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HFG : Summary
Code
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HFG
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One-letter code
|
X
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Molecule name
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7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one
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Synonyms
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Halofuginone
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Systematic names
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Formula
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C16 H17 Br Cl N3 O3
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Formal charge
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0
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Molecular weight
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414.681 Da
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SMILES
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Type | Program | Version | Descriptor |
SMILES
|
ACDLabs |
12.01 |
Brc3c(Cl)cc1c(N=CN(C1=O)CC(=O)CC2NCCCC2O)c3 |
SMILES
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CACTVS |
3.370 |
O[CH]1CCCN[CH]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O |
SMILES
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OpenEye OEToolkits |
1.7.6 |
c1c2c(cc(c1Cl)Br)N=CN(C2=O)CC(=O)CC3C(CCCN3)O |
Canonical SMILES
|
CACTVS |
3.370 |
O[C@H]1CCCN[C@@H]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O |
Canonical SMILES
|
OpenEye OEToolkits |
1.7.6 |
c1c2c(cc(c1Cl)Br)N=CN(C2=O)CC(=O)C[C@@H]3[C@H](CCCN3)O |
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IUPAC InChI | InChI=1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m1/s1 |
IUPAC InChI key | LVASCWIMLIKXLA-CABCVRRESA-N |
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wwPDB Information |
Atom count
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41 (24 without Hydrogen)
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Polymer type
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Bound ligand
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Type description
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NON-POLYMER
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Type code
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HETAIN
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Is modified
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No
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Standard parent
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Not Assigned
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Defined at
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2012-11-09
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Last modified at
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2021-03-01
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Status
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Released
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Obsoleted
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Not Assigned
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HFG : Atoms of Molecule
Total Number of Atoms: 41
Record |
Atom Name |
Symbol |
PDB Name |
Stereochemistry |
Is Aromatic |
Is Leaving Atom |
Charge |
X-Coordinate |
Y-Coordinate |
Z-Coordinate |
1 |
O4' |
O |
O4' |
N |
N |
N |
0 |
2.636 |
0.206 |
0.497 |
2 |
C21 |
C |
C21 |
N |
N |
N |
0 |
3.061 |
0.807 |
-0.461 |
3 |
C3' |
C |
C3' |
N |
N |
N |
0 |
4.538 |
0.8 |
-0.759 |
4 |
C2' |
C |
C2' |
R |
N |
N |
0 |
5.268 |
-0.035 |
0.295 |
5 |
N1' |
N |
N1' |
N |
N |
N |
0 |
4.842 |
-1.436 |
0.191 |
6 |
C6' |
C |
C6' |
N |
N |
N |
0 |
5.49 |
-2.266 |
1.215 |
7 |
C5' |
C |
C5' |
N |
N |
N |
0 |
7.006 |
-2.237 |
1.013 |
8 |
C4' |
C |
C4' |
N |
N |
N |
0 |
7.503 |
-0.792 |
1.11 |
9 |
C39 |
C |
C39 |
S |
N |
N |
0 |
6.778 |
0.06 |
0.065 |
10 |
O7' |
O |
O7' |
N |
N |
N |
0 |
7.194 |
1.421 |
0.187 |
11 |
C1' |
C |
C1' |
N |
N |
N |
0 |
2.114 |
1.558 |
-1.36 |
12 |
N3 |
N |
N3 |
N |
N |
N |
0 |
0.744 |
1.406 |
-0.863 |
13 |
C4 |
C |
C4 |
N |
N |
N |
0 |
-0.014 |
0.371 |
-1.294 |
14 |
O11 |
O |
O11 |
N |
N |
N |
0 |
0.418 |
-0.442 |
-2.09 |
15 |
C10 |
C |
C10 |
N |
Y |
N |
0 |
-1.381 |
0.266 |
-0.763 |
16 |
C5 |
C |
C5 |
N |
Y |
N |
0 |
-2.243 |
-0.761 |
-1.143 |
17 |
C2 |
C |
C2 |
N |
N |
N |
0 |
0.249 |
2.302 |
0.03 |
18 |
N1 |
N |
N1 |
N |
N |
N |
0 |
-0.953 |
2.235 |
0.516 |
19 |
C9 |
C |
C9 |
N |
Y |
N |
0 |
-1.812 |
1.248 |
0.157 |
20 |
C8 |
C |
C8 |
N |
Y |
N |
0 |
-3.104 |
1.176 |
0.68 |
21 |
C7 |
C |
C7 |
N |
Y |
N |
0 |
-3.941 |
0.153 |
0.293 |
22 |
BR1 |
BR |
BR1 |
N |
N |
N |
0 |
-5.692 |
0.059 |
1.002 |
23 |
C6 |
C |
C6 |
N |
Y |
N |
0 |
-3.515 |
-0.811 |
-0.614 |
24 |
CL1 |
CL |
CL1 |
N |
N |
N |
0 |
-4.593 |
-2.089 |
-1.084 |
25 |
H1 |
H |
H1 |
N |
N |
N |
0 |
4.707 |
0.367 |
-1.745 |
26 |
H2 |
H |
H2 |
N |
N |
N |
0 |
4.917 |
1.821 |
-0.741 |
27 |
H3 |
H |
H3 |
N |
N |
N |
0 |
5.027 |
0.345 |
1.288 |
28 |
H4 |
H |
H4 |
N |
N |
N |
0 |
5.019 |
-1.8 |
-0.734 |
29 |
H6 |
H |
H6 |
N |
N |
N |
0 |
5.248 |
-1.876 |
2.204 |
30 |
H7 |
H |
H7 |
N |
N |
N |
0 |
5.131 |
-3.292 |
1.132 |
31 |
H11 |
H |
H11 |
N |
N |
N |
0 |
8.576 |
-0.762 |
0.925 |
32 |
H8 |
H |
H8 |
N |
N |
N |
0 |
7.488 |
-2.841 |
1.782 |
33 |
H9 |
H |
H9 |
N |
N |
N |
0 |
7.25 |
-2.64 |
0.029 |
34 |
H10 |
H |
H10 |
N |
N |
N |
0 |
7.294 |
-0.402 |
2.107 |
35 |
H12 |
H |
H12 |
N |
N |
N |
0 |
7.017 |
-0.306 |
-0.933 |
36 |
H13 |
H |
H13 |
N |
N |
N |
0 |
8.143 |
1.556 |
0.053 |
37 |
H14 |
H |
H14 |
N |
N |
N |
0 |
2.382 |
2.614 |
-1.369 |
38 |
H15 |
H |
H15 |
N |
N |
N |
0 |
2.18 |
1.158 |
-2.372 |
39 |
H16 |
H |
H16 |
N |
N |
N |
0 |
-1.916 |
-1.512 |
-1.847 |
40 |
H17 |
H |
H17 |
N |
N |
N |
0 |
0.888 |
3.11 |
0.352 |
41 |
H18 |
H |
H18 |
N |
N |
N |
0 |
-3.447 |
1.919 |
1.385 |
HFG : Chemical Bonds
Total Number of Bonds: 43
HFG : Used in PDB Entries
Total Number of PDB Entries: 18
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