CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04438 (4751)

Formula C₁₁H₁₄BrN₂O₈P

MW 413.12

InChIKey LKWCVKAHHUJPQO-ADEQTURSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 37

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 38

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.25

logP -0.3401

PSA 160.89

MR 81.9786

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -370.67925

PM7_Total_Energy_ev -4675.92058

PM7_Electronic_Energy_ev -32382.43495

PM7_Dipole_Debye 7.54325

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.233

PM7_LUMO_Energy_ev -0.811

PM7_COSMO_Area_square_ang 321.35

PM7_COSMO_Volue_cubic_ang 380.04

PM7_Electron_Affinity_ev 0.811

PM7_Ionization_Energy_ev 9.233

PM7_Energy_Gap_ev 8.422

PM7_Global_Hardness_ev 4.211

PM7_Global_Softness_ev 0.23747328425552125

PM7_Chemical_Potential_ev -5.022

PM7_Electronigativity_ev 5.022

PM7_Back_Donation_Energy_ev -1.05275

PM7_Electrophilicity_ev 2.994595582996913

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

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

Canonical_SMILES Br/C=C/c1cn([C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O)c(=O)[nH]c1=O

InChI 1/C11H14BrN2O8P/c12-2-1-6-4-14(11(17)13-10(6)16)9-3-7(15)8(22-9)5-21-23(18,19)20/h1-2,4,7-9,15H,3,5H2,(H,13,16,17)(H2,18,19,20)/f/h13,18-19H

InChI_3D 1S/C11H14BrN2O8P/c12-2-1-6-4-14(11(17)13-10(6)16)9-3-7(15)8(22-9)5-21-23(18,19)20/h1-2,4,7-9,15H,3,5H2,(H,13,16,17)(H2,18,19,20)/b2-1+/t7-,8+,9+/m0/s1

AuxInfo 1/1/N:5,6,7,1,11,2,8,9,10,3,4,23,12,13,18,14,15,16,19,20,21,17,22/E:(18,19,20)/F:5,6,7,1,11,2,8,9,10,3,4,23,12,13,18,14,15,19,20,16,21,17,22/E:(18,19)/rA:37cCCCCCCCCCCCNNOOOOOOOOPBrHHHHHHHHHHHHHH/rB:d1;s2;;s2;w5;;s7;s8;s7;s9;s3s4;s1s4s10;d3;d4;;s9s10;s8;;;s11;d16s19s20s21;s6;s1;s5;s6;s7;s7;s8;s9;s10;s11;s11;s12;s18;s19;s20;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-.8653,-.5012,0;-.864,-1.5012,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-2.0519,2.4533,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-4.6537,.9597,0;-.1273,2.406,0;-1.0843,5.1667,0;-4.2843,2.3248,0;-3.2886,.5903,0;-2.9192,1.9554,0;-3.7865,1.4576,0;.0028,-2,0;-.4337,1.2538,0;-1.2987,-.2518,0;-1.2966,-1.7518,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-.9789,5.6555,0;-4.7843,2.3261,0;-2.7886,.5891,0;

Duplicates DB04438

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.sdf

Formula	C₁₁H₁₄BrN₂O₈P
MW	413.12
InChIKey	LKWCVKAHHUJPQO-ADEQTURSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	37
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	38
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.25
logP	-0.3401
PSA	160.89
MR	81.9786
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-370.67925
PM7_Total_Energy_ev	-4675.92058
PM7_Electronic_Energy_ev	-32382.43495
PM7_Dipole_Debye	7.54325
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.233
PM7_LUMO_Energy_ev	-0.811
PM7_COSMO_Area_square_ang	321.35
PM7_COSMO_Volue_cubic_ang	380.04
PM7_Electron_Affinity_ev	0.811
PM7_Ionization_Energy_ev	9.233
PM7_Energy_Gap_ev	8.422
PM7_Global_Hardness_ev	4.211
PM7_Global_Softness_ev	0.23747328425552125
PM7_Chemical_Potential_ev	-5.022
PM7_Electronigativity_ev	5.022
PM7_Back_Donation_Energy_ev	-1.05275
PM7_Electrophilicity_ev	2.994595582996913
OPENEYE_Name	[(2~{R},3~{S},5~{R})-5-[5-[(~{E})-2-bromovinyl]-2,4-dioxo-pyrimidin-1-yl]-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
SMILES	c1c(c(=O)[nH]c(=O)n1C2CC(C(O2)COP(=O)(O)O)O)C=CBr
Canonical_SMILES	Br/C=C/c1cn([C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O)c(=O)[nH]c1=O
InChI	1/C11H14BrN2O8P/c12-2-1-6-4-14(11(17)13-10(6)16)9-3-7(15)8(22-9)5-21-23(18,19)20/h1-2,4,7-9,15H,3,5H2,(H,13,16,17)(H2,18,19,20)/f/h13,18-19H
InChI_3D	1S/C11H14BrN2O8P/c12-2-1-6-4-14(11(17)13-10(6)16)9-3-7(15)8(22-9)5-21-23(18,19)20/h1-2,4,7-9,15H,3,5H2,(H,13,16,17)(H2,18,19,20)/b2-1+/t7-,8+,9+/m0/s1
AuxInfo	1/1/N:5,6,7,1,11,2,8,9,10,3,4,23,12,13,18,14,15,16,19,20,21,17,22/E:(18,19,20)/F:5,6,7,1,11,2,8,9,10,3,4,23,12,13,18,14,15,19,20,16,21,17,22/E:(18,19)/rA:37cCCCCCCCCCCCNNOOOOOOOOPBrHHHHHHHHHHHHHH/rB:d1;s2;;s2;w5;;s7;s8;s7;s9;s3s4;s1s4s10;d3;d4;;s9s10;s8;;;s11;d16s19s20s21;s6;s1;s5;s6;s7;s7;s8;s9;s10;s11;s11;s12;s18;s19;s20;/rC:0,1.0051,0;;.8674,-.4976,0;1.7348,1.0051,0;-.8653,-.5012,0;-.864,-1.5012,0;1.0793,3.4898,0;.2126,3.9918,0;-.5342,3.3245,0;.8674,2.5126,0;-2.0519,2.4533,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-4.6537,.9597,0;-.1273,2.406,0;-1.0843,5.1667,0;-4.2843,2.3248,0;-3.2886,.5903,0;-2.9192,1.9554,0;-3.7865,1.4576,0;.0028,-2,0;-.4337,1.2538,0;-1.2987,-.2518,0;-1.2966,-1.7518,0;1.2837,3.9461,0;1.5543,3.3338,0;.5074,4.3957,0;-.8268,3.7299,0;1.3646,2.4593,0;-1.803,2.0196,0;-2.3009,2.8869,0;2.1675,-.2506,0;-.9789,5.6555,0;-4.7843,2.3261,0;-2.7886,.5891,0;
Duplicates	DB04438
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04438.sdf