CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03687_s0 (3974)

Formula C₁₄H₂₅N₃O₁₄P₂

MW 521.31

InChIKey ARVKNYKMOZXOAG-PRXKNGJVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 17

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 17

Lipinski_Violations 3

XLogP3 0

XLogP -3.48

logP -2.4051

PSA 296.1

MR 106.113

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -677.96171

PM7_Total_Energy_ev -7105.59889

PM7_Electronic_Energy_ev -62613.45733

PM7_Dipole_Debye 7.03438

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.796

PM7_LUMO_Energy_ev -1.93

PM7_COSMO_Area_square_ang 402.09

PM7_COSMO_Volue_cubic_ang 537.74

PM7_Electron_Affinity_ev 1.93

PM7_Ionization_Energy_ev 9.796

PM7_Energy_Gap_ev 7.866

PM7_Global_Hardness_ev 3.933

PM7_Global_Softness_ev 0.25425883549453343

PM7_Chemical_Potential_ev -5.863

PM7_Electronigativity_ev 5.863

PM7_Back_Donation_Energy_ev -0.98325

PM7_Electrophilicity_ev 4.370044368166794

OPENEYE_Name [[(2~{R},3~{S},4~{R},5~{R})-5-(4-amino-2-oxo-pyrimidin-1-ium-3-id-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{S})-2,3,4-trihydroxy-3-methyl-butyl] hydrogen phosphate

SMILES c1c[n+](c(=O)[n-]c1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC(C(C)(CO)O)O)O)O

Canonical_SMILES OC[C@@]([C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc([nH]c1=O)N)O)O)O)(O)C

InChI 1/C14H25N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H4,15,16,22,24,25,26,27)/f/h24,26H,15H2

InChI_3D 1S/C14H26N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H,24,25)(H,26,27)(H3,15,16,22)/t7-,8-,10-,11-,12-,14+/m1/s1

AuxInfo 1/6/N:9,1,2,10,11,12,7,13,3,5,6,8,4,14,17,15,16,24,25,22,23,18,26,19,27,20,28,29,30,21,31,32,33/E:(24,25)(26,27)/F:9,1,2,10,11,12,7,13,3,5,6,8,4,14,17,15,16,24,25,22,23,18,26,27,19,28,20,29,30,21,31,32,33/rA:58cCCCCCCCCCCCCCCN-N+NOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;s5;s5;s6;;s7;;;s11;s9s12s13;s3s4;d2s4s8;s3;d4;;;s7s8;s5;s6;s12;s13;s14;;;s10;s11;;d19s27s29s31;d20s28s30s31;s1;s2;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s17;s17;s22;s23;s24;s25;s26;s27;s28;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;1.5273,3.9942,0;.6605,3.4926,0;2.2693,3.324,0;.8674,2.5126,0;7.8423,-1.0282,0;3.1366,2.8261,0;5.61,-.8998,0;8.2118,-2.3933,0;6.4772,-1.3976,0;7.3445,-1.8954,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;5.369,2.6977,0;3.0082,.5938,0;1.8666,2.4083,0;.4984,5.4098,0;-1.0042,2.9527,0;9.079,-2.8911,0;5.9794,-2.2649,0;6.8467,-2.7627,0;5.7384,1.3326,0;3.3776,-.7713,0;4.0039,2.3283,0;4.7427,-.4019,0;4.3733,.9632,0;4.8711,1.8305,0;3.8754,.0959,0;-.4327,-.2506,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;7.4087,-.7793,0;8.276,-1.2771,0;8.0913,-.5946,0;2.8877,2.3925,0;3.3855,3.2598,0;5.361,-1.3334,0;5.8589,-.4661,0;8.4607,-1.9597,0;7.9628,-2.8269,0;6.7262,-.964,0;.4344,-1.7476,0;1.3004,-1.7476,0;.7017,5.8666,0;-1.3755,3.2875,0;9.5114,-2.6401,0;5.4794,-2.2661,0;7.0977,-3.1951,0;6.1708,1.5837,0;3.6287,-1.2037,0;

