CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188480_s0_t0 (102781)

Formula C₁₇H₁₆FN₅O₈P

MW 468.32

InChIKey SMWLRJVWQLHHKG-SDRQFZCRNA-N

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 50

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 13

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -1.32

logP 0.9362

PSA 204.85

MR 104.143

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -365.12602

PM7_Total_Energy_ev -6241.37283

PM7_Electronic_Energy_ev -52159.65732

PM7_Dipole_Debye 7.9124

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.542

PM7_LUMO_Energy_ev 2.186

PM7_COSMO_Area_square_ang 367.1

PM7_COSMO_Volue_cubic_ang 478.31

PM7_Electron_Affinity_ev -2.186

PM7_Ionization_Energy_ev 5.542

PM7_Energy_Gap_ev 7.728

PM7_Global_Hardness_ev 3.864

PM7_Global_Softness_ev 0.2587991718426501

PM7_Chemical_Potential_ev -1.678

PM7_Electronigativity_ev 1.678

PM7_Back_Donation_Energy_ev -0.966

PM7_Electrophilicity_ev 0.3643483436853002

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-1-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl (3-fluorobenzoyl) phosphate

SMILES c1cc(cc(c1)F)C(=O)OP(=O)([O-])OCC2C(C(C(O2)[n+]3cnc-4c([n-]cnc34)N)O)O

Canonical_SMILES O[C@@H]1[C@@H](CO[P@@](=O)(OC(=O)c2cccc(c2)F)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2N

InChI 1/C17H16FN5O8P/c18-9-3-1-2-8(4-9)17(26)31-32(27,28)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23/h1-4,6-7,10,12-13,16,24-25H,5H2,(H2-,19,20,21,27,28)/q-1/f/h19H2

InChI_3D 1S/C17H18FN5O8P/c18-9-3-1-2-8(4-9)17(26)31-32(27,28)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23/h1-4,6-7,10,12-13,16,24-25H,5,19H2,(H,20,21)(H,27,28)/t10-,12-,13-,16-/m1/s1

AuxInfo 1/6/N:1,2,3,4,17,7,8,5,6,15,9,13,14,10,11,16,12,31,22,18,19,20,21,27,28,24,23,25,30,26,29,32/E:(27,28)/F:m/E:m/CRV:20-1/rA:48cCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOFPHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;d9;s9;s5;;s13;s13;s14;s15;s7s10;d7s11;d8s9;s8d11s16;s10;;d12;;s15s16;s13;s14;s12;s17;s6;s23d25s29s30;s1;s2;s3;s4;s7;s8;s13;s14;s15;s16;s17;s17;s22;s22;s27;s28;/rC:10.2069,1.4666,0;9.5327,.728,0;9.9001,2.4238,0;8.2479,1.8942,0;8.5547,.937,0;8.9191,2.6425,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;7.8837,.1956,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.8931,-1.8184,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.9765,-1.0065,0;8.1903,-.7563,0;5.4937,.3355,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9061,.406,0;5.5641,-1.0769,0;8.6139,3.5948,0;6.2351,-.3355,0;10.6955,1.36,0;9.6853,.2519,0;10.2373,2.793,0;7.759,1.9987,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;

Duplicates ChEBI188480_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.sdf

Formula	C₁₇H₁₆FN₅O₈P
MW	468.32
InChIKey	SMWLRJVWQLHHKG-SDRQFZCRNA-N
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	50
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	13
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-1.32
logP	0.9362
PSA	204.85
MR	104.143
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-365.12602
PM7_Total_Energy_ev	-6241.37283
PM7_Electronic_Energy_ev	-52159.65732
PM7_Dipole_Debye	7.9124
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.542
PM7_LUMO_Energy_ev	2.186
PM7_COSMO_Area_square_ang	367.1
PM7_COSMO_Volue_cubic_ang	478.31
PM7_Electron_Affinity_ev	-2.186
PM7_Ionization_Energy_ev	5.542
PM7_Energy_Gap_ev	7.728
PM7_Global_Hardness_ev	3.864
PM7_Global_Softness_ev	0.2587991718426501
PM7_Chemical_Potential_ev	-1.678
PM7_Electronigativity_ev	1.678
PM7_Back_Donation_Energy_ev	-0.966
PM7_Electrophilicity_ev	0.3643483436853002
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-1-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl (3-fluorobenzoyl) phosphate
SMILES	c1cc(cc(c1)F)C(=O)OP(=O)([O-])OCC2C(C(C(O2)[n+]3cnc-4c([n-]cnc34)N)O)O
Canonical_SMILES	O[C@@H]1[C@@H](CO[P@@](=O)(OC(=O)c2cccc(c2)F)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2N
InChI	1/C17H16FN5O8P/c18-9-3-1-2-8(4-9)17(26)31-32(27,28)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23/h1-4,6-7,10,12-13,16,24-25H,5H2,(H2-,19,20,21,27,28)/q-1/f/h19H2
InChI_3D	1S/C17H18FN5O8P/c18-9-3-1-2-8(4-9)17(26)31-32(27,28)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23/h1-4,6-7,10,12-13,16,24-25H,5,19H2,(H,20,21)(H,27,28)/t10-,12-,13-,16-/m1/s1
AuxInfo	1/6/N:1,2,3,4,17,7,8,5,6,15,9,13,14,10,11,16,12,31,22,18,19,20,21,27,28,24,23,25,30,26,29,32/E:(27,28)/F:m/E:m/CRV:20-1/rA:48cCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOFPHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;d9;s9;s5;;s13;s13;s14;s15;s7s10;d7s11;d8s9;s8d11s16;s10;;d12;;s15s16;s13;s14;s12;s17;s6;s23d25s29s30;s1;s2;s3;s4;s7;s8;s13;s14;s15;s16;s17;s17;s22;s22;s27;s28;/rC:10.2069,1.4666,0;9.5327,.728,0;9.9001,2.4238,0;8.2479,1.8942,0;8.5547,.937,0;8.9191,2.6425,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;7.8837,.1956,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.8931,-1.8184,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.9765,-1.0065,0;8.1903,-.7563,0;5.4937,.3355,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9061,.406,0;5.5641,-1.0769,0;8.6139,3.5948,0;6.2351,-.3355,0;10.6955,1.36,0;9.6853,.2519,0;10.2373,2.793,0;7.759,1.9987,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;
Duplicates	ChEBI188480_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188480_s0_t0.sdf