CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03147 (3422)

Formula C₂₇H₃₃N₉O₁₅P₂

MW 785.56

InChIKey VWWQXMAJTJZDQX-VVAMHESLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 86

Number_Heavy_Atoms 53

Number_Rings 6

Number_Bonds 91

Rotat_Bonds 20

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 24

HB_Donor 9

HB_Acceptor 14

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 15

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 24

Lipinski_Violations 3

XLogP3 0

XLogP -2.5

logP -1.7944

PSA 382.55

MR 178.136

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -633.63783

PM7_Total_Energy_ev -10222.75043

PM7_Electronic_Energy_ev -119694.53371

PM7_Dipole_Debye 8.27468

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.089

PM7_LUMO_Energy_ev -1.842

PM7_COSMO_Area_square_ang 575.93

PM7_COSMO_Volue_cubic_ang 809.73

PM7_Electron_Affinity_ev 1.842

PM7_Ionization_Energy_ev 9.089

PM7_Energy_Gap_ev 7.247

PM7_Global_Hardness_ev 3.6235

PM7_Global_Softness_ev 0.27597626604112047

PM7_Chemical_Potential_ev -5.4655

PM7_Electronigativity_ev 5.4655

PM7_Back_Donation_Energy_ev -0.905875

PM7_Electrophilicity_ev 4.121938767765972

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~{S})-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] hydrogen phosphate

SMILES c1c(c(cc2c1nc-3c(=O)[nH]c(=O)nc3n2CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)C)C

Canonical_SMILES O=c1[nH]c(=O)c2c(n1)n(C[C@@H]([C@@H]([C@@H](CO[P@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc3c1ncnc3N)O)O)O)O)O)c1c(n2)cc(c(c1)C)C

InChI 1/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/f/h34,44,46H,28H2

InChI_3D 1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1

AuxInfo 1/1/N:20,21,1,2,23,24,22,3,4,5,6,8,9,25,26,18,7,12,27,16,17,11,10,13,14,19,15,36,29,28,30,31,32,34,35,33,44,45,46,42,43,37,38,40,48,39,47,50,49,41,51,53,52/E:(44,45)(46,47)/F:20,21,1,2,23,24,22,3,4,5,6,8,9,25,26,18,7,12,27,16,17,11,10,13,14,19,15,36,29,28,30,31,32,34,35,33,44,45,46,42,43,37,38,48,40,47,39,50,49,41,51,53,52/rA:86cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNNOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;;s1;s2d8;d7;s7;;s12;s12;;;s16;s16;s17;s5;s6;s18;;;s23;s24;s25s26;d3s10;s3d11;d4s7;s8d12;d13s15;s4s10s19;s14s15;s9s13s23;s11;d14;d15;;;s18s19;s16;s17;s25;s26;s27;;;s22;s24;;d39s47s49s51;d40s48s50s51;s1;s2;s3;s4;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s34;s36;s36;s42;s43;s44;s45;s46;s47;s48;/rC:-.8743,1.5146,0;-.8736,-.5016,0;-2.0356,-13.0052,0;-5.0075,-14.4941,0;-.0004,1.0081,0;;-3.3779,-14.4964,0;-1.7423,1.0075,0;-1.742,-.0006,0;-3.6878,-13.5381,0;-2.3957,-14.7125,0;-3.48,1.0053,0;-3.4787,-.0003,0;-4.3479,1.5131,0;-5.2158,-.0003,0;-5.6164,-11.1398,0;-6.024,-12.0546,0;-4.6222,-11.2473,0;-5.2816,-12.7268,0;.8659,1.5075,0;.8655,-.5009,0;-4.6206,-9.4973,0;-2.613,-1.4992,0;-2.6168,-5.4992,0;-2.6139,-2.4992,0;-2.6158,-4.4992,0;-2.6149,-3.4992,0;-3.0147,-12.7985,0;-1.7261,-13.9622,0;-4.1935,-15.087,0;-2.6146,1.512,0;-4.3479,-.4981,0;-4.6949,-13.5367,0;-5.2158,1.0053,0;-2.612,-.4992,0;-2.088,-15.664,0;-4.3479,2.5131,0;-6.0811,-.5015,0;-5.6187,-7.4963,0;-1.6187,-7.5001,0;-4.4112,-12.2252,0;-7.28,-10.597,0;-7.0554,-13.4684,0;-1.6139,-2.5001,0;-3.6158,-4.4982,0;-3.6149,-3.4982,0;-4.6177,-6.4973,0;-2.6196,-8.4992,0;-4.6196,-8.4973,0;-2.6177,-6.4992,0;-3.6187,-7.4982,0;-4.6187,-7.4973,0;-2.6187,-7.4992,0;-.8752,2.0146,0;-.8741,-1.0016,0;-1.7011,-12.6336,0;-5.4832,-14.648,0;-5.5114,-10.651,0;-6.4567,-11.8041,0;-4.125,-11.1945,0;-5.6538,-13.0606,0;.6162,1.9407,0;1.1157,1.0744,0;1.2991,1.7573,0;1.116,-.0681,0;.6151,-.9336,0;1.2983,-.7513,0;-5.1206,-9.4968,0;-4.1206,-9.4978,0;-3.113,-1.4987,0;-2.113,-1.4997,0;-2.1168,-5.4997,0;-3.1168,-5.4987,0;-3.1139,-2.4987,0;-2.1158,-4.4997,0;-2.1149,-3.4997,0;-5.6495,1.254,0;-1.5991,-15.7686,0;-2.4231,-16.0351,0;-7.3834,-10.1078,0;-7.5526,-13.4151,0;-1.3635,-2.0674,0;-3.8662,-4.931,0;-3.8644,-3.065,0;-5.0505,-6.2469,0;-2.1868,-8.7496,0;

