CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02319_p0 (2584)

Formula C₂₁H₃₂N₇O₁₉P₃

MW 779.44

InChIKey LRAVAOPKUBJONV-VTHLMNEINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 82

Number_Heavy_Atoms 50

Number_Rings 5

Number_Bonds 86

Rotat_Bonds 22

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 26

HB_Donor 11

HB_Acceptor 16

OpenEye_HB_Donors 13

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 26

Lipinski_Violations 3

XLogP3 0

XLogP -5.96

logP -3.1844

PSA 434.04

MR 158.954

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -914.79813

PM7_Total_Energy_ev -10459.17798

PM7_Electronic_Energy_ev -122319.79395

PM7_Dipole_Debye 4.15891

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.032

PM7_LUMO_Energy_ev -1.451

PM7_COSMO_Area_square_ang 483.73

PM7_COSMO_Volue_cubic_ang 769.9

PM7_Electron_Affinity_ev 1.451

PM7_Ionization_Energy_ev 9.032

PM7_Energy_Gap_ev 7.581

PM7_Global_Hardness_ev 3.7905

PM7_Global_Softness_ev 0.2638174383326738

PM7_Chemical_Potential_ev -5.2415

PM7_Electronigativity_ev 5.2415

PM7_Back_Donation_Energy_ev -0.947625

PM7_Electrophilicity_ev 3.6239707492415247

OPENEYE_Name [[(2~{R},3~{R},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-5-[(2~{S},3~{S})-5-carbamoyl-2,3-dihydroxy-3,4-dihydro-2~{H}-pyridin-1-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=C(CC(C5O)O)C(=O)N)O)O)O)OP(=O)(O)O

Canonical_SMILES O[C@@H]1[C@H](O)[C@H](O[C@H]1N1C=C(C[C@@H]([C@@H]1O)O)C(=O)N)CO[P@@](=O)(O[P@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O

InChI 1/C21H32N7O19P3/c22-16-11-18(25-5-24-16)28(6-26-11)21-15(46-48(35,36)37)13(31)10(45-21)4-43-50(40,41)47-49(38,39)42-3-9-12(30)14(32)20(44-9)27-2-7(17(23)33)1-8(29)19(27)34/h2,5-6,8-10,12-15,19-21,29-32,34H,1,3-4H2,(H2,23,33)(H,38,39)(H,40,41)(H2,22,24,25)(H2,35,36,37)/f/h35-36,38,40H,22-23H2

InChI_3D 1S/C21H32N7O19P3/c22-16-11-18(25-5-24-16)28(6-26-11)21-15(46-48(35,36)37)13(31)10(45-21)4-43-50(40,41)47-49(38,39)42-3-9-12(30)14(32)20(44-9)27-2-7(17(23)33)1-8(29)19(27)34/h2,5-6,8-10,12-15,19-21,29-32,34H,1,3-4H2,(H2,23,33)(H,38,39)(H,40,41)(H2,22,24,25)(H2,35,36,37)/t8-,9+,10+,12+,13+,14+,15+,19-,20+,21+/m0/s1

