CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02549 (2826)

Formula C₁₂H₁₈N₂O₁₂P₂

MW 444.23

InChIKey UWSIAAWKEICIJY-LBTWRJIMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 14

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 1

XLogP3 0

XLogP -0.62

logP -0.7095

PSA 223.3

MR 89.6311

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -632.56082

PM7_Total_Energy_ev -5990.95321

PM7_Electronic_Energy_ev -45686.00044

PM7_Dipole_Debye 4.16577

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.424

PM7_LUMO_Energy_ev -1.584

PM7_COSMO_Area_square_ang 361.78

PM7_COSMO_Volue_cubic_ang 450.17

PM7_Electron_Affinity_ev 1.584

PM7_Ionization_Energy_ev 9.424

PM7_Energy_Gap_ev 7.84

PM7_Global_Hardness_ev 3.92

PM7_Global_Softness_ev 0.25510204081632654

PM7_Chemical_Potential_ev -5.504

PM7_Electronigativity_ev 5.504

PM7_Back_Donation_Energy_ev -0.98

PM7_Electrophilicity_ev 3.8640326530612246

OPENEYE_Name [(2~{R},3~{S},5~{R})-2-[[hydroxy(phosphonooxy)phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate

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

Canonical_SMILES CC(=O)O[C@H]1C[C@@H](O[C@@H]1CO[P@](=O)(OP(=O)(O)O)O)n1cc(C)c(=O)[nH]c1=O

InChI 1/C12H18N2O12P2/c1-6-4-14(12(17)13-11(6)16)10-3-8(24-7(2)15)9(25-10)5-23-28(21,22)26-27(18,19)20/h4,8-10H,3,5H2,1-2H3,(H,21,22)(H,13,16,17)(H2,18,19,20)/f/h13,18-19,21H

InChI_3D 1S/C12H18N2O12P2/c1-6-4-14(12(17)13-11(6)16)10-3-8(24-7(2)15)9(25-10)5-23-28(21,22)26-27(18,19)20/h4,8-10H,3,5H2,1-2H3,(H,21,22)(H,13,16,17)(H2,18,19,20)/t8-,9+,10+/m0/s1

AuxInfo 1/1/N:10,11,6,1,12,2,5,7,8,9,3,4,13,14,17,15,16,18,21,22,19,23,25,24,20,26,27,28/E:(18,19,20)(21,22)/F:10,11,6,1,12,2,5,7,8,9,3,4,13,14,17,15,16,21,22,18,23,19,25,24,20,26,27,28/E:(18,19)/rA:46cCCCCCCCCCCCCNNOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s6;s7;s6;s2;s5;s8;s3s4;s1s4s9;d3;d4;d5;;;s8s9;;;;s5s7;s12;;d18s21s22s26;d19s23s25s26;s1;s6;s6;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s21;s22;s23;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;4.2929,5.3804,0;1.8616,3.1561,0;2.2684,4.0712,0;1.5253,4.7428,0;.8674,3.2626,0;-.8653,-.5012,0;4.8815,6.1889,0;.4974,6.159,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;4.6987,4.4665,0;1.7504,9.5398,0;-1.4867,7.1902,0;.6554,4.2403,0;1.5285,8.1431,0;.3537,9.7617,0;-1.2649,8.5869,0;3.2985,5.486,0;-.09,6.9683,0;.1318,8.365,0;.9411,8.9524,0;-.6774,7.7776,0;-.4337,1.2538,0;2.3371,3.0014,0;1.7571,2.6671,0;2.7014,3.8211,0;1.8973,5.0769,0;.3702,3.2093,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;5.2857,5.8946,0;4.4773,6.4832,0;5.1758,6.5931,0;.0927,5.8653,0;.902,6.4527,0;2.1675,-.2506,0;2.0258,8.1952,0;-.1436,9.7097,0;-1.7621,8.5348,0;

