CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03905 (4202)

Formula C₂₅H₄₁N₈O₁₉P₃

MW 850.56

InChIKey WZEXTLJNSXEEHK-ABBYTHAPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 96

Number_Heavy_Atoms 55

Number_Rings 3

Number_Bonds 98

Rotat_Bonds 32

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 27

HB_Donor 11

HB_Acceptor 17

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 13

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 27

Lipinski_Violations 3

XLogP3 0

XLogP -4.82

logP -0.8602

PSA 442.39

MR 179.112

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -985.41756

PM7_Total_Energy_ev -11261.15578

PM7_Electronic_Energy_ev -137491.6084

PM7_Dipole_Debye 4.73681

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.077

PM7_LUMO_Energy_ev -1.421

PM7_COSMO_Area_square_ang 585.79

PM7_COSMO_Volue_cubic_ang 894.38

PM7_Electron_Affinity_ev 1.421

PM7_Ionization_Energy_ev 9.077

PM7_Energy_Gap_ev 7.656

PM7_Global_Hardness_ev 3.828

PM7_Global_Softness_ev 0.2612330198537095

PM7_Chemical_Potential_ev -5.249

PM7_Electronigativity_ev 5.249

PM7_Back_Donation_Energy_ev -0.957

PM7_Electrophilicity_ev 3.598746212121212

OPENEYE_Name 4-[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]ethylamino]-4-oxo-butanoic acid

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(C(=O)NCCC(=O)NCCNC(=O)CCC(=O)O)O)OP(=O)(O)O)O

Canonical_SMILES O=C(NCCNC(=O)CCC(=O)O)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/C25H41N8O19P3/c1-25(2,20(39)23(40)29-6-5-15(35)28-8-7-27-14(34)3-4-16(36)37)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(38)24(50-13)33-12-32-17-21(26)30-11-31-22(17)33/h11-13,18-20,24,38-39H,3-10H2,1-2H3,(H,27,34)(H,28,35)(H,29,40)(H,36,37)(H,44,45)(H,46,47)(H2,26,30,31)(H2,41,42,43)/f/h27-29,36,41-42,44,46H,26H2

InChI_3D 1S/C25H41N8O19P3/c1-25(2,20(39)23(40)29-6-5-15(35)28-8-7-27-14(34)3-4-16(36)37)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(38)24(50-13)33-12-32-17-21(26)30-11-31-22(17)33/h11-13,18-20,24,38-39H,3-10H2,1-2H3,(H,27,34)(H,28,35)(H,29,40)(H,36,37)(H,44,45)(H,46,47)(H2,26,30,31)(H2,41,42,43)/t13-,18-,19-,20+,24-/m1/s1

AuxInfo 1/1/N:14,15,16,18,17,20,21,22,19,23,1,2,12,6,7,9,3,11,10,24,5,4,8,13,25,30,31,32,33,27,26,28,29,34,35,37,42,43,44,36,38,45,46,39,47,40,48,50,51,41,49,52,53,54,55/E:(1,2)(36,37)(41,42,43)(44,45)(46,47)/F:14,15,16,18,17,20,21,22,19,23,1,2,12,6,7,9,3,11,10,24,5,4,8,13,25,30,31,32,33,27,26,28,29,34,35,42,37,43,44,36,45,46,38,47,39,48,40,50,51,41,49,52,53,54,55/E:(1,2)(41,42)/rA:96cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;;;;s10;s10;s11;;;s6;s7;s9s16;s12;s17;;s21;;s8;s14s15s23s24;d1s4;s1d5;d2s3;s2s4s13;s5;s6s21;s7s22;s8s20;d6;d7;d8;d9;;;;s12s13;s9;s11;s24;;;;;s10;s19;s23;;d38s45s46s49;d39s47s50s52;d40s48s51s52;s1;s2;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s30;s30;s31;s32;s33;s42;s43;s44;s45;s46;s47;s48;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;18.043,.6858,0;14.2895,-1.5303,0;11.5304,-3.8514,0;19.8076,3.1119,0;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;18.6312,1.4945,0;13.7013,-2.339,0;19.2194,2.3032,0;5.1341,-4.1453,0;13.1131,-3.1477,0;16.4604,-.0179,0;15.8722,-.8266,0;9.5453,-4.8806,0;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;17.0486,.7908,0;15.284,-1.6353,0;12.5249,-3.9564,0;18.4493,-.228,0;13.8832,-.6165,0;11.1242,-2.9376,0;19.4014,4.0257,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;20.8021,3.0069,0;.4908,-3.7742,0;10.1335,-4.0719,0;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;-1.3007,-1.7643,0;2.9178,-1.0115,0;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;19.0356,1.2004,0;18.2269,1.7886,0;13.2969,-2.0449,0;14.1057,-2.6331,0;18.8151,2.5973,0;19.6238,2.0091,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.7087,-2.8536,0;13.5175,-3.4418,0;16.8647,-.312,0;16.056,.2762,0;15.4678,-.5325,0;16.2765,-1.1207,0;9.8394,-4.4763,0;9.2512,-5.285,0;11.3466,-4.9542,0;-.433,1.25,0;.433,1.25,0;16.8454,1.2477,0;15.4871,-2.0922,0;12.728,-4.4133,0;21.0962,3.4113,0;.241,-4.2073,0;10.186,-3.5747,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;