AuxInfo 1/1/N:9,6,21,20,1,2,7,10,16,15,3,12,11,14,13,5,8,4,19,18,17,27,28,23,22,24,26,25,35,37,36,38,29,39,30,40,41,32,43,31,42,46,45,34,33,44,47,48,50,49/E:(35,36,37)(38,39)(40,41)/F:9,6,21,20,1,2,7,10,16,15,3,12,11,14,13,5,8,4,19,18,17,27,28,23,22,24,26,25,35,37,36,38,29,39,40,41,30,43,32,42,31,46,45,34,33,44,47,48,50,49/E:(35,36)/rA:82cCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;d6;s7;s7;s9;;;s11;s12;s11;s12;s13;s14;s10;s15;s16;d1s4;s1d5;d2s3;s2s4s17;s6s18s19;s5;s8;d8;;;;s15s17;s16s18;s10;s11;s12;s14;s19;;;;;s13;s20;s21;;d30s40s41s44;d31s42s45s47;d32s43s46s47;s1;s2;s6;s9;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s27;s27;s28;s28;s35;s36;s37;s38;s39;s40;s41;s42;s43;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-6.5276,-6.1273,0;-7.1192,-5.3146,0;-6.7146,-4.4001,0;-8.1133,-5.4229,0;-8.5219,-6.3357,0;1.965,-4.3904,0;-4.4949,-9.2728,0;2.6343,-3.6455,0;-5.4909,-9.3773,0;1.0521,-3.9822,0;-4.2894,-8.2942,0;2.1348,-2.7774,0;-5.9003,-8.4632,0;-7.9304,-7.1484,0;.512,-5.6468,0;-2.6248,-8.8343,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;-6.9302,-7.0483,0;0,1,0;-7.3042,-3.5925,0;-5.7203,-4.2933,0;4.2728,-1.221,0;-1.0564,-7.2405,0;-1.0311,-10.4027,0;1.1523,-2.9869,0;-5.1539,-7.7909,0;-9.7377,-7.5944,0;3.3809,-5.4188,0;-4.4937,-11.0228,0;-6.4415,-9.6877,0;-7.6577,-8.1105,0;5.6695,-1.4431,0;5.4474,-2.8397,0;.846,-7.8578,0;.2287,-9.7602,0;4.0507,-2.6177,0;.2034,-6.598,0;-1.6736,-9.1429,0;-.4138,-8.5003,0;4.8601,-2.0304,0;-.1052,-7.5492,0;-.7224,-9.4515,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-6.0306,-6.0732,0;-8.5985,-5.3019,0;-8.0794,-4.9241,0;-8.9361,-6.0556,0;1.7146,-4.8232,0;-3.9976,-9.3243,0;2.969,-4.017,0;-5.3867,-9.8663,0;.5628,-3.8795,0;-4.0853,-7.8378,0;2.5917,-2.5743,0;-6.333,-8.7139,0;-8.38,-7.3671,0;.9876,-5.8011,0;.0365,-5.4925,0;-2.7791,-9.3099,0;-2.4705,-8.3587,0;-.433,1.25,0;.433,1.25,0;-7.8014,-3.6459,0;-7.1019,-3.1353,0;-10.2228,-7.4734,0;3.3287,-5.9161,0;-4.0605,-11.2725,0;-6.5448,-10.1769,0;-8.0061,-8.4691,0;6.1261,-1.6467,0;5.2438,-3.2964,0;.9501,-8.3468,0;.3329,-10.2492,0;

