25,27,31)/f/h25H

InChI_3D 1S/C23H25N3O9/c24-10-13-16(28)17(29)21(33-13)34-14(7-6-12-4-2-1-3-5-12)23-11-32-18(19(23)30)20(35-23)26-9-8-15(27)25-22(26)31/h1-5,8-9,13-14,16-21,28-30H,10-11,24H2,(H,25,27,31)/t13-,14+,16-,17-,18-,19+,20-,21+,23-/m1/s1

AuxInfo 1/1/N:3,4,5,6,7,1,2,9,10,22,13,8,18,23,11,16,17,14,15,19,20,12,21,26,24,25,27,33,34,32,28,29,30,35,31/E:(2,3)(4,5)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;s1d6s7;;d9;s9;;;;s14;;s16;s16;s14;s17;s13s15;s18;s2s21;s11s12;s10s12s19;s22;d11;d12;s13s14;s18s20;s19s21;s15;s16;s17;s20s23;s3;s4;s5;s6;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s22;s22;s23;s24;s26;s26;s32;s33;s34;/rC:2.729,6.6141,0;1.787,6.2785,0;5.5648,7.6246,0;5.3873,6.6404,0;4.8049,8.2748,0;4.4404,6.303,0;3.8581,7.9374,0;3.671,6.9498,0;;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;2.1809,4.8114,0;1.8781,3.0879,0;1.9339,4.1721,0;-2.2131,4.1526,0;-2.0315,5.1375,0;-1.3326,3.6785,0;.8674,3.2626,0;-1.0389,5.2715,0;1.1807,5.0008,0;-2.3217,2.2348,0;.8451,5.9428,0;1.7348,0,0;.8674,1.5126,0;-2.8869,1.4098,0;.8674,-1.4976,0;2.6023,1.5026,0;2.5227,3.8524,0;-.6052,4.3653,0;.5257,4.2215,0;3.5994,3.635,0;-3.8919,4.6466,0;-2.0817,6.8867,0;-.0969,5.6071,0;6.0358,7.7924,0;5.7686,6.317,0;4.8958,8.7665,0;4.3517,5.811,0;3.4782,8.2625,0;-.4327,-.2506,0;-.4337,1.2538,0;2.1863,5.3113,0;2.6741,4.8939,0;2.0493,2.6182,0;2.2048,4.5924,0;-2.4032,3.6901,0;-2.53,5.1758,0;-.9526,3.3536,0;.3747,3.1774,0;-1.1569,5.7574,0;-1.9092,1.9522,0;-2.7342,2.5174,0;.6772,6.4138,0;2.1675,-.2506,0;-2.6709,.9589,0;-3.3854,1.4483,0;3.9702,3.9704,0;-4.254,4.3018,0;-2.5217,7.1242,0;

Duplicates CHEMBL5191710_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.sdf

Formula	C₂₃H₂₅N₃O₉
MW	487.47
InChIKey	QEQDJQYUACSIQL-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	12
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-0.79
logP	-1.8935
PSA	178.49
MR	117.146
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-240.21749
PM7_Total_Energy_ev	-6376.08827
PM7_Electronic_Energy_ev	-58569.35926
PM7_Dipole_Debye	4.7479
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.579
PM7_LUMO_Energy_ev	-0.701
PM7_COSMO_Area_square_ang	439.61
PM7_COSMO_Volue_cubic_ang	555.41
PM7_Electron_Affinity_ev	0.701
PM7_Ionization_Energy_ev	9.579
PM7_Energy_Gap_ev	8.878
PM7_Global_Hardness_ev	4.439
PM7_Global_Softness_ev	0.22527596305474207
PM7_Chemical_Potential_ev	-5.14
PM7_Electronigativity_ev	5.14
PM7_Back_Donation_Energy_ev	-1.10975
PM7_Electrophilicity_ev	2.9758504167605317
OPENEYE_Name	1-[(1~{S},3~{R},4~{R},7~{S})-1-[(1~{S})-1-[(2~{S},3~{R},4~{S},5~{R})-5-(aminomethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-3-phenyl-prop-2-ynyl]-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl]pyrimidine-2,4-dione
SMILES	C(#CC(C12COC(C1O)C(O2)n3ccc(=O)[nH]c3=O)OC4C(C(C(O4)CN)O)O)c5ccccc5
Canonical_SMILES	NC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)O[C@H]([C@@]12CO[C@H]([C@@H]2O)[C@@H](O1)n1ccc(=O)[nH]c1=O)C#Cc1ccccc1
InChI	1/C23H25N3O9/c24-10-13-16(28)17(29)21(33-13)34-14(7-6-12-4-2-1-3-5-12)23-11-32-18(19(23)30)20(35-23)26-9-8-15(27)25-22(26)31/h1-5,8-9,13-14,16-21,28-30H,10-11,24H2,(H,25,27,31)/f/h25H
InChI_3D	1S/C23H25N3O9/c24-10-13-16(28)17(29)21(33-13)34-14(7-6-12-4-2-1-3-5-12)23-11-32-18(19(23)30)20(35-23)26-9-8-15(27)25-22(26)31/h1-5,8-9,13-14,16-21,28-30H,10-11,24H2,(H,25,27,31)/t13-,14+,16-,17-,18-,19+,20-,21+,23-/m1/s1
AuxInfo	1/1/N:3,4,5,6,7,1,2,9,10,22,13,8,18,23,11,16,17,14,15,19,20,12,21,26,24,25,27,33,34,32,28,29,30,35,31/E:(2,3)(4,5)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;d5;s1d6s7;;d9;s9;;;;s14;;s16;s16;s14;s17;s13s15;s18;s2s21;s11s12;s10s12s19;s22;d11;d12;s13s14;s18s20;s19s21;s15;s16;s17;s20s23;s3;s4;s5;s6;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s22;s22;s23;s24;s26;s26;s32;s33;s34;/rC:2.729,6.6141,0;1.787,6.2785,0;5.5648,7.6246,0;5.3873,6.6404,0;4.8049,8.2748,0;4.4404,6.303,0;3.8581,7.9374,0;3.671,6.9498,0;;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;2.1809,4.8114,0;1.8781,3.0879,0;1.9339,4.1721,0;-2.2131,4.1526,0;-2.0315,5.1375,0;-1.3326,3.6785,0;.8674,3.2626,0;-1.0389,5.2715,0;1.1807,5.0008,0;-2.3217,2.2348,0;.8451,5.9428,0;1.7348,0,0;.8674,1.5126,0;-2.8869,1.4098,0;.8674,-1.4976,0;2.6023,1.5026,0;2.5227,3.8524,0;-.6052,4.3653,0;.5257,4.2215,0;3.5994,3.635,0;-3.8919,4.6466,0;-2.0817,6.8867,0;-.0969,5.6071,0;6.0358,7.7924,0;5.7686,6.317,0;4.8958,8.7665,0;4.3517,5.811,0;3.4782,8.2625,0;-.4327,-.2506,0;-.4337,1.2538,0;2.1863,5.3113,0;2.6741,4.8939,0;2.0493,2.6182,0;2.2048,4.5924,0;-2.4032,3.6901,0;-2.53,5.1758,0;-.9526,3.3536,0;.3747,3.1774,0;-1.1569,5.7574,0;-1.9092,1.9522,0;-2.7342,2.5174,0;.6772,6.4138,0;2.1675,-.2506,0;-2.6709,.9589,0;-3.3854,1.4483,0;3.9702,3.9704,0;-4.254,4.3018,0;-2.5217,7.1242,0;
Duplicates	CHEMBL5191710_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191710_p0.sdf