Duplicates DB03147

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.sdf

Formula	C₂₇H₃₃N₉O₁₅P₂
MW	785.56
InChIKey	VWWQXMAJTJZDQX-VVAMHESLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	86
Number_Heavy_Atoms	53
Number_Rings	6
Number_Bonds	91
Rotat_Bonds	20
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	24
HB_Donor	9
HB_Acceptor	14
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	15
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	24
Lipinski_Violations	3
XLogP3	0
XLogP	-2.5
logP	-1.7944
PSA	382.55
MR	178.136
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-633.63783
PM7_Total_Energy_ev	-10222.75043
PM7_Electronic_Energy_ev	-119694.53371
PM7_Dipole_Debye	8.27468
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.089
PM7_LUMO_Energy_ev	-1.842
PM7_COSMO_Area_square_ang	575.93
PM7_COSMO_Volue_cubic_ang	809.73
PM7_Electron_Affinity_ev	1.842
PM7_Ionization_Energy_ev	9.089
PM7_Energy_Gap_ev	7.247
PM7_Global_Hardness_ev	3.6235
PM7_Global_Softness_ev	0.27597626604112047
PM7_Chemical_Potential_ev	-5.4655
PM7_Electronigativity_ev	5.4655
PM7_Back_Donation_Energy_ev	-0.905875
PM7_Electrophilicity_ev	4.121938767765972
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~{S})-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] hydrogen phosphate
SMILES	c1c(c(cc2c1nc-3c(=O)[nH]c(=O)nc3n2CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)C)C
Canonical_SMILES	O=c1[nH]c(=O)c2c(n1)n(C[C@@H]([C@@H]([C@@H](CO[P@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc3c1ncnc3N)O)O)O)O)O)c1c(n2)cc(c(c1)C)C
InChI	1/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/f/h34,44,46H,28H2
InChI_3D	1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
AuxInfo	1/1/N:20,21,1,2,23,24,22,3,4,5,6,8,9,25,26,18,7,12,27,16,17,11,10,13,14,19,15,36,29,28,30,31,32,34,35,33,44,45,46,42,43,37,38,40,48,39,47,50,49,41,51,53,52/E:(44,45)(46,47)/F:20,21,1,2,23,24,22,3,4,5,6,8,9,25,26,18,7,12,27,16,17,11,10,13,14,19,15,36,29,28,30,31,32,34,35,33,44,45,46,42,43,37,38,48,40,47,39,50,49