CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04117 (4415)

Formula C₃₂H₄₇N₈O₁₇P₃S

MW 940.75

InChIKey WWUPGKDRUIPTRA-XGFHWIPZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 108

Number_Heavy_Atoms 61

Number_Rings 4

Number_Bonds 111

Rotat_Bonds 31

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 25

HB_Donor 9

HB_Acceptor 15

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 25

Lipinski_Violations 3

XLogP3 0

XLogP -0.09

logP 1.8071

PSA 421.6

MR 216.334

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -828.90514

PM7_Total_Energy_ev -11785.81161

PM7_Electronic_Energy_ev -153957.03368

PM7_Dipole_Debye 12.38422

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.927

PM7_LUMO_Energy_ev -1.733

PM7_COSMO_Area_square_ang 660.82

PM7_COSMO_Volue_cubic_ang 1040.61

PM7_Electron_Affinity_ev 1.733

PM7_Ionization_Energy_ev 7.927

PM7_Energy_Gap_ev 6.194

PM7_Global_Hardness_ev 3.097

PM7_Global_Softness_ev 0.32289312237649337

PM7_Chemical_Potential_ev -4.83

PM7_Electronigativity_ev 4.83

PM7_Back_Donation_Energy_ev -0.77425

PM7_Electrophilicity_ev 3.766370681304488

OPENEYE_Name ~{S}-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] (~{E})-3-[4-(dimethylamino)phenyl]prop-2-enethioate

SMILES c1cc(ccc1C=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)OP(=O)(O)O)O)N(C)C

Canonical_SMILES O=C(NCCSC(=O)/C=C/c1ccc(cc1)N(C)C)CCNC(=O)[C@@H](C(CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O

InChI 1/C32H47N8O17P3S/c1-32(2,27(44)30(45)35-12-11-22(41)34-13-14-61-23(42)10-7-19-5-8-20(9-6-19)39(3)4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)40-18-38-24-28(33)36-17-37-29(24)40/h5-10,17-18,21,25-27,31,43-44H,11-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/f/h34-35,46-47,49,51H,33H2

InChI_3D 1S/C32H47N8O17P3S/c1-32(2,27(44)30(45)35-12-11-22(41)34-13-14-61-23(42)10-7-19-5-8-20(9-6-19)39(3)4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)40-18-38-24-28(33)36-17-37-29(24)40/h5-10,17-18,21,25-27,31,43-44H,11-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/b10-7+/t21-,25-,26-,27+,31-/m1/s1