Duplicates DB02549

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.sdf

Formula	C₁₂H₁₈N₂O₁₂P₂
MW	444.23
InChIKey	UWSIAAWKEICIJY-LBTWRJIMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	14
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	1
XLogP3	0
XLogP	-0.62
logP	-0.7095
PSA	223.3
MR	89.6311
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-632.56082
PM7_Total_Energy_ev	-5990.95321
PM7_Electronic_Energy_ev	-45686.00044
PM7_Dipole_Debye	4.16577
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.424
PM7_LUMO_Energy_ev	-1.584
PM7_COSMO_Area_square_ang	361.78
PM7_COSMO_Volue_cubic_ang	450.17
PM7_Electron_Affinity_ev	1.584
PM7_Ionization_Energy_ev	9.424
PM7_Energy_Gap_ev	7.84
PM7_Global_Hardness_ev	3.92
PM7_Global_Softness_ev	0.25510204081632654
PM7_Chemical_Potential_ev	-5.504
PM7_Electronigativity_ev	5.504
PM7_Back_Donation_Energy_ev	-0.98
PM7_Electrophilicity_ev	3.8640326530612246
OPENEYE_Name	[(2~{R},3~{S},5~{R})-2-[[hydroxy(phosphonooxy)phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate
SMILES	c1c(c(=O)[nH]c(=O)n1C2CC(C(O2)COP(=O)(O)OP(=O)(O)O)OC(=O)C)C
Canonical_SMILES	CC(=O)O[C@H]1C[C@@H](O[C@@H]1CO[P@](=O)(OP(=O)(O)O)O)n1cc(C)c(=O)[nH]c1=O
InChI	1/C12H18N2O12P2/c1-6-4-14(12(17)13-11(6)16)10-3-8(24-7(2)15)9(25-10)5-23-28(21,22)26-27(18,19)20/h4,8-10H,3,5H2,1-2H3,(H,21,22)(H,13,16,17)(H2,18,19,20)/f/h13,18-19,21H
InChI_3D	1S/C12H18N2O12P2/c1-6-4-14(12(17)13-11(6)16)10-3-8(24-7(2)15)9(25-10)5-23-28(21,22)26-27(18,19)20/h4,8-10H,3,5H2,1-2H3,(H,21,22)(H,13,16,17)(H2,18,19,20)/t8-,9+,10+/m0/s1
AuxInfo	1/1/N:10,11,6,1,12,2,5,7,8,9,3,4,13,14,17,15,16,18,21,22,19,23,25,24,20,26,27,28/E:(18,19,20)(21,22)/F:10,11,6,1,12,2,5,7,8,9,3,4,13,14,17,15,16,21,22,18,23,19,25,24,20,26,27,28/E:(18,19)/rA:46cCCCCCCCCCCCCNNOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s6;s7;s6;s2;s5;s8;s3s4;s1s4s9;d3;d4;d5;;;s8s9;;;;s5s7;s12;;d18s21s22s26;d19s23s25s26;s1;s6;s6;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s21;s22;s23;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;4.2929,5.3804,0;1.8616,3.1561,0;2.2684,4.0712,0;1.5253,4.7428,0;.8674,3.2626,0;-.8653,-.5012,0;4.8815,6.1889,0;.4974,6.159,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;4.6987,4.4665,0;1.7504,9.5398,0;-1.4867,7.1902,0;.6554,4.2403,0;1.5285,8.1431,0;.3537,9.7617,0;-1.2649,8.5869,0;3.2985,5.486,0;-.09,6.9683,0;.1318,8.365,0;.9411,8.9524,0;-.6774,7.7776,0;-.4337,1.2538,0;2.3371,3.0014,0;1.7571,2.6671,0;2.7014,3.8211,0;1.8973,5.0769,0;.3702,3.2093,0;-1.1159,-.0685,0;-1.298,-.7518,0;-.6147,-.9339,0;5.2857,5.8946,0;4.4773,6.4832,0;5.1758,6.5931,0;.0927,5.8653,0;.902,6.4527,0;2.1675,-.2506,0;2.0258,8.1952,0;-.1436,9.7097,0;-1.7621,8.5348,0;
Duplicates	DB02549
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02549.sdf