CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03148_s0_t1 (3424)

Formula C₁₁H₁₅N₅O₉P₂

MW 423.22

InChIKey AMRHVAUZRAIUKG-YXFJWBOANA-L

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 14

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 1

XLogP3 0

XLogP -4.33

logP -0.8397

PSA 245.89

MR 89.1791

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -386.18679

PM7_Total_Energy_ev -5496.14126

PM7_Electronic_Energy_ev -43423.32786

PM7_Dipole_Debye 15.15493

PM7_Point_Group C1

PM7_HOMO_Energy_ev -1.133

PM7_LUMO_Energy_ev 4.545

PM7_COSMO_Area_square_ang 315.85

PM7_COSMO_Volue_cubic_ang 404.85

PM7_Electron_Affinity_ev -4.545

PM7_Ionization_Energy_ev 1.133

PM7_Energy_Gap_ev 5.678

PM7_Global_Hardness_ev 2.839

PM7_Global_Softness_ev 0.3522367030644593

PM7_Chemical_Potential_ev 1.706

PM7_Electronigativity_ev -1.706

PM7_Back_Donation_Energy_ev -0.70975

PM7_Electrophilicity_ev 0.5125811905600564

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R})-5-(6-amino-7~{H}-purin-9-ium-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-(phosphonatomethyl)phosphinate

SMILES c1nc(c2c(n1)[n+](c[nH]2)C3C(C(C(O3)COP(=O)(CP(=O)([O-])[O-])[O-])O)O)N

Canonical_SMILES O[C@@H]1[C@@H](CO[P@@](=O)(CP(=O)(O)O)O)O[C@H]([C@@H]1O)n1c[nH]c2c1ncnc2N

InChI 1/C11H17N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H5,12,13,14,19,20,21,22,23)/p-2/fC11H15N5O9P2/h15H,12H2/q-2

InChI_3D 1S/C11H18N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,15,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1

AuxInfo 1/6/N:10,1,2,11,8,3,6,7,4,5,9,16,12,13,14,15,20,21,17,22,23,18,24,25,19,26,27/E:(19,20,21)(22,23)/F:m/E:m/rA:42cCCCCCCCCCCCNNNN+NOOOOOO-O-O-OPPHHHHHHHHHHHHHHH/rB:;;d3;s3;;s6;s6;s7;s8;;d1s4;s1d5;s2s3;d2s5s9;s4;;;s8s9;s6;s7;;;;s10;s11d17s22s23;s11d18s24s25;s1;s2;s6;s7;s8;s9;s10;s10;s11;s11;s14;s16;s16;s20;s21;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;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;6.9061,.406,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;8.3186,.4764,0;5.4937,.3355,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.8357,1.8184,0;8.2481,1.8888,0;6.9765,-1.0065,0;5.5641,-1.0769,0;7.5771,1.1474,0;6.2351,-.3355,0;-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;6.5354,.7415,0;7.2768,.0704,0;1.9803,.2786,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;

Duplicates DB03148_s0_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.sdf

Formula	C₁₁H₁₅N₅O₉P₂
MW	423.22
InChIKey	AMRHVAUZRAIUKG-YXFJWBOANA-L
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	14
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	1
XLogP3	0
XLogP	-4.33
logP	-0.8397
PSA	245.89
MR	89.1791
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-386.18679
PM7_Total_Energy_ev	-5496.14126
PM7_Electronic_Energy_ev	-43423.32786
PM7_Dipole_Debye	15.15493
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-1.133
PM7_LUMO_Energy_ev	4.545
PM7_COSMO_Area_square_ang	315.85
PM7_COSMO_Volue_cubic_ang	404.85
PM7_Electron_Affinity_ev	-4.545
PM7_Ionization_Energy_ev	1.133
PM7_Energy_Gap_ev	5.678
PM7_Global_Hardness_ev	2.839
PM7_Global_Softness_ev	0.3522367030644593
PM7_Chemical_Potential_ev	1.706
PM7_Electronigativity_ev	-1.706
PM7_Back_Donation_Energy_ev	-0.70975
PM7_Electrophilicity_ev	0.5125811905600564
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R})-5-(6-amino-7~{H}-purin-9-ium-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-(phosphonatomethyl)phosphinate
SMILES	c1nc(c2c(n1)[n+](c[nH]2)C3C(C(C(O3)COP(=O)(CP(=O)([O-])[O-])[O-])O)O)N
Canonical_SMILES	O[C@@H]1[C@@H](CO[P@@](=O)(CP(=O)(O)O)O)O[C@H]([C@@H]1O)n1c[nH]c2c1ncnc2N
InChI	1/C11H17N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H5,12,13,14,19,20,21,22,23)/p-2/fC11H15N5O9P2/h15H,12H2/q-2
InChI_3D	1S/C11H18N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,15,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1
AuxInfo	1/6/N:10,1,2,11,8,3,6,7,4,5,9,16,12,13,14,15,20,21,17,22,23,18,24,25,19,26,27/E:(19,20,21)(22,23)/F:m/E:m/rA:42cCCCCCCCCCCCNNNN+NOOOOOO-O-O-OPPHHHHHHHHHHHHHHH/rB:;;d3;s3;;s6;s6;s7;s8;;d1s4;s1d5;s2s3;d2s5s9;s4;;;s8s9;s6;s7;;;;s10;s11d17s22s23;s11d18s24s25;s1;s2;s6;s7;s8;s9;s10;s10;s11;s11;s14;s16;s16;s20;s21;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;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;6.9061,.406,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;8.3186,.4764,0;5.4937,.3355,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.8357,1.8184,0;8.2481,1.8888,0;6.9765,-1.0065,0;5.5641,-1.0769,0;7.5771,1.1474,0;6.2351,-.3355,0;-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;6.5354,.7415,0;7.2768,.0704,0;1.9803,.2786,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;
Duplicates	DB03148_s0_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03148_s0_t1.sdf