AuxInfo 1/1/N:21,22,23,24,1,2,12,3,4,13,25,27,28,30,26,29,5,6,7,9,19,15,14,8,18,17,31,11,10,16,20,32,37,38,39,34,33,35,40,36,42,41,48,49,43,44,50,51,45,52,46,53,55,56,47,54,57,58,59,60,61/E:(1,2)(3,4)(5,6)(8,9)(46,47,48)(49,50)(51,52)/F:21,22,23,24,1,2,12,3,4,13,25,27,28,30,26,29,5,6,7,9,19,15,14,8,18,17,31,11,10,16,20,32,37,38,39,34,33,35,40,36,42,41,48,49,43,50,51,44,52,45,53,46,55,56,47,54,57,58,59,60,61/E:(1,2)(3,4)(5,6)(8,9)(46,47)/rA:108cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;s3d4;d8;s8;s7;w12;s13;;;;s17;s17;s18;;;;;s15;s19;s25;;;s28;s16;s21s22s29s31;d5s10;s5d11;d6s8;s6s10s20;s11;s15s28;s16s27;s9s23s24;d14;d15;d16;;;;s19s20;s18;s31;;;;;s17;s26;s29;;d44s50s51s54;d45s52s55s57;d46s53s56s57;s14s30;s1;s2;s3;s4;s5;s6;s12;s13;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s30;s31;s37;s37;s38;s39;s48;s49;s50;s51;s52;s53;/rC:11.042,5.7809,0;10.8597,4.0555,0;10.0423,5.8865,0;9.8601,4.1611,0;-.868,-1.5137,0;2.4178,-1.0115,0;11.4456,4.866,0;.868,-.5079,0;9.4463,5.0772,0;.868,-1.515,0;;12.4401,4.761,0;12.8463,3.8472,0;13.8408,3.7422,0;12.8888,-.5115,0;11.5304,-3.8514,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;9.7658,-6.2775,0;11.1627,-6.057,0;8.0456,6.0959,0;7.8637,4.3735,0;12.3006,-1.3202,0;5.1341,-4.1453,0;11.7124,-2.1289,0;13.0707,1.211,0;9.5453,-4.8806,0;13.6589,2.0197,0;10.9422,-4.6601,0;10.354,-5.4688,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;12.4825,.4023,0;11.1242,-2.9376,0;8.4519,5.1822,0;14.429,4.5509,0;13.8832,-.6165,0;12.5249,-3.9564,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;.4908,-3.7742,0;11.7509,-5.2483,0;3.3207,-6.9071,0;1.4187,-6.2886,0;7.5602,-5.9099,0;7.1192,-3.116,0;2.679,-5.6469,0;5.9428,-4.7335,0;8.7366,-4.2924,0;7.3397,-4.5129,0;2.3697,-6.5978,0;6.7515,-5.3217,0;7.9279,-3.7042,0;14.2471,2.8284,0;11.3367,6.1849,0;11.0635,3.599,0;9.8406,6.344,0;9.5672,3.7559,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;12.7342,5.1653,0;12.5522,3.4428,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.0543,-2.7452,0;1.6458,-2.8816,0;9.3615,-5.9834,0;10.1702,-6.5716,0;9.4717,-6.6819,0;10.8686,-6.4614,0;11.4568,-5.6527,0;11.5671,-6.3511,0;8.5025,6.2991,0;7.5887,5.8928,0;7.8425,6.5528,0;7.4593,4.6676,0;8.268,4.0794,0;7.5696,3.9691,0;12.7049,-1.6143,0;11.8962,-1.0261,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.1167,-2.423,0;11.308,-1.8348,0;13.475,.9169,0;12.6663,1.5051,0;9.2512,-5.285,0;9.8394,-4.4763,0;13.2545,2.3138,0;14.0632,1.7256,0;10.5379,-4.366,0;-.433,1.25,0;.433,1.25,0;11.9853,.4548,0;10.6269,-2.8851,0;.241,-4.2073,0;12.2078,-5.0452,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;

