CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02059 (2316)

Formula C₁₅H₂₃N₅O₁₄P₂

MW 559.32

InChIKey SRNWOUGRCWSEMX-BNWFQBBXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 19

HB_Donor 8

HB_Acceptor 12

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 19

Lipinski_Violations 3

XLogP3 0

XLogP -3.56

logP -2.7015

PSA 311.14

MR 110.909

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -640.53329

PM7_Total_Energy_ev -7573.48681

PM7_Electronic_Energy_ev -70105.69909

PM7_Dipole_Debye 4.04143

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.442

PM7_LUMO_Energy_ev -1.613

PM7_COSMO_Area_square_ang 409.51

PM7_COSMO_Volue_cubic_ang 557.25

PM7_Electron_Affinity_ev 1.613

PM7_Ionization_Energy_ev 9.442

PM7_Energy_Gap_ev 7.829

PM7_Global_Hardness_ev 3.9145

PM7_Global_Softness_ev 0.2554604674926555

PM7_Chemical_Potential_ev -5.5275

PM7_Electronigativity_ev 5.5275

PM7_Back_Donation_Energy_ev -0.978625

PM7_Electrophilicity_ev 3.9025745625239496

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~{S},4~{R},5~{S})-3,4,5-trihydroxytetrahydrofuran-2-yl]methyl hydrogen phosphate

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)O

Canonical_SMILES O[C@@H]1[C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]2O[C@@H]([C@@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N

InChI 1/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/f/h26,28H,16H2

InChI_3D 1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1

AuxInfo 1/1/N:14,15,1,2,10,11,3,6,7,8,9,5,4,12,13,20,17,16,18,19,25,26,27,28,29,21,30,22,31,32,33,23,24,34,35,36/E:(26,27)(28,29)/F:14,15,1,2,10,11,3,6,7,8,9,5,4,12,13,20,17,16,18,19,25,26,27,28,29,30,21,31,22,32,33,23,24,34,35,36/rA:59cCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s6;s7;s6;s7;s8;s9;s10;s11;d1s4;s1d5;d2s3;s2s4s12;s5;;;s10s12;s11s13;s6;s7;s8;s9;s13;;;s14;s15;;d21s30s32s34;d22s31s33s34;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s14;s15;s15;s20;s20;s25;s26;s27;s28;s29;s30;s31;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;1.965,-4.3904,0;-3.668,-11.363,0;2.6343,-3.6455,0;-2.9986,-12.1079,0;1.0521,-3.9822,0;-3.1649,-10.4989,0;2.1348,-2.7774,0;-2.0823,-11.7037,0;.512,-5.6468,0;-2.6248,-8.8343,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;.846,-7.8578,0;-2.9588,-6.6233,0;1.1523,-2.9869,0;-2.1859,-10.7045,0;3.3809,-5.4188,0;-4.8414,-12.6613,0;4.0507,-2.6177,0;-2.1276,-13.6258,0;-1.1037,-11.4978,0;-.4138,-8.5003,0;-1.6989,-5.9807,0;.2034,-6.598,0;-2.3162,-7.8831,0;-1.0564,-7.2405,0;-.1052,-7.5492,0;-2.0076,-6.9319,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;-4.0717,-11.068,0;2.969,-4.017,0;-3.4037,-12.4011,0;.5628,-3.8795,0;-3.6213,-10.2948,0;2.5917,-2.5743,0;-1.9291,-12.1796,0;.9876,-5.8011,0;.0365,-5.4925,0;-3.1004,-8.68,0;-2.1492,-8.9886,0;-.433,1.25,0;.433,1.25,0;3.3287,-5.9161,0;-5.3303,-12.5564,0;4.5074,-2.8213,0;-2.3787,-14.0581,0;-.9482,-11.0226,0;-.0791,-8.8718,0;-2.0337,-5.6093,0;

