CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188501_s0_t0 (102807)

Formula C₁₇H₁₆ClN₅O₈P

MW 484.77

InChIKey JWXZTLAUVIRLRY-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 -0.84

logP 1.4505

PSA 204.85

MR 109.195

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -339.80896

PM7_Total_Energy_ev -6043.00222

PM7_Electronic_Energy_ev -53211.19329

PM7_Dipole_Debye 9.48137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.41

PM7_LUMO_Energy_ev 2.157

PM7_COSMO_Area_square_ang 356.96

PM7_COSMO_Volue_cubic_ang 495.48

PM7_Electron_Affinity_ev -2.157

PM7_Ionization_Energy_ev 5.41

PM7_Energy_Gap_ev 7.567

PM7_Global_Hardness_ev 3.7835

PM7_Global_Softness_ev 0.26430553720100436

PM7_Chemical_Potential_ev -1.6265

PM7_Electronigativity_ev 1.6265

PM7_Back_Donation_Energy_ev -0.945875

PM7_Electrophilicity_ev 0.3496104466763579

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 (2-chlorobenzoyl) phosphate

SMILES c1ccc(c(c1)C(=O)OP(=O)([O-])OCC2C(C(C(O2)[n+]3cnc-4c([n-]cnc34)N)O)O)Cl

Canonical_SMILES O[C@@H]1[C@@H](CO[P@@](=O)(OC(=O)c2ccccc2Cl)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2N

InChI 1/C17H16ClN5O8P/c18-9-4-2-1-3-8(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/C17H18ClN5O8P/c18-9-4-2-1-3-8(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:1,2,3,4,17,7,8,5,6,15,9,13,14,10,11,16,12,32,22,18,19,20,21,27,28,24,23,25,30,26,29,31/E:(27,28)/F:m/E:m/CRV:20-1/rA:48cCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOPClHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d9;s9;s5;;s13;s13;s14;s15;s7s10;d7s11;d8s9;s8d11s16;s10;;d12;;s15s16;s13;s14;s12;s17;s23d25s29s30;s6;s1;s2;s3;s4;s7;s8;s13;s14;s15;s16;s17;s17;s22;s22;s27;s28;/rC:10.2079,1.4641,0;9.9068,2.4177,0;9.5368,.7226,0;8.9248,2.6321,0;8.5547,.937,0;8.2437,1.8928,0;-.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;6.2351,-.3355,0;7.2667,2.1061,0;10.6964,1.3574,0;10.244,2.7869,0;9.6894,.2465,0;8.7743,3.1089,0;-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 ChEBI188501_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.sdf

Formula	C₁₇H₁₆ClN₅O₈P
MW	484.77
InChIKey	JWXZTLAUVIRLRY-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	-0.84
logP	1.4505
PSA	204.85
MR	109.195
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-339.80896
PM7_Total_Energy_ev	-6043.00222
PM7_Electronic_Energy_ev	-53211.19329
PM7_Dipole_Debye	9.48137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.41
PM7_LUMO_Energy_ev	2.157
PM7_COSMO_Area_square_ang	356.96
PM7_COSMO_Volue_cubic_ang	495.48
PM7_Electron_Affinity_ev	-2.157
PM7_Ionization_Energy_ev	5.41
PM7_Energy_Gap_ev	7.567
PM7_Global_Hardness_ev	3.7835
PM7_Global_Softness_ev	0.26430553720100436
PM7_Chemical_Potential_ev	-1.6265
PM7_Electronigativity_ev	1.6265
PM7_Back_Donation_Energy_ev	-0.945875
PM7_Electrophilicity_ev	0.3496104466763579
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 (2-chlorobenzoyl) phosphate
SMILES	c1ccc(c(c1)C(=O)OP(=O)([O-])OCC2C(C(C(O2)[n+]3cnc-4c([n-]cnc34)N)O)O)Cl
Canonical_SMILES	O[C@@H]1[C@@H](CO[P@@](=O)(OC(=O)c2ccccc2Cl)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2N
InChI	1/C17H16ClN5O8P/c18-9-4-2-1-3-8(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/C17H18ClN5O8P/c18-9-4-2-1-3-8(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:1,2,3,4,17,7,8,5,6,15,9,13,14,10,11,16,12,32,22,18,19,20,21,27,28,24,23,25,30,26,29,31/E:(27,28)/F:m/E:m/CRV:20-1/rA:48cCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOPClHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d9;s9;s5;;s13;s13;s14;s15;s7s10;d7s11;d8s9;s8d11s16;s10;;d12;;s15s16;s13;s14;s12;s17;s23d25s29s30;s6;s1;s2;s3;s4;s7;s8;s13;s14;s15;s16;s17;s17;s22;s22;s27;s28;/rC:10.2079,1.4641,0;9.9068,2.4177,0;9.5368,.7226,0;8.9248,2.6321,0;8.5547,.937,0;8.2437,1.8928,0;-.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;6.2351,-.3355,0;7.2667,2.1061,0;10.6964,1.3574,0;10.244,2.7869,0;9.6894,.2465,0;8.7743,3.1089,0;-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	ChEBI188501_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188501_s0_t0.sdf