Duplicates DB04117

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.sdf

Formula	C₃₂H₄₇N₈O₁₇P₃S
MW	940.75
InChIKey	WWUPGKDRUIPTRA-XGFHWIPZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	108
Number_Heavy_Atoms	61
Number_Rings	4
Number_Bonds	111
Rotat_Bonds	31
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	25
HB_Donor	9
HB_Acceptor	15
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	25
Lipinski_Violations	3
XLogP3	0
XLogP	-0.09
logP	1.8071
PSA	421.6
MR	216.334
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-828.90514
PM7_Total_Energy_ev	-11785.81161
PM7_Electronic_Energy_ev	-153957.03368
PM7_Dipole_Debye	12.38422
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.927
PM7_LUMO_Energy_ev	-1.733
PM7_COSMO_Area_square_ang	660.82
PM7_COSMO_Volue_cubic_ang	1040.61
PM7_Electron_Affinity_ev	1.733
PM7_Ionization_Energy_ev	7.927
PM7_Energy_Gap_ev	6.194
PM7_Global_Hardness_ev	3.097
PM7_Global_Softness_ev	0.32289312237649337
PM7_Chemical_Potential_ev	-4.83
PM7_Electronigativity_ev	4.83
PM7_Back_Donation_Energy_ev	-0.77425
PM7_Electrophilicity_ev	3.766370681304488
OPENEYE_Name	~{S}-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] (~{E})-3-[4-(dimethylamino)phenyl]prop-2-enethioate
SMILES	c1cc(ccc1C=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)OP(=O)(O)O)O)N(C)C
Canonical_SMILES	O=C(NCCSC(=O)/C=C/c1ccc(cc1)N(C)C)CCNC(=O)[C@@H](C(CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
InChI	1/C32H47N8O17P3S/c1-32(2,27(44)30(45)35-12-11-22(41)34-13-14-61-23(42)10-7-19-5-8-20(9-6-19)39(3)4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)40-18-38-24-28(33)36-17-37-29(24)40/h5-10,17-18,21,25-27,31,43-44H,11-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/f/h34-35,46-47,49,51H,33H2
InChI_3D	1S/C32H47N8O17P3S/c1-32(2,27(44)30(45)35-12-11-22(41)34-13-14-61-23(42)10-7-19-5-8-20(9-6-19)39(3)4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)40-18-38-24-28(33)36-17-37-29(24)40/h5-10,17-18,21,25-27,31,43-44H,11-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/b10-7+/t21-,25-,26-,27+,31-/m1/s1
AuxInfo	1/1/N:21,22,23,24,1,2,12,3,4,13,25,27,28,30,26,29,5,6,7,9,19,15,14,8,18,17,31,11,10,16,20,32,37,38,39,34,33,35,40,36,42,41,48,49,43,44,50,51,45,52,46,53,55,56,47,54,57,58,59,60,61/E:(1,2)(3,4)(5,6)(8,9)(46,47,48)(49,50)(51,52)/F:21,22,23,24,1,2,12,3,4,13,25,27,28,30,26,29,5,6,7,9,19,15,14,8,18,17,31,11,10,16,20,32,37,38,39,34,33,35,40,36,42,41,48,49,43,50,51,44,52,45,53,46,55,56,47,54,57,58,59,60,61/E:(1,2)(3,4)(5,6)(8,9)(46,47)/rA:108cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;s3d4;d8;s8;s7;w12;s13;;;;s17;s17;s18;;;;;s15;s19;s25;;;s28;s16;s21s22s29s31;d5s10;s5d11;d6s8;s6s10s20;s11;s15s28;s16s27;s9s23s24;d14;d15;d16;;;;s19s20;s18;s31;;;;;s17;s26;s29;;d44s50s51s54;d45s52s55s57;d46s53s56s57;s14s30;s1;s2;s3;s4;s5;s6;s12;s13;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s30;s31;s37;s37;s38;s39;s48;s49;s50;s51;s52;s53;/rC:11.042,5.7809,0;10.8597,4.0555,0;10.0423,5.8865,0;9.8601,4.1611,0;-.868,-1.5137,0;2.4178,-1.0115,0;11.4456,4.866,0;.868,-.5079,0;9.4463,5.0772,0;.868,-1.515,0;;12.4401,4.761,0;12.8463,3.8472,0;13.8408,3.7422,0;12.8888,-.5115,0;11.5304,-3.8514,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;9.7658,-6.2775,0;11.1627,-6.057,0;8.0456,6.0959,0;7.8637,4.3735,0;12.3006,-1.3202,0;5.1341,-4.1453,0;11.7124,-2.1289,0;13.0707,1.211,0;9.5453,-4.8806,0;13.6589,2.0197,0;10.9422,-4.6601,0;10.354,-5.4688,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;12.4825,.4023,0;11.1242,-2.9376,0;8.4519,5.1822,0;14.429,4.5509,0;13.8832,-.6165,0;12.5249,-3.9564,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;.4908,-3.7742,0;11.7509,-5.2483,0;3.3207,-6.9071,0;1.4187,-6.2886,0;7.5602,-5.9099,0;7.1192,-3.116,0;2.679,-5.6469,0;5.9428,-4.7335,0;8.7366,-4.2924,0;7.3397,-4.5129,0;2.3697,-6.5978,0;6.7515,-5.3217,0;7.9279,-3.7042,0;14.2471,2.8284,0;11.3367,6.1849,0;11.0635,3.599,0;9.8406,6.344,0;9.5672,3.7559,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;12.7342,5.1653,0;12.5522,3.4428,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.0543,-2.7452,0;1.6458,-2.8816,0;9.3615,-5.9834,0;10.1702,-6.5716,0;9.4717,-6.6819,0;10.8686,-6.4614,0;11.4568,-5.6527,0;11.5671,-6.3511,0;8.5025,6.2991,0;7.5887,5.8928,0;7.8425,6.5528,0;7.4593,4.6676,0;8.268,4.0794,0;7.5696,3.9691,0;12.7049,-1.6143,0;11.8962,-1.0261,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.1167,-2.423,0;11.308,-1.8348,0;13.475,.9169,0;12.6663,1.5051,0;9.2512,-5.285,0;9.8394,-4.4763,0;13.2545,2.3138,0;14.0632,1.7256,0;10.5379,-4.366,0;-.433,1.25,0;.433,1.25,0;11.9853,.4548,0;10.6269,-2.8851,0;.241,-4.2073,0;12.2078,-5.0452,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;
Duplicates	DB04117
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04117.sdf