CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI44638 (13412)

Formula C₁₁H₁₆N₅O₈P

MW 377.25

InChIKey YPMKZCOIEXUDSS-YXAOFKMRNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 43

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 13

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -2.48

logP -1.3344

PSA 204.85

MR 81.14

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -320.87028

PM7_Total_Energy_ev -5037.66488

PM7_Electronic_Energy_ev -36868.53615

PM7_Dipole_Debye 7.92962

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.801

PM7_LUMO_Energy_ev -0.39

PM7_COSMO_Area_square_ang 334.3

PM7_COSMO_Volue_cubic_ang 381.42

PM7_Electron_Affinity_ev 0.39

PM7_Ionization_Energy_ev 8.801

PM7_Energy_Gap_ev 8.411

PM7_Global_Hardness_ev 4.2055

PM7_Global_Softness_ev 0.23778385447628106

PM7_Chemical_Potential_ev -4.5955

PM7_Electronigativity_ev 4.5955

PM7_Back_Donation_Energy_ev -1.051375

PM7_Electrophilicity_ev 2.510833462132921

OPENEYE_Name [(2~{R},3~{R},4~{R},5~{R})-5-(2-amino-6-oxo-1~{H}-purin-9-yl)-3-hydroxy-4-methoxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

SMILES c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)OC)nc([nH]c2=O)N

Canonical_SMILES CO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(N)[nH]c2=O)COP(=O)(O)O

InChI 1/C11H16N5O8P/c1-22-7-6(17)4(2-23-25(19,20)21)24-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18/h3-4,6-7,10,17H,2H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/f/h15,19-20H,12H2

InChI_3D 1S/C11H16N5O8P/c1-22-7-6(17)4(2-23-25(19,20)21)24-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18/h3-4,6-7,10,17H,2H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/t4-,6-,7-,10-/m1/s1

AuxInfo 1/1/N:10,11,1,8,2,6,7,3,4,9,5,16,12,13,15,14,20,17,18,21,22,23,24,19,25/E:(19,20,21)/F:10,11,1,8,2,6,7,3,4,9,5,16,12,13,15,14,20,17,21,22,18,23,24,19,25/E:(19,20)/rA:41cCCCCCCCCCCCNNNNNOOOOOOOOPHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s6;s6;s7;;s8;d1s2;s3d5;s1s3s9;s4s5;s5;d4;;s8s9;s6;;;s7s10;s11;d18s21s22s24;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s15;s16;s16;s20;s21;s22;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.1967,-5.1037,0;2.8661,-4.3588,0;1.2839,-4.6955,0;2.3665,-3.4907,0;5.0918,-2.7437,0;.7438,-6.3601,0;1.8258,-.1969,0;0,-2.0116,0;1.8258,-1.8263,0;-.868,-.5079,0;-1.7333,-2.0149,0;0,1,0;-.1821,-9.2136,0;1.384,-3.7002,0;3.6126,-6.1321,0;-.8247,-7.9538,0;1.0777,-8.5711,0;4.2825,-3.331,0;.4352,-7.3113,0;.1265,-8.2625,0;2.9178,-1.0115,0;1.9464,-5.5365,0;3.2007,-4.7303,0;.7945,-4.5928,0;2.8234,-3.2876,0;4.7982,-2.339,0;5.3855,-3.1484,0;5.4965,-2.45,0;1.2194,-6.5144,0;.2682,-6.2058,0;-1.3017,-.2592,0;-1.7326,-2.5149,0;-2.1667,-1.7655,0;3.5604,-6.6294,0;-1.1961,-8.2886,0;1.4491,-8.2364,0;

Duplicates ChEBI44638

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.sdf

Formula	C₁₁H₁₆N₅O₈P
MW	377.25
InChIKey	YPMKZCOIEXUDSS-YXAOFKMRNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	43
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	13
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-2.48
logP	-1.3344
PSA	204.85
MR	81.14
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-320.87028
PM7_Total_Energy_ev	-5037.66488
PM7_Electronic_Energy_ev	-36868.53615
PM7_Dipole_Debye	7.92962
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.801
PM7_LUMO_Energy_ev	-0.39
PM7_COSMO_Area_square_ang	334.3
PM7_COSMO_Volue_cubic_ang	381.42
PM7_Electron_Affinity_ev	0.39
PM7_Ionization_Energy_ev	8.801
PM7_Energy_Gap_ev	8.411
PM7_Global_Hardness_ev	4.2055
PM7_Global_Softness_ev	0.23778385447628106
PM7_Chemical_Potential_ev	-4.5955
PM7_Electronigativity_ev	4.5955
PM7_Back_Donation_Energy_ev	-1.051375
PM7_Electrophilicity_ev	2.510833462132921
OPENEYE_Name	[(2~{R},3~{R},4~{R},5~{R})-5-(2-amino-6-oxo-1~{H}-purin-9-yl)-3-hydroxy-4-methoxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
SMILES	c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)OC)nc([nH]c2=O)N
Canonical_SMILES	CO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(N)[nH]c2=O)COP(=O)(O)O
InChI	1/C11H16N5O8P/c1-22-7-6(17)4(2-23-25(19,20)21)24-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18/h3-4,6-7,10,17H,2H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/f/h15,19-20H,12H2
InChI_3D	1S/C11H16N5O8P/c1-22-7-6(17)4(2-23-25(19,20)21)24-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18/h3-4,6-7,10,17H,2H2,1H3,(H2,19,20,21)(H3,12,14,15,18)/t4-,6-,7-,10-/m1/s1
AuxInfo	1/1/N:10,11,1,8,2,6,7,3,4,9,5,16,12,13,15,14,20,17,18,21,22,23,24,19,25/E:(19,20,21)/F:10,11,1,8,2,6,7,3,4,9,5,16,12,13,15,14,20,17,21,22,18,23,24,19,25/E:(19,20)/rA:41cCCCCCCCCCCCNNNNNOOOOOOOOPHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s6;s6;s7;;s8;d1s2;s3d5;s1s3s9;s4s5;s5;d4;;s8s9;s6;;;s7s10;s11;d18s21s22s24;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s15;s16;s16;s20;s21;s22;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.1967,-5.1037,0;2.8661,-4.3588,0;1.2839,-4.6955,0;2.3665,-3.4907,0;5.0918,-2.7437,0;.7438,-6.3601,0;1.8258,-.1969,0;0,-2.0116,0;1.8258,-1.8263,0;-.868,-.5079,0;-1.7333,-2.0149,0;0,1,0;-.1821,-9.2136,0;1.384,-3.7002,0;3.6126,-6.1321,0;-.8247,-7.9538,0;1.0777,-8.5711,0;4.2825,-3.331,0;.4352,-7.3113,0;.1265,-8.2625,0;2.9178,-1.0115,0;1.9464,-5.5365,0;3.2007,-4.7303,0;.7945,-4.5928,0;2.8234,-3.2876,0;4.7982,-2.339,0;5.3855,-3.1484,0;5.4965,-2.45,0;1.2194,-6.5144,0;.2682,-6.2058,0;-1.3017,-.2592,0;-1.7326,-2.5149,0;-2.1667,-1.7655,0;3.5604,-6.6294,0;-1.1961,-8.2886,0;1.4491,-8.2364,0;
Duplicates	ChEBI44638
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000044500-0000044749/ChEBI44638.sdf