CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04205 (4512)

Formula C₁₀H₁₆N₂O₁₁P₂

MW 402.19

InChIKey CSNCBOPUCJOHLS-MQQZDJTRNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 42

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 13

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -2.48

logP -1.2803

PSA 217.23

MR 79.8939

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -593.53995

PM7_Total_Energy_ev -5423.04474

PM7_Electronic_Energy_ev -37761.69631

PM7_Dipole_Debye 5.76993

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.433

PM7_LUMO_Energy_ev -0.934

PM7_COSMO_Area_square_ang 346.05

PM7_COSMO_Volue_cubic_ang 398.16

PM7_Electron_Affinity_ev 0.934

PM7_Ionization_Energy_ev 9.433

PM7_Energy_Gap_ev 8.499

PM7_Global_Hardness_ev 4.2495

PM7_Global_Softness_ev 0.23532180256500765

PM7_Chemical_Potential_ev -5.1835

PM7_Electronigativity_ev 5.1835

PM7_Back_Donation_Energy_ev -1.062375

PM7_Electrophilicity_ev 3.1613921931992

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

SMILES c1c(c(=O)[nH]c(=O)n1C2CC(C(O2)COP(=O)(O)O)OP(=O)(O)O)C

Canonical_SMILES O=c1[nH]c(=O)n(cc1C)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)OP(=O)(O)O

InChI 1/C10H16N2O11P2/c1-5-3-12(10(14)11-9(5)13)8-2-6(23-25(18,19)20)7(22-8)4-21-24(15,16)17/h3,6-8H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)(H2,18,19,20)/f/h11,15-16,18-19H

InChI_3D 1S/C10H16N2O11P2/c1-5-3-12(10(14)11-9(5)13)8-2-6(23-25(18,19)20)7(22-8)4-21-24(15,16)17/h3,6-8H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1

AuxInfo 1/1/N:9,5,1,10,2,6,7,8,3,4,11,12,13,14,16,20,21,15,18,19,23,17,22,25,24/E:(15,16,17)(18,19,20)/F:9,5,1,10,2,6,7,8,3,4,11,12,13,14,20,21,16,18,19,15,23,17,22,25,24/E:(15,16)(18,19)/rA:41cCCCCCCCCCCNNOOOOOOOOOOOPPHHHHHHHHHHHHHHHH/rB:d1;s2;;;s5;s6;s5;s2;s7;s3s4;s1s4s8;d3;d4;;;s7s8;;;;;s6;s10;d15s18s19s22;d16s20s21s23;s1;s5;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s18;s19;s20;s21;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-.8653,-.5012,0;-2.0519,2.4533,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-2.5665,6.5095,0;-4.6537,.9597,0;-.1273,2.406,0;-2.4968,5.097,0;-1.154,6.5792,0;-4.2843,2.3248,0;-3.2886,.5903,0;-1.0843,5.1667,0;-2.9192,1.9554,0;-1.8254,5.8381,0;-3.7865,1.4576,0;-.4337,1.2538,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-2.9856,5.2024,0;-.6653,6.4738,0;-4.7843,2.3261,0;-2.7886,.5891,0;

Duplicates DB04205

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.sdf

Formula	C₁₀H₁₆N₂O₁₁P₂
MW	402.19
InChIKey	CSNCBOPUCJOHLS-MQQZDJTRNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	42
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	13
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-2.48
logP	-1.2803
PSA	217.23
MR	79.8939
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-593.53995
PM7_Total_Energy_ev	-5423.04474
PM7_Electronic_Energy_ev	-37761.69631
PM7_Dipole_Debye	5.76993
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.433
PM7_LUMO_Energy_ev	-0.934
PM7_COSMO_Area_square_ang	346.05
PM7_COSMO_Volue_cubic_ang	398.16
PM7_Electron_Affinity_ev	0.934
PM7_Ionization_Energy_ev	9.433
PM7_Energy_Gap_ev	8.499
PM7_Global_Hardness_ev	4.2495
PM7_Global_Softness_ev	0.23532180256500765
PM7_Chemical_Potential_ev	-5.1835
PM7_Electronigativity_ev	5.1835
PM7_Back_Donation_Energy_ev	-1.062375
PM7_Electrophilicity_ev	3.1613921931992
OPENEYE_Name	[(2~{R},3~{S},5~{R})-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate
SMILES	c1c(c(=O)[nH]c(=O)n1C2CC(C(O2)COP(=O)(O)O)OP(=O)(O)O)C
Canonical_SMILES	O=c1[nH]c(=O)n(cc1C)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O)OP(=O)(O)O
InChI	1/C10H16N2O11P2/c1-5-3-12(10(14)11-9(5)13)8-2-6(23-25(18,19)20)7(22-8)4-21-24(15,16)17/h3,6-8H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)(H2,18,19,20)/f/h11,15-16,18-19H
InChI_3D	1S/C10H16N2O11P2/c1-5-3-12(10(14)11-9(5)13)8-2-6(23-25(18,19)20)7(22-8)4-21-24(15,16)17/h3,6-8H,2,4H2,1H3,(H,11,13,14)(H2,15,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1
AuxInfo	1/1/N:9,5,1,10,2,6,7,8,3,4,11,12,13,14,16,20,21,15,18,19,23,17,22,25,24/E:(15,16,17)(18,19,20)/F:9,5,1,10,2,6,7,8,3,4,11,12,13,14,20,21,16,18,19,15,23,17,22,25,24/E:(15,16)(18,19)/rA:41cCCCCCCCCCCNNOOOOOOOOOOOPPHHHHHHHHHHHHHHHH/rB:d1;s2;;;s5;s6;s5;s2;s7;s3s4;s1s4s8;d3;d4;;;s7s8;;;;;s6;s10;d15s18s19s22;d16s20s21s23;s1;s5;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s18;s19;s20;s21;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-.8653,-.5012,0;-2.0519,2.4533,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-2.5665,6.5095,0;-4.6537,.9597,0;-.1273,2.406,0;-2.4968,5.097,0;-1.154,6.5792,0;-4.2843,2.3248,0;-3.2886,.5903,0;-1.0843,5.1667,0;-2.9192,1.9554,0;-1.8254,5.8381,0;-3.7865,1.4576,0;-.4337,1.2538,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-2.9856,5.2024,0;-.6653,6.4738,0;-4.7843,2.3261,0;-2.7886,.5891,0;
Duplicates	DB04205
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04205.sdf