CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05553 (5502)

Formula C₂₂H₂₅N₆O₈P

MW 532.45

InChIKey NXHAXEBZOXCDKD-HQUDIHQVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 14

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP 1.6

logP 2.2618

PSA 188.99

MR 128.448

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -265.56639

PM7_Total_Energy_ev -6695.73709

PM7_Electronic_Energy_ev -58118.66386

PM7_Dipole_Debye 6.23137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.213

PM7_LUMO_Energy_ev -0.693

PM7_COSMO_Area_square_ang 507.41

PM7_COSMO_Volue_cubic_ang 574.93

PM7_Electron_Affinity_ev 0.693

PM7_Ionization_Energy_ev 9.213

PM7_Energy_Gap_ev 8.52

PM7_Global_Hardness_ev 4.26

PM7_Global_Softness_ev 0.2347417840375587

PM7_Chemical_Potential_ev -4.953

PM7_Electronigativity_ev 4.953

PM7_Back_Donation_Energy_ev -1.065

PM7_Electrophilicity_ev 2.8793672535211265

OPENEYE_Name [(2~{S},3~{a}~{R},4~{R},6~{R},6~{a}~{R})-4-[6-(ethylcarbamoylamino)purin-9-yl]-2-[(~{E})-styryl]-3~{a},4,6,6~{a}-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl dihydrogen phosphate

SMILES c1ccc(cc1)C=CC2OC3C(O2)C(OC3COP(=O)(O)O)n4cnc5c4ncnc5NC(=O)NCC

Canonical_SMILES CCNC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@@H]2[C@H]1O[C@H](O2)/C=C/c1ccccc1)COP(=O)(O)O

InChI 1/C22H25N6O8P/c1-2-23-22(29)27-19-16-20(25-11-24-19)28(12-26-16)21-18-17(14(34-21)10-33-37(30,31)32)35-15(36-18)9-8-13-6-4-3-5-7-13/h3-9,11-12,14-15,17-18,21H,2,10H2,1H3,(H2,30,31,32)(H2,23,24,25,27,29)/f/h23,27,30-31H

InChI_3D 1S/C22H25N6O8P/c1-2-23-22(29)27-19-16-20(25-11-24-19)28(12-26-16)21-18-17(14(34-21)10-33-37(30,31)32)35-15(36-18)9-8-13-6-4-3-5-7-13/h3-9,11-12,14-15,17-18,21H,2,10H2,1H3,(H2,30,31,32)(H2,23,24,25,27,29)/b9-8+/t14-,15+,17-,18-,21-/m1/s1

AuxInfo 1/1/N:20,22,1,2,3,4,5,12,13,21,6,7,8,18,15,9,16,17,11,10,19,14,28,24,23,25,27,26,29,30,34,35,36,33,31,32,37/E:(4,5)(6,7)(30,31,32)/F:20,22,1,2,3,4,5,12,13,21,6,7,8,18,15,9,16,17,11,10,19,14,28,24,23,25,27,26,29,34,35,30,36,33,31,32,37/E:(4,5)(6,7)(30,31)/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d9;s9;s8;w12;;s13;;s16;s16;s17;;s18;s20;d6s10;s6d11;d7s9;s7s10s19;s11s14;s14s22;d14;;s15s16;s15s17;s18s19;;;s21;d30s34s35s36;s1;s2;s3;s4;s5;s6;s7;s12;s13;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s27;s28;s34;s35;/rC:9.277,-3.2861,0;8.7792,-2.4187,0;8.7798,-4.1537,0;7.774,-2.419,0;7.7746,-4.154,0;-.868,-1.5137,0;2.4178,-1.0115,0;7.2666,-3.2867,0;.868,-.5079,0;.868,-1.515,0;;6.2666,-3.287,0;5.7663,-2.4212,0;-.866,1.5,0;4.7663,-2.4215,0;3.9492,-3.8272,0;3.2801,-3.0839,0;3.4491,-4.6933,0;2.3665,-3.4907,0;-2.5981,3.5,0;2.9083,-6.3576,0;-1.7321,3,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-.866,2.5,0;-1.7321,1,0;1.9811,-9.2107,0;4.8717,-3.4215,0;3.7824,-2.2128,0;2.4709,-4.4853,0;3.2412,-8.5687,0;1.3391,-7.9506,0;2.5992,-7.3086,0;2.2901,-8.2597,0;9.777,-3.2859,0;9.0297,-1.986,0;9.0306,-4.5863,0;7.5252,-1.9854,0;7.526,-4.5879,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;6.0168,-3.7201,0;6.0162,-1.9881,0;4.8184,-1.9242,0;4.2829,-4.1996,0;2.9455,-2.7124,0;3.9059,-4.8967,0;1.8774,-3.5946,0;-2.3481,3.933,0;-2.8481,3.067,0;-3.0311,3.75,0;2.4327,-6.2031,0;3.3838,-6.5121,0;-1.9821,2.567,0;-1.4821,3.433,0;.433,1.25,0;-.433,2.75,0;3.3451,-9.0578,0;1.2352,-7.4615,0;