,41,51,53,52/rA:86cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNNOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;;s1;s2d8;d7;s7;;s12;s12;;;s16;s16;s17;s5;s6;s18;;;s23;s24;s25s26;d3s10;s3d11;d4s7;s8d12;d13s15;s4s10s19;s14s15;s9s13s23;s11;d14;d15;;;s18s19;s16;s17;s25;s26;s27;;;s22;s24;;d39s47s49s51;d40s48s50s51;s1;s2;s3;s4;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s34;s36;s36;s42;s43;s44;s45;s46;s47;s48;/rC:-.8743,1.5146,0;-.8736,-.5016,0;-2.0356,-13.0052,0;-5.0075,-14.4941,0;-.0004,1.0081,0;;-3.3779,-14.4964,0;-1.7423,1.0075,0;-1.742,-.0006,0;-3.6878,-13.5381,0;-2.3957,-14.7125,0;-3.48,1.0053,0;-3.4787,-.0003,0;-4.3479,1.5131,0;-5.2158,-.0003,0;-5.6164,-11.1398,0;-6.024,-12.0546,0;-4.6222,-11.2473,0;-5.2816,-12.7268,0;.8659,1.5075,0;.8655,-.5009,0;-4.6206,-9.4973,0;-2.613,-1.4992,0;-2.6168,-5.4992,0;-2.6139,-2.4992,0;-2.6158,-4.4992,0;-2.6149,-3.4992,0;-3.0147,-12.7985,0;-1.7261,-13.9622,0;-4.1935,-15.087,0;-2.6146,1.512,0;-4.3479,-.4981,0;-4.6949,-13.5367,0;-5.2158,1.0053,0;-2.612,-.4992,0;-2.088,-15.664,0;-4.3479,2.5131,0;-6.0811,-.5015,0;-5.6187,-7.4963,0;-1.6187,-7.5001,0;-4.4112,-12.2252,0;-7.28,-10.597,0;-7.0554,-13.4684,0;-1.6139,-2.5001,0;-3.6158,-4.4982,0;-3.6149,-3.4982,0;-4.6177,-6.4973,0;-2.6196,-8.4992,0;-4.6196,-8.4973,0;-2.6177,-6.4992,0;-3.6187,-7.4982,0;-4.6187,-7.4973,0;-2.6187,-7.4992,0;-.8752,2.0146,0;-.8741,-1.0016,0;-1.7011,-12.6336,0;-5.4832,-14.648,0;-5.5114,-10.651,0;-6.4567,-11.8041,0;-4.125,-11.1945,0;-5.6538,-13.0606,0;.6162,1.9407,0;1.1157,1.0744,0;1.2991,1.7573,0;1.116,-.0681,0;.6151,-.9336,0;1.2983,-.7513,0;-5.1206,-9.4968,0;-4.1206,-9.4978,0;-3.113,-1.4987,0;-2.113,-1.4997,0;-2.1168,-5.4997,0;-3.1168,-5.4987,0;-3.1139,-2.4987,0;-2.1158,-4.4997,0;-2.1149,-3.4997,0;-5.6495,1.254,0;-1.5991,-15.7686,0;-2.4231,-16.0351,0;-7.3834,-10.1078,0;-7.5526,-13.4151,0;-1.3635,-2.0674,0;-3.8662,-4.931,0;-3.8644,-3.065,0;-5.0505,-6.2469,0;-2.1868,-8.7496,0;
Duplicates	DB03147
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03147.sdf