Duplicates DB03687_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.sdf

Formula	C₁₄H₂₅N₃O₁₄P₂
MW	521.31
InChIKey	ARVKNYKMOZXOAG-PRXKNGJVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	17
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	17
Lipinski_Violations	3
XLogP3	0
XLogP	-3.48
logP	-2.4051
PSA	296.1
MR	106.113
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-677.96171
PM7_Total_Energy_ev	-7105.59889
PM7_Electronic_Energy_ev	-62613.45733
PM7_Dipole_Debye	7.03438
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.796
PM7_LUMO_Energy_ev	-1.93
PM7_COSMO_Area_square_ang	402.09
PM7_COSMO_Volue_cubic_ang	537.74
PM7_Electron_Affinity_ev	1.93
PM7_Ionization_Energy_ev	9.796
PM7_Energy_Gap_ev	7.866
PM7_Global_Hardness_ev	3.933
PM7_Global_Softness_ev	0.25425883549453343
PM7_Chemical_Potential_ev	-5.863
PM7_Electronigativity_ev	5.863
PM7_Back_Donation_Energy_ev	-0.98325
PM7_Electrophilicity_ev	4.370044368166794
OPENEYE_Name	[[(2~{R},3~{S},4~{R},5~{R})-5-(4-amino-2-oxo-pyrimidin-1-ium-3-id-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{S})-2,3,4-trihydroxy-3-methyl-butyl] hydrogen phosphate
SMILES	c1c[n+](c(=O)[n-]c1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC(C(C)(CO)O)O)O)O
Canonical_SMILES	OC[C@@]([C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc([nH]c1=O)N)O)O)O)(O)C
InChI	1/C14H25N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H4,15,16,22,24,25,26,27)/f/h24,26H,15H2
InChI_3D	1S/C14H26N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H,24,25)(H,26,27)(H3,15,16,22)/t7-,8-,10-,11-,12-,14+/m1/s1
AuxInfo	1/6/N:9,1,2,10,11,12,7,13,3,5,6,8,4,14,17,15,16,24,25,22,23,18,26,19,27,20,28,29,30,21,31,32,33/E:(24,25)(26,27)/F:9,1,2,10,11,12,7,13,3,5,6,8,4,14,17,15,16,24,25,22,23,18,26,27,19,28,20,29,30,21,31,32,33/rA:58cCCCCCCCCCCCCCCN-N+NOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;s5;s5;s6;;s7;;;s11;s9s12s13;s3s4;d2s4s8;s3;d4;;;s7s8;s5;s6;s12;s13;s14;;;s10;s11;;d19s27s29s31;d20s28s30s31;s1;s2;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s17;s17;s22;s23;s24;s25;s26;s27;s28;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;1.5273,3.9942,0;.6605,3.4926,0;2.2693,3.324,0;.8674,2.5126,0;7.8423,-1.0282,0;3.1366,2.8261,0;5.61,-.8998,0;8.2118,-2.3933,0;6.4772,-1.3976,0;7.3445,-1.8954,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;5.369,2.6977,0;3.0082,.5938,0;1.8666,2.4083,0;.4984,5.4098,0;-1.0042,2.9527,0;9.079,-2.8911,0;5.9794,-2.2649,0;6.8467,-2.7627,0;5.7384,1.3326,0;3.3776,-.7713,0;4.0039,2.3283,0;4.7427,-.4019,0;4.3733,.9632,0;4.8711,1.8305,0;3.8754,.0959,0;-.4327,-.2506,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;7.4087,-.7793,0;8.276,-1.2771,0;8.0913,-.5946,0;2.8877,2.3925,0;3.3855,3.2598,0;5.361,-1.3334,0;5.8589,-.4661,0;8.4607,-1.9597,0;7.9628,-2.8269,0;6.7262,-.964,0;.4344,-1.7476,0;1.3004,-1.7476,0;.7017,5.8666,0;-1.3755,3.2875,0;9.5114,-2.6401,0;5.4794,-2.2661,0;7.0977,-3.1951,0;6.1708,1.5837,0;3.6287,-1.2037,0;
Duplicates	DB03687_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03687_s0.sdf