Duplicates DB02059

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.sdf

Formula	C₁₅H₂₃N₅O₁₄P₂
MW	559.32
InChIKey	SRNWOUGRCWSEMX-BNWFQBBXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	19
HB_Donor	8
HB_Acceptor	12
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	19
Lipinski_Violations	3
XLogP3	0
XLogP	-3.56
logP	-2.7015
PSA	311.14
MR	110.909
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-640.53329
PM7_Total_Energy_ev	-7573.48681
PM7_Electronic_Energy_ev	-70105.69909
PM7_Dipole_Debye	4.04143
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.442
PM7_LUMO_Energy_ev	-1.613
PM7_COSMO_Area_square_ang	409.51
PM7_COSMO_Volue_cubic_ang	557.25
PM7_Electron_Affinity_ev	1.613
PM7_Ionization_Energy_ev	9.442
PM7_Energy_Gap_ev	7.829
PM7_Global_Hardness_ev	3.9145
PM7_Global_Softness_ev	0.2554604674926555
PM7_Chemical_Potential_ev	-5.5275
PM7_Electronigativity_ev	5.5275
PM7_Back_Donation_Energy_ev	-0.978625
PM7_Electrophilicity_ev	3.9025745625239496
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~{S},4~{R},5~{S})-3,4,5-trihydroxytetrahydrofuran-2-yl]methyl hydrogen phosphate
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]2O[C@@H]([C@@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
InChI	1/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/f/h26,28H,16H2
InChI_3D	1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1
AuxInfo	1/1/N:14,15,1,2,10,11,3,6,7,8,9,5,4,12,13,20,17,16,18,19,25,26,27,28,29,21,30,22,31,32,33,23,24,34,35,36/E:(26,27)(28,29)/F:14,15,1,2,10,11,3,6,7,8,9,5,4,12,13,20,17,16,18,19,25,26,27,28,29,30,21,31,22,32,33,23,24,34,35,36/rA:59cCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s6;s7;s6;s7;s8;s9;s10;s11;d1s4;s1d5;d2s3;s2s4s12;s5;;;s10s12;s11s13;s6;s7;s8;s9;s13;;;s14;s15;;d21s30s32s34;d22s31s33s34;s1;s2;s6;s7;s8;s9;s10;s11;s12;s13;s14;s14;s15;s15;s20;s20;s25;s26;s27;s28;s29;s30;s31;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;1.965,-4.3904,0;-3.668,-11.363,0;2.6343,-3.6455,0;-2.9986,-12.1079,0;1.0521,-3.9822,0;-3.1649,-10.4989,0;2.1348,-2.7774,0;-2.0823,-11.7037,0;.512,-5.6468,0;-2.6248,-8.8343,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;.846,-7.8578,0;-2.9588,-6.6233,0;1.1523,-2.9869,0;-2.1859,-10.7045,0;3.3809,-5.4188,0;-4.8414,-12.6613,0;4.0507,-2.6177,0;-2.1276,-13.6258,0;-1.1037,-11.4978,0;-.4138,-8.5003,0;-1.6989,-5.9807,0;.2034,-6.598,0;-2.3162,-7.8831,0;-1.0564,-7.2405,0;-.1052,-7.5492,0;-2.0076,-6.9319,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;-4.0717,-11.068,0;2.969,-4.017,0;-3.4037,-12.4011,0;.5628,-3.8795,0;-3.6213,-10.2948,0;2.5917,-2.5743,0;-1.9291,-12.1796,0;.9876,-5.8011,0;.0365,-5.4925,0;-3.1004,-8.68,0;-2.1492,-8.9886,0;-.433,1.25,0;.433,1.25,0;3.3287,-5.9161,0;-5.3303,-12.5564,0;4.5074,-2.8213,0;-2.3787,-14.0581,0;-.9482,-11.0226,0;-.0791,-8.8718,0;-2.0337,-5.6093,0;
Duplicates	DB02059
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02059.sdf