CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01774 (2005)

Formula C₁₆H₂₅N₅O₁₅P₂

MW 589.35

InChIKey WFPZSXYXPSUOPY-LPCVQFAXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 20

HB_Donor 9

HB_Acceptor 13

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 13

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 20

Lipinski_Violations 3

XLogP3 0

XLogP -3.86

logP -3.3406

PSA 331.37

MR 116.878

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -677.18986

PM7_Total_Energy_ev -8018.05351

PM7_Electronic_Energy_ev -78187.31447

PM7_Dipole_Debye 5.69935

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.755

PM7_LUMO_Energy_ev -1.928

PM7_COSMO_Area_square_ang 421.7

PM7_COSMO_Volue_cubic_ang 584.44

PM7_Electron_Affinity_ev 1.928

PM7_Ionization_Energy_ev 8.755

PM7_Energy_Gap_ev 6.827

PM7_Global_Hardness_ev 3.4135

PM7_Global_Softness_ev 0.29295444558371175

PM7_Chemical_Potential_ev -5.3415

PM7_Electronigativity_ev 5.3415

PM7_Back_Donation_Energy_ev -0.853375

PM7_Electrophilicity_ev 4.179232788926322

OPENEYE_Name [[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H](O[P@@](=O)(O[P@@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/f/h28,30H,17H2

InChI_3D 1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

AuxInfo 1/1/N:16,15,1,2,12,11,3,7,8,6,9,10,5,4,13,14,21,18,17,19,20,31,27,28,26,29,30,23,33,22,32,35,24,25,34,36,38,37/E:(28,29)(30,31)/F:16,15,1,2,12,11,3,7,8,6,9,10,5,4,13,14,21,18,17,19,20,31,27,28,26,29,30,33,23,32,22,35,24,25,34,36,38,37/rA:63cCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;s6;;s8;s6;s8;s7;s9;s10;s11;s12;d1s4;s1d5;d2s3;s2s4s13;s5;;;s11s13;s12s14;s6;s7;s8;s9;s10;s16;;;s14;s15;;d22s32s34s36;d23s33s35s36;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s21;s21;s26;s27;s28;s29;s30;s31;s32;s33;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-3.4327,-10.3699,0;-4.319,-9.9068,0;1.965,-4.3904,0;2.6343,-3.6455,0;-2.5854,-9.8387,0;1.0521,-3.9822,0;-4.3585,-8.9024,0;2.1348,-2.7774,0;-2.6248,-8.8343,0;.512,-5.6468,0;-5.0275,-7.2853,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-2.9588,-6.6233,0;.846,-7.8578,0;1.1523,-2.9869,0;-3.5116,-8.361,0;-2.2573,-11.6664,0;-4.8493,-11.5745,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-.8748,-9.4691,0;-5.4097,-6.3612,0;-1.6989,-5.9807,0;-.4138,-8.5003,0;-2.3162,-7.8831,0;.2034,-6.598,0;-1.0564,-7.2405,0;-2.0076,-6.9319,0;-.1052,-7.5492,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-3.7384,-10.7655,0;-4.8145,-9.8398,0;1.7146,-4.8232,0;2.969,-4.017,0;-2.3969,-10.3018,0;.5628,-3.8795,0;-4.8469,-9.0094,0;2.5917,-2.5743,0;-2.1295,-8.9027,0;.9876,-5.8011,0;.0365,-5.4925,0;-5.4895,-7.4764,0;-4.5654,-7.0942,0;-.433,1.25,0;.433,1.25,0;-2.4102,-12.1425,0;-5.3377,-11.6815,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-.539,-9.8395,0;-5.9054,-6.2958,0;-2.0337,-5.6093,0;-.0791,-8.8718,0;

Duplicates DB01774

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.sdf

Formula	C₁₆H₂₅N₅O₁₅P₂
MW	589.35
InChIKey	WFPZSXYXPSUOPY-LPCVQFAXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	20
HB_Donor	9
HB_Acceptor	13
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	13
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	20
Lipinski_Violations	3
XLogP3	0
XLogP	-3.86
logP	-3.3406
PSA	331.37
MR	116.878
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-677.18986
PM7_Total_Energy_ev	-8018.05351
PM7_Electronic_Energy_ev	-78187.31447
PM7_Dipole_Debye	5.69935
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.755
PM7_LUMO_Energy_ev	-1.928
PM7_COSMO_Area_square_ang	421.7
PM7_COSMO_Volue_cubic_ang	584.44
PM7_Electron_Affinity_ev	1.928
PM7_Ionization_Energy_ev	8.755
PM7_Energy_Gap_ev	6.827
PM7_Global_Hardness_ev	3.4135
PM7_Global_Softness_ev	0.29295444558371175
PM7_Chemical_Potential_ev	-5.3415
PM7_Electronigativity_ev	5.3415
PM7_Back_Donation_Energy_ev	-0.853375
PM7_Electrophilicity_ev	4.179232788926322
OPENEYE_Name	[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](O[P@@](=O)(O[P@@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/f/h28,30H,17H2
InChI_3D	1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1
AuxInfo	1/1/N:16,15,1,2,12,11,3,7,8,6,9,10,5,4,13,14,21,18,17,19,20,31,27,28,26,29,30,23,33,22,32,35,24,25,34,36,38,37/E:(28,29)(30,31)/F:16,15,1,2,12,11,3,7,8,6,9,10,5,4,13,14,21,18,17,19,20,31,27,28,26,29,30,33,23,32,22,35,24,25,34,36,38,37/rA:63cCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;s6;;s8;s6;s8;s7;s9;s10;s11;s12;d1s4;s1d5;d2s3;s2s4s13;s5;;;s11s13;s12s14;s6;s7;s8;s9;s10;s16;;;s14;s15;;d22s32s34s36;d23s33s35s36;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s21;s21;s26;s27;s28;s29;s30;s31;s32;s33;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-3.4327,-10.3699,0;-4.319,-9.9068,0;1.965,-4.3904,0;2.6343,-3.6455,0;-2.5854,-9.8387,0;1.0521,-3.9822,0;-4.3585,-8.9024,0;2.1348,-2.7774,0;-2.6248,-8.8343,0;.512,-5.6468,0;-5.0275,-7.2853,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-2.9588,-6.6233,0;.846,-7.8578,0;1.1523,-2.9869,0;-3.5116,-8.361,0;-2.2573,-11.6664,0;-4.8493,-11.5745,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-.8748,-9.4691,0;-5.4097,-6.3612,0;-1.6989,-5.9807,0;-.4138,-8.5003,0;-2.3162,-7.8831,0;.2034,-6.598,0;-1.0564,-7.2405,0;-2.0076,-6.9319,0;-.1052,-7.5492,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-3.7384,-10.7655,0;-4.8145,-9.8398,0;1.7146,-4.8232,0;2.969,-4.017,0;-2.3969,-10.3018,0;.5628,-3.8795,0;-4.8469,-9.0094,0;2.5917,-2.5743,0;-2.1295,-8.9027,0;.9876,-5.8011,0;.0365,-5.4925,0;-5.4895,-7.4764,0;-4.5654,-7.0942,0;-.433,1.25,0;.433,1.25,0;-2.4102,-12.1425,0;-5.3377,-11.6815,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-.539,-9.8395,0;-5.9054,-6.2958,0;-2.0337,-5.6093,0;-.0791,-8.8718,0;
Duplicates	DB01774
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01774.sdf