Duplicates DB05553

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.sdf

Formula	C₂₂H₂₅N₆O₈P
MW	532.45
InChIKey	NXHAXEBZOXCDKD-HQUDIHQVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	14
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	1.6
logP	2.2618
PSA	188.99
MR	128.448
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-265.56639
PM7_Total_Energy_ev	-6695.73709
PM7_Electronic_Energy_ev	-58118.66386
PM7_Dipole_Debye	6.23137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.213
PM7_LUMO_Energy_ev	-0.693
PM7_COSMO_Area_square_ang	507.41
PM7_COSMO_Volue_cubic_ang	574.93
PM7_Electron_Affinity_ev	0.693
PM7_Ionization_Energy_ev	9.213
PM7_Energy_Gap_ev	8.52
PM7_Global_Hardness_ev	4.26
PM7_Global_Softness_ev	0.2347417840375587
PM7_Chemical_Potential_ev	-4.953
PM7_Electronigativity_ev	4.953
PM7_Back_Donation_Energy_ev	-1.065
PM7_Electrophilicity_ev	2.8793672535211265
OPENEYE_Name	[(2~{S},3~{a}~{R},4~{R},6~{R},6~{a}~{R})-4-[6-(ethylcarbamoylamino)purin-9-yl]-2-[(~{E})-styryl]-3~{a},4,6,6~{a}-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl dihydrogen phosphate
SMILES	c1ccc(cc1)C=CC2OC3C(O2)C(OC3COP(=O)(O)O)n4cnc5c4ncnc5NC(=O)NCC
Canonical_SMILES	CCNC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@@H]2[C@H]1O[C@H](O2)/C=C/c1ccccc1)COP(=O)(O)O
InChI	1/C22H25N6O8P/c1-2-23-22(29)27-19-16-20(25-11-24-19)28(12-26-16)21-18-17(14(34-21)10-33-37(30,31)32)35-15(36-18)9-8-13-6-4-3-5-7-13/h3-9,11-12,14-15,17-18,21H,2,10H2,1H3,(H2,30,31,32)(H2,23,24,25,27,29)/f/h23,27,30-31H
InChI_3D	1S/C22H25N6O8P/c1-2-23-22(29)27-19-16-20(25-11-24-19)28(12-26-16)21-18-17(14(34-21)10-33-37(30,31)32)35-15(36-18)9-8-13-6-4-3-5-7-13/h3-9,11-12,14-15,17-18,21H,2,10H2,1H3,(H2,30,31,32)(H2,23,24,25,27,29)/b9-8+/t14-,15+,17-,18-,21-/m1/s1
AuxInfo	1/1/N:20,22,1,2,3,4,5,12,13,21,6,7,8,18,15,9,16,17,11,10,19,14,28,24,23,25,27,26,29,30,34,35,36,33,31,32,37/E:(4,5)(6,7)(30,31,32)/F:20,22,1,2,3,4,5,12,13,21,6,7,8,18,15,9,16,17,11,10,19,14,28,24,23,25,27,26,29,34,35,30,36,33,31,32,37/E:(4,5)(6,7)(30,31)/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;;d9;s9;s8;w12;;s13;;s16;s16;s17;;s18;s20;d6s10;s6d11;d7s9;s7s10s19;s11s14;s14s22;d14;;s15s16;s15s17;s18s19;;;s21;d30s34s35s36;s1;s2;s3;s4;s5;s6;s7;s12;s13;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s27;s28;s34;s35;/rC:9.277,-3.2861,0;8.7792,-2.4187,0;8.7798,-4.1537,0;7.774,-2.419,0;7.7746,-4.154,0;-.868,-1.5137,0;2.4178,-1.0115,0;7.2666,-3.2867,0;.868,-.5079,0;.868,-1.515,0;;6.2666,-3.287,0;5.7663,-2.4212,0;-.866,1.5,0;4.7663,-2.4215,0;3.9492,-3.8272,0;3.2801,-3.0839,0;3.4491,-4.6933,0;2.3665,-3.4907,0;-2.5981,3.5,0;2.9083,-6.3576,0;-1.7321,3,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-.866,2.5,0;-1.7321,1,0;1.9811,-9.2107,0;4.8717,-3.4215,0;3.7824,-2.2128,0;2.4709,-4.4853,0;3.2412,-8.5687,0;1.3391,-7.9506,0;2.5992,-7.3086,0;2.2901,-8.2597,0;9.777,-3.2859,0;9.0297,-1.986,0;9.0306,-4.5863,0;7.5252,-1.9854,0;7.526,-4.5879,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;6.0168,-3.7201,0;6.0162,-1.9881,0;4.8184,-1.9242,0;4.2829,-4.1996,0;2.9455,-2.7124,0;3.9059,-4.8967,0;1.8774,-3.5946,0;-2.3481,3.933,0;-2.8481,3.067,0;-3.0311,3.75,0;2.4327,-6.2031,0;3.3838,-6.5121,0;-1.9821,2.567,0;-1.4821,3.433,0;.433,1.25,0;-.433,2.75,0;3.3451,-9.0578,0;1.2352,-7.4615,0;
Duplicates	DB05553
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05553.sdf