CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04587 (4896)

Formula C₁₄H₂₃N₂O₉P

MW 394.32

InChIKey WSAMAMLAATZRPR-XSDIFJJDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 11

Unbranched_Chain 5

Chiral_Centers 4

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.92

logP -0.6021

PSA 170.12

MR 89.2966

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -444.62941

PM7_Total_Energy_ev -5239.35632

PM7_Electronic_Energy_ev -40563.10168

PM7_Dipole_Debye 7.75216

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.444

PM7_LUMO_Energy_ev -0.553

PM7_COSMO_Area_square_ang 376.74

PM7_COSMO_Volue_cubic_ang 433.01

PM7_Electron_Affinity_ev 0.553

PM7_Ionization_Energy_ev 9.444

PM7_Energy_Gap_ev 8.891

PM7_Global_Hardness_ev 4.4455

PM7_Global_Softness_ev 0.22494657518839276

PM7_Chemical_Potential_ev -4.9985

PM7_Electronigativity_ev 4.9985

PM7_Back_Donation_Energy_ev -1.111375

PM7_Electrophilicity_ev 2.8101453436058934

OPENEYE_Name [(2~{R},3~{R},4~{R},5~{R})-4-butoxy-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate

SMILES c1c(c(=O)[nH]c(=O)n1C2C(C(C(O2)COP(=O)(O)O)O)OCCCC)C

Canonical_SMILES CCCCO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cc(C)c(=O)[nH]c1=O)COP(=O)(O)O

InChI 1/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/f/h15,20-21H

InChI_3D 1S/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/t9-,10-,11-,13-/m1/s1

AuxInfo 1/1/N:10,9,12,13,14,1,11,2,7,5,6,3,8,4,15,16,21,17,18,19,22,23,24,25,20,26/E:(20,21,22)/F:10,9,12,13,14,1,11,2,7,5,6,3,8,4,15,16,21,17,18,22,23,19,24,25,20,26/E:(20,21)/rA:49cCCCCCCCCCCCCCCNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;s5;s5;s6;s2;;s7;s10;s12;s13;s3s4;s1s4s8;d3;d4;;s7s8;s5;;;s6s14;s11;d19s22s23s25;s1;s5;s6;s7;s8;s9;s9;s9;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s21;s22;s23;/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;-.8653,-.5012,0;-3.4529,3.2098,0;3.787,2.4528,0;-3.1444,2.2586,0;-2.1932,2.5671,0;-1.242,2.8756,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;6.3888,.9592,0;1.8666,2.4083,0;.4984,5.4098,0;5.0237,.5898,0;6.0194,2.3243,0;-.2907,3.1841,0;4.6543,1.9549,0;5.5216,1.4571,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-2.9773,3.364,0;-3.9285,3.0555,0;-3.6072,3.6854,0;4.036,2.8864,0;3.5381,2.0191,0;-2.9902,1.783,0;-3.62,2.1043,0;-2.0389,2.0915,0;-2.3474,3.0427,0;-1.0877,2.4,0;-1.3962,3.3512,0;2.1675,-.2506,0;.7017,5.8666,0;5.2748,.1574,0;5.7683,2.7567,0;

Duplicates DB04587

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.sdf

Formula	C₁₄H₂₃N₂O₉P
MW	394.32
InChIKey	WSAMAMLAATZRPR-XSDIFJJDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	11
Unbranched_Chain	5
Chiral_Centers	4
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.92
logP	-0.6021
PSA	170.12
MR	89.2966
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-444.62941
PM7_Total_Energy_ev	-5239.35632
PM7_Electronic_Energy_ev	-40563.10168
PM7_Dipole_Debye	7.75216
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.444
PM7_LUMO_Energy_ev	-0.553
PM7_COSMO_Area_square_ang	376.74
PM7_COSMO_Volue_cubic_ang	433.01
PM7_Electron_Affinity_ev	0.553
PM7_Ionization_Energy_ev	9.444
PM7_Energy_Gap_ev	8.891
PM7_Global_Hardness_ev	4.4455
PM7_Global_Softness_ev	0.22494657518839276
PM7_Chemical_Potential_ev	-4.9985
PM7_Electronigativity_ev	4.9985
PM7_Back_Donation_Energy_ev	-1.111375
PM7_Electrophilicity_ev	2.8101453436058934
OPENEYE_Name	[(2~{R},3~{R},4~{R},5~{R})-4-butoxy-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
SMILES	c1c(c(=O)[nH]c(=O)n1C2C(C(C(O2)COP(=O)(O)O)O)OCCCC)C
Canonical_SMILES	CCCCO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cc(C)c(=O)[nH]c1=O)COP(=O)(O)O
InChI	1/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/f/h15,20-21H
InChI_3D	1S/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/t9-,10-,11-,13-/m1/s1
AuxInfo	1/1/N:10,9,12,13,14,1,11,2,7,5,6,3,8,4,15,16,21,17,18,19,22,23,24,25,20,26/E:(20,21,22)/F:10,9,12,13,14,1,11,2,7,5,6,3,8,4,15,16,21,17,18,22,23,19,24,25,20,26/E:(20,21)/rA:49cCCCCCCCCCCCCCCNNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;s5;s5;s6;s2;;s7;s10;s12;s13;s3s4;s1s4s8;d3;d4;;s7s8;s5;;;s6s14;s11;d19s22s23s25;s1;s5;s6;s7;s8;s9;s9;s9;s10;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s21;s22;s23;/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;-.8653,-.5012,0;-3.4529,3.2098,0;3.787,2.4528,0;-3.1444,2.2586,0;-2.1932,2.5671,0;-1.242,2.8756,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;6.3888,.9592,0;1.8666,2.4083,0;.4984,5.4098,0;5.0237,.5898,0;6.0194,2.3243,0;-.2907,3.1841,0;4.6543,1.9549,0;5.5216,1.4571,0;-.4337,1.2538,0;1.8991,4.3285,0;.457,3.9493,0;2.563,3.7286,0;.3701,2.4607,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-2.9773,3.364,0;-3.9285,3.0555,0;-3.6072,3.6854,0;4.036,2.8864,0;3.5381,2.0191,0;-2.9902,1.783,0;-3.62,2.1043,0;-2.0389,2.0915,0;-2.3474,3.0427,0;-1.0877,2.4,0;-1.3962,3.3512,0;2.1675,-.2506,0;.7017,5.8666,0;5.2748,.1574,0;5.7683,2.7567,0;
Duplicates	DB04587
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04587.sdf