Duplicates DB02319_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.sdf

Formula	C₂₁H₃₂N₇O₁₉P₃
MW	779.44
InChIKey	LRAVAOPKUBJONV-VTHLMNEINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	82
Number_Heavy_Atoms	50
Number_Rings	5
Number_Bonds	86
Rotat_Bonds	22
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	26
HB_Donor	11
HB_Acceptor	16
OpenEye_HB_Donors	13
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	26
Lipinski_Violations	3
XLogP3	0
XLogP	-5.96
logP	-3.1844
PSA	434.04
MR	158.954
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-914.79813
PM7_Total_Energy_ev	-10459.17798
PM7_Electronic_Energy_ev	-122319.79395
PM7_Dipole_Debye	4.15891
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.032
PM7_LUMO_Energy_ev	-1.451
PM7_COSMO_Area_square_ang	483.73
PM7_COSMO_Volue_cubic_ang	769.9
PM7_Electron_Affinity_ev	1.451
PM7_Ionization_Energy_ev	9.032
PM7_Energy_Gap_ev	7.581
PM7_Global_Hardness_ev	3.7905
PM7_Global_Softness_ev	0.2638174383326738
PM7_Chemical_Potential_ev	-5.2415
PM7_Electronigativity_ev	5.2415
PM7_Back_Donation_Energy_ev	-0.947625
PM7_Electrophilicity_ev	3.6239707492415247
OPENEYE_Name	[[(2~{R},3~{R},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-5-[(2~{S},3~{S})-5-carbamoyl-2,3-dihydroxy-3,4-dihydro-2~{H}-pyridin-1-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=C(CC(C5O)O)C(=O)N)O)O)O)OP(=O)(O)O
Canonical_SMILES	O[C@@H]1[C@H](O)[C@H](O[C@H]1N1C=C(C[C@@H]([C@@H]1O)O)C(=O)N)CO[P@@](=O)(O[P@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
InChI	1/C21H32N7O19P3/c22-16-11-18(25-5-24-16)28(6-26-11)21-15(46-48(35,36)37)13(31)10(45-21)4-43-50(40,41)47-49(38,39)42-3-9-12(30)14(32)20(44-9)27-2-7(17(23)33)1-8(29)19(27)34/h2,5-6,8-10,12-15,19-21,29-32,34H,1,3-4H2,(H2,23,33)(H,38,39)(H,40,41)(H2,22,24,25)(H2,35,36,37)/f/h35-36,38,40H,22-23H2
InChI_3D	1S/C21H32N7O19P3/c22-16-11-18(25-5-24-16)28(6-26-11)21-15(46-48(35,36)37)13(31)10(45-21)4-43-50(40,41)47-49(38,39)42-3-9-12(30)14(32)20(44-9)27-2-7(17(23)33)1-8(29)19(27)34/h2,5-6,8-10,12-15,19-21,29-32,34H,1,3-4H2,(H2,23,33)(H,38,39)(H,40,41)(H2,22,24,25)(H2,35,36,37)/t8-,9+,10+,12+,13+,14+,15+,19-,20+,21+/m0/s1
AuxInfo	1/1/N:9,6,21,20,1,2,7,10,16,15,3,12,11,14,13,5,8,4,19,18,17,27,28,23,22,24,26,25,35,37,36,38,29,39,30,40,41,32,43,31,42,46,45,34,33,44,47,48,50,49/E:(35,36,37)(38,39)(40,41)/F:9,6,21,20,1,2,7,10,16,15,3,12,11,14,13,5,8,4,19,18,17,27,28,23,22,24,26,25,35,37,36,38,29,39,40,41,30,43,32,42,31,46,45,34,33,44,47,48,50,49/E:(35,36)/rA:82cCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;d6;s7;s7;s9;;;s11;s12;s11;s12;s13;s14;s10;s15;s16;d1s4;s1d5;d2s3;s2s4s17;s6s18s19;s5;s8;d8;;;;s15s17;s16s18;s10;s11;s12;s14;s19;;;;;s13;s20;s21;;d30s40s41s44;d31s42s45s47;d32s43s46s47;s1;s2;s6;s9;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s27;s27;s28;s28;s35;s36;s37;s38;s39;s40;s41;s42;s43;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-6.5276,-6.1273,0;-7.1192,-5.3146,0;-6.7146,-4.4001,0;-8.1133,-5.4229,0;-8.5219,-6.3357,0;1.965,-4.3904,0;-4.4949,-9.2728,0;2.6343,-3.6455,0;-5.4909,-9.3773,0;1.0521,-3.9822,0;-4.2894,-8.2942,0;2.1348,-2.7774,0;-5.9003,-8.4632,0;-7.9304,-7.1484,0;.512,-5.6468,0;-2.6248,-8.8343,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;-6.9302,-7.0483,0;0,1,0;-7.3042,-3.5925,0;-5.7203,-4.2933,0;4.2728,-1.221,0;-1.0564,-7.2405,0;-1.0311,-10.4027,0;1.1523,-2.9869,0;-5.1539,-7.7909,0;-9.7377,-7.5944,0;3.3809,-5.4188,0;-4.4937,-11.0228,0;-6.4415,-9.6877,0;-7.6577,-8.1105,0;5.6695,-1.4431,0;5.4474,-2.8397,0;.846,-7.8578,0;.2287,-9.7602,0;4.0507,-2.6177,0;.2034,-6.598,0;-1.6736,-9.1429,0;-.4138,-8.5003,0;4.8601,-2.0304,0;-.1052,-7.5492,0;-.7224,-9.4515,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-6.0306,-6.0732,0;-8.5985,-5.3019,0;-8.0794,-4.9241,0;-8.9361,-6.0556,0;1.7146,-4.8232,0;-3.9976,-9.3243,0;2.969,-4.017,0;-5.3867,-9.8663,0;.5628,-3.8795,0;-4.0853,-7.8378,0;2.5917,-2.5743,0;-6.333,-8.7139,0;-8.38,-7.3671,0;.9876,-5.8011,0;.0365,-5.4925,0;-2.7791,-9.3099,0;-2.4705,-8.3587,0;-.433,1.25,0;.433,1.25,0;-7.8014,-3.6459,0;-7.1019,-3.1353,0;-10.2228,-7.4734,0;3.3287,-5.9161,0;-4.0605,-11.2725,0;-6.5448,-10.1769,0;-8.0061,-8.4691,0;6.1261,-1.6467,0;5.2438,-3.2964,0;.9501,-8.3468,0;.3329,-10.2492,0;
Duplicates	DB02319_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02319_p0.sdf