Duplicates DB03905

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.sdf

Formula	C₂₅H₄₁N₈O₁₉P₃
MW	850.56
InChIKey	WZEXTLJNSXEEHK-ABBYTHAPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	96
Number_Heavy_Atoms	55
Number_Rings	3
Number_Bonds	98
Rotat_Bonds	32
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	27
HB_Donor	11
HB_Acceptor	17
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	13
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	27
Lipinski_Violations	3
XLogP3	0
XLogP	-4.82
logP	-0.8602
PSA	442.39
MR	179.112
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-985.41756
PM7_Total_Energy_ev	-11261.15578
PM7_Electronic_Energy_ev	-137491.6084
PM7_Dipole_Debye	4.73681
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.077
PM7_LUMO_Energy_ev	-1.421
PM7_COSMO_Area_square_ang	585.79
PM7_COSMO_Volue_cubic_ang	894.38
PM7_Electron_Affinity_ev	1.421
PM7_Ionization_Energy_ev	9.077
PM7_Energy_Gap_ev	7.656
PM7_Global_Hardness_ev	3.828
PM7_Global_Softness_ev	0.2612330198537095
PM7_Chemical_Potential_ev	-5.249
PM7_Electronigativity_ev	5.249
PM7_Back_Donation_Energy_ev	-0.957
PM7_Electrophilicity_ev	3.598746212121212
OPENEYE_Name	4-[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]ethylamino]-4-oxo-butanoic acid
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC(C)(C)C(C(=O)NCCC(=O)NCCNC(=O)CCC(=O)O)O)OP(=O)(O)O)O
Canonical_SMILES	O=C(NCCNC(=O)CCC(=O)O)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/C25H41N8O19P3/c1-25(2,20(39)23(40)29-6-5-15(35)28-8-7-27-14(34)3-4-16(36)37)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(38)24(50-13)33-12-32-17-21(26)30-11-31-22(17)33/h11-13,18-20,24,38-39H,3-10H2,1-2H3,(H,27,34)(H,28,35)(H,29,40)(H,36,37)(H,44,45)(H,46,47)(H2,26,30,31)(H2,41,42,43)/f/h27-29,36,41-42,44,46H,26H2
InChI_3D	1S/C25H41N8O19P3/c1-25(2,20(39)23(40)29-6-5-15(35)28-8-7-27-14(34)3-4-16(36)37)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(38)24(50-13)33-12-32-17-21(26)30-11-31-22(17)33/h11-13,18-20,24,38-39H,3-10H2,1-2H3,(H,27,34)(H,28,35)(H,29,40)(H,36,37)(H,44,45)(H,46,47)(H2,26,30,31)(H2,41,42,43)/t13-,18-,19-,20+,24-/m1/s1
AuxInfo	1/1/N:14,15,16,18,17,20,21,22,19,23,1,2,12,6,7,9,3,11,10,24,5,4,8,13,25,30,31,32,33,27,26,28,29,34,35,37,42,43,44,36,38,45,46,39,47,40,48,50,51,41,49,52,53,54,55/E:(1,2)(36,37)(41,42,43)(44,45)(46,47)/F:14,15,16,18,17,20,21,22,19,23,1,2,12,6,7,9,3,11,10,24,5,4,8,13,25,30,31,32,33,27,26,28,29,34,35,42,37,43,44,36,45,46,38,47,39,48,40,50,51,41,49,52,53,54,55/E:(1,2)(41,42)/rA:96cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;;;;s10;s10;s11;;;s6;s7;s9s16;s12;s17;;s21;;s8;s14s15s23s24;d1s4;s1d5;d2s3;s2s4s13;s5;s6s21;s7s22;s8s20;d6;d7;d8;d9;;;;s12s13;s9;s11;s24;;;;;s10;s19;s23;;d38s45s46s49;d39s47s50s52;d40s48s51s52;s1;s2;s10;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s30;s30;s31;s32;s33;s42;s43;s44;s45;s46;s47;s48;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;18.043,.6858,0;14.2895,-1.5303,0;11.5304,-3.8514,0;19.8076,3.1119,0;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;18.6312,1.4945,0;13.7013,-2.339,0;19.2194,2.3032,0;5.1341,-4.1453,0;13.1131,-3.1477,0;16.4604,-.0179,0;15.8722,-.8266,0;9.5453,-4.8806,0;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;17.0486,.7908,0;15.284,-1.6353,0;12.5249,-3.9564,0;18.4493,-.228,0;13.8832,-.6165,0;11.1242,-2.9376,0;19.4014,4.0257,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;20.8021,3.0069,0;.4908,-3.7742,0;10.1335,-4.0719,0;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;-1.3007,-1.7643,0;2.9178,-1.0115,0;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;19.0356,1.2004,0;18.2269,1.7886,0;13.2969,-2.0449,0;14.1057,-2.6331,0;18.8151,2.5973,0;19.6238,2.0091,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.7087,-2.8536,0;13.5175,-3.4418,0;16.8647,-.312,0;16.056,.2762,0;15.4678,-.5325,0;16.2765,-1.1207,0;9.8394,-4.4763,0;9.2512,-5.285,0;11.3466,-4.9542,0;-.433,1.25,0;.433,1.25,0;16.8454,1.2477,0;15.4871,-2.0922,0;12.728,-4.4133,0;21.0962,3.4113,0;.241,-4.2073,0;10.186,-3.5747,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;
Duplicates	DB03905
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03905.sdf