CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08185 (7753)

Formula C₁₆H₂₆N₅O₇PS

MW 463.44

InChIKey LCHGAOHLDYRACA-SWLLOMGYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 12

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 0.37

logP 0.8077

PSA 207.19

MR 109.434

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -306.76664

PM7_Total_Energy_ev -5669.13919

PM7_Electronic_Energy_ev -47917.39636

PM7_Dipole_Debye 1.57632

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.415

PM7_LUMO_Energy_ev -0.436

PM7_COSMO_Area_square_ang 428.05

PM7_COSMO_Volue_cubic_ang 512.03

PM7_Electron_Affinity_ev 0.436

PM7_Ionization_Energy_ev 8.415

PM7_Energy_Gap_ev 7.979

PM7_Global_Hardness_ev 3.9895

PM7_Global_Softness_ev 0.25065797719012406

PM7_Chemical_Potential_ev -4.4255

PM7_Electronigativity_ev 4.4255

PM7_Back_Donation_Energy_ev -0.997375

PM7_Electrophilicity_ev 2.454574539415967

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R})-3,4-dihydroxy-5-[6-(isopentylamino)-2-methylsulfanyl-purin-9-yl]tetrahydrofuran-2-yl]methyl dihydrogen phosphate

SMILES c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)nc(nc2NCCC(C)C)SC

Canonical_SMILES CSc1nc(NCCC(C)C)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O

InChI 1/C16H26N5O7PS/c1-8(2)4-5-17-13-10-14(20-16(19-13)30-3)21(7-18-10)15-12(23)11(22)9(28-15)6-27-29(24,25)26/h7-9,11-12,15,22-23H,4-6H2,1-3H3,(H,17,19,20)(H2,24,25,26)/f/h17,24-25H

InChI_3D 1S/C16H26N5O7PS/c1-8(2)4-5-17-13-10-14(20-16(19-13)30-3)21(7-18-10)15-12(23)11(22)9(28-15)6-27-29(24,25)26/h7-9,11-12,15,22-23H,4-6H2,1-3H3,(H,17,19,20)(H2,24,25,26)/t9-,11-,12-,15-/m1/s1

AuxInfo 1/1/N:10,11,12,14,15,13,1,16,8,2,6,7,4,3,9,5,21,17,19,18,20,24,25,22,26,27,28,23,29,30/E:(1,2)(24,25,26)/F:10,11,12,14,15,13,1,16,8,2,6,7,4,3,9,5,21,17,19,18,20,24,25,26,27,22,28,23,29,30/E:(1,2)(24,25)/rA:56cCCCCCCCCCCCCCCCCNNNNNOOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s6;s6;s7;;;;s8;;s14;s10s11s14;d1s2;s3d5;d4s5;s1s3s9;s4s15;;s8s9;s6;s7;;;s13;d22s26s27s28;s5s12;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s21;s24;s25;s26;s27;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;3.0981,1.634,0;3.4641,3,0;-1.7319,-3.0149,0;.512,-5.6468,0;1.7321,2,0;.866,1.5,0;2.5981,2.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-.4138,-8.5003,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.0564,-7.2405,0;.846,-7.8578,0;.2034,-6.598,0;-.1052,-7.5492,0;-1.7333,-2.0149,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;2.6651,1.384,0;3.5311,1.884,0;3.3481,1.201,0;3.7141,2.567,0;3.2141,3.433,0;3.8971,3.25,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;-1.7312,-3.5149,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9821,1.567,0;1.4821,2.433,0;1.116,1.067,0;.616,1.933,0;2.3481,2.933,0;-.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.4278,-7.5753,0;1.2174,-7.5231,0;

Duplicates DB08185

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.sdf

Formula	C₁₆H₂₆N₅O₇PS
MW	463.44
InChIKey	LCHGAOHLDYRACA-SWLLOMGYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	12
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	0.37
logP	0.8077
PSA	207.19
MR	109.434
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-306.76664
PM7_Total_Energy_ev	-5669.13919
PM7_Electronic_Energy_ev	-47917.39636
PM7_Dipole_Debye	1.57632
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.415
PM7_LUMO_Energy_ev	-0.436
PM7_COSMO_Area_square_ang	428.05
PM7_COSMO_Volue_cubic_ang	512.03
PM7_Electron_Affinity_ev	0.436
PM7_Ionization_Energy_ev	8.415
PM7_Energy_Gap_ev	7.979
PM7_Global_Hardness_ev	3.9895
PM7_Global_Softness_ev	0.25065797719012406
PM7_Chemical_Potential_ev	-4.4255
PM7_Electronigativity_ev	4.4255
PM7_Back_Donation_Energy_ev	-0.997375
PM7_Electrophilicity_ev	2.454574539415967
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R})-3,4-dihydroxy-5-[6-(isopentylamino)-2-methylsulfanyl-purin-9-yl]tetrahydrofuran-2-yl]methyl dihydrogen phosphate
SMILES	c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)nc(nc2NCCC(C)C)SC
Canonical_SMILES	CSc1nc(NCCC(C)C)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
InChI	1/C16H26N5O7PS/c1-8(2)4-5-17-13-10-14(20-16(19-13)30-3)21(7-18-10)15-12(23)11(22)9(28-15)6-27-29(24,25)26/h7-9,11-12,15,22-23H,4-6H2,1-3H3,(H,17,19,20)(H2,24,25,26)/f/h17,24-25H
InChI_3D	1S/C16H26N5O7PS/c1-8(2)4-5-17-13-10-14(20-16(19-13)30-3)21(7-18-10)15-12(23)11(22)9(28-15)6-27-29(24,25)26/h7-9,11-12,15,22-23H,4-6H2,1-3H3,(H,17,19,20)(H2,24,25,26)/t9-,11-,12-,15-/m1/s1
AuxInfo	1/1/N:10,11,12,14,15,13,1,16,8,2,6,7,4,3,9,5,21,17,19,18,20,24,25,22,26,27,28,23,29,30/E:(1,2)(24,25,26)/F:10,11,12,14,15,13,1,16,8,2,6,7,4,3,9,5,21,17,19,18,20,24,25,26,27,22,28,23,29,30/E:(1,2)(24,25)/rA:56cCCCCCCCCCCCCCCCCNNNNNOOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s6;s6;s7;;;;s8;;s14;s10s11s14;d1s2;s3d5;d4s5;s1s3s9;s4s15;;s8s9;s6;s7;;;s13;d22s26s27s28;s5s12;s1;s6;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s21;s24;s25;s26;s27;/rC:2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;3.0981,1.634,0;3.4641,3,0;-1.7319,-3.0149,0;.512,-5.6468,0;1.7321,2,0;.866,1.5,0;2.5981,2.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-.4138,-8.5003,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.0564,-7.2405,0;.846,-7.8578,0;.2034,-6.598,0;-.1052,-7.5492,0;-1.7333,-2.0149,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;2.6651,1.384,0;3.5311,1.884,0;3.3481,1.201,0;3.7141,2.567,0;3.2141,3.433,0;3.8971,3.25,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;-1.7312,-3.5149,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9821,1.567,0;1.4821,2.433,0;1.116,1.067,0;.616,1.933,0;2.3481,2.933,0;-.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.4278,-7.5753,0;1.2174,-7.5231,0;
Duplicates	DB08185
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08185.sdf