Chemical Components in the PDB

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ZAF : Summary

Code

ZAF

One-letter code

X

Molecule name

O-(((1R)-((N-PHENYLMETHOXYCARBONYL-L-ALANYL)AMINO)ETHYL)HYDROXYPHOSPHONO)-L-BENZYLACETIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (2S)-2-{[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-alanyl}amino)ethyl](hydroxy)phosphoryl]oxy}-3-phenylpropanoic acid
OpenEye OEToolkits 1.5.0 (2S)-2-[hydroxy-[(1R)-1-[[(2S)-2-phenylmethoxycarbonylaminopropanoyl]amino]ethyl]phosphoryl]oxy-3-phenyl-propanoic acid

Formula

C22 H27 N2 O8 P

Formal charge

0

Molecular weight

478.432 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(OP(=O)(O)C(NC(=O)C(NC(=O)OCc1ccccc1)C)C)Cc2ccccc2
SMILES CACTVS 3.341 C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](C)[P](O)(=O)O[CH](Cc2ccccc2)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 CC(C(=O)NC(C)P(=O)(O)OC(Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2
Canonical SMILES CACTVS 3.341 C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C)[P@](O)(=O)O[C@@H](Cc2ccccc2)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@@H](C(=O)N[C@@H](C)[P@@](=O)(O)O[C@@H](Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2

IUPAC InChI

InChI=1S/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t15-,16+,19-/m0/s1

IUPAC InChI key

UPJNMOBJDSFRTI-FCEWJHQRSA-N
ZAF

wwPDB Information

Atom count

60 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



ZAF : Atoms of Molecule

Total Number of Atoms: 60
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -0.217 0.435 -6.455
2 O1A O O1A N N N 0 -1.143 -0.283 -6.749
3 O1B O O1B N N N 0 0.251 1.324 -7.345
4 C2A C C2A N N N 0 1.889 -0.031 -5.233
5 C2 C C2 S N N 0 0.41 0.334 -5.089
6 CP1 C CP1 N Y N 0 2.517 -0.132 -3.867
7 CP2 C CP2 N Y N 0 2.522 -1.341 -3.196
8 CP3 C CP3 N Y N 0 3.098 -1.433 -1.943
9 CP4 C CP4 N Y N 0 3.67 -0.317 -1.361
10 CP5 C CP5 N Y N 0 3.666 0.89 -2.032
11 CP6 C CP6 N Y N 0 3.094 0.982 -3.287
12 O3 O O3 N N N 0 -0.258 -0.674 -4.33
13 P3 P P3 R N N 0 -0.864 0.048 -3.026
14 O3A O O3A N N N 0 -1.811 1.105 -3.443
15 O3B O O3B N N N 0 0.332 0.705 -2.172
16 C4 C C4 R N N 0 -1.738 -1.18 -2.001
17 C4A C C4A N N N 0 -2.875 -1.805 -2.812
18 N5 N N5 N N N 0 -2.289 -0.522 -0.814
19 C6 C C6 N N N 0 -1.554 -0.438 0.312
20 O6 O O6 N N N 0 -0.436 -0.908 0.343
21 C7 C C7 S N N 0 -2.121 0.237 1.533
22 C7A C C7A N N N 0 -2.455 1.693 1.201
23 N8 N N8 N N N 0 -1.135 0.198 2.616
24 C9 C C9 N N N 0 -1.545 0.161 3.899
25 O9 O O9 N N N 0 -2.732 0.16 4.159
26 O10 O O10 N N N 0 -0.638 0.124 4.894
27 C11 C C11 N N N 0 -1.079 0.084 6.277
28 C1X C *CP1 N Y N 0 0.121 0.048 7.187
29 C2X C *CP2 N Y N 0 0.679 1.228 7.641
30 C3X C *CP3 N Y N 0 1.781 1.196 8.475
31 C4X C *CP4 N Y N 0 2.324 -0.017 8.856
32 C5X C *CP5 N Y N 0 1.764 -1.197 8.403
33 C6X C *CP6 N Y N 0 0.66 -1.164 7.572
34 HOB1 H 1HOB N N N 0 -0.151 1.389 -8.222
35 HP2 H HP2 N N N 0 2.075 -2.212 -3.651
36 H2A1 H 1H2A N N N 0 1.977 -0.989 -5.746
37 H2A2 H 2H2A N N N 0 2.399 0.738 -5.812
38 H2 H H2 N N N 0 0.322 1.292 -4.576
39 HP3 H HP3 N N N 0 3.101 -2.377 -1.418
40 HP4 H HP4 N N N 0 4.119 -0.39 -0.382
41 HP5 H HP5 N N N 0 4.113 1.762 -1.578
42 HP6 H HP6 N N N 0 3.091 1.926 -3.812
43 HOB3 H 3HOB N N N 0 0.925 -0.015 -1.921
44 H4 H H4 N N N 0 -1.04 -1.959 -1.694
45 H4A1 H 1H4A N N N 0 -3.572 -1.026 -3.119
46 H4A2 H 2H4A N N N 0 -2.464 -2.294 -3.695
47 H4A3 H 3H4A N N N 0 -3.397 -2.539 -2.199
48 HN5 H HN5 N N N 0 -3.183 -0.147 -0.838
49 H7 H H7 N N N 0 -3.027 -0.28 1.848
50 H7A1 H 1H7A N N N 0 -1.549 2.211 0.886
51 H7A2 H 2H7A N N N 0 -3.189 1.723 0.395
52 H7A3 H 3H7A N N N 0 -2.865 2.183 2.084
53 HN8 H HN8 N N N 0 -0.187 0.198 2.409
54 H111 H 1H11 N N N 0 -1.674 0.972 6.495
55 H112 H 2H11 N N N 0 -1.685 -0.806 6.44
56 HP2' H *HP2 N N N 0 0.255 2.176 7.344
57 HP3' H *HP3 N N N 0 2.218 2.117 8.83
58 HP6' H *HP6 N N N 0 0.223 -2.086 7.217
59 HP4' H *HP4 N N N 0 3.185 -0.042 9.507
60 HP5' H *HP5 N N N 0 2.189 -2.144 8.7



ZAF : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O1A C O doub 1.21 N N
2 C1 O1B C O sing 1.34 N N
3 C1 C2 C C sing 1.51 N N
4 O1B HOB1 O H sing 0.97 N N
5 C2A C2 C C sing 1.53 N N
6 C2A CP1 C C sing 1.51 N N
7 C2A H2A1 C H sing 1.09 N N
8 C2A H2A2 C H sing 1.09 N N
9 C2 O3 C O sing 1.43 N N
10 C2 H2 C H sing 1.09 N N
11 CP1 CP2 C C doub 1.38 N Y
12 CP1 CP6 C C sing 1.38 N Y
13 CP2 CP3 C C sing 1.38 N Y
14 CP2 HP2 C H sing 1.08 N N
15 CP3 CP4 C C doub 1.38 N Y
16 CP3 HP3 C H sing 1.08 N N
17 CP4 CP5 C C sing 1.38 N Y
18 CP4 HP4 C H sing 1.08 N N
19 CP5 CP6 C C doub 1.38 N Y
20 CP5 HP5 C H sing 1.08 N N
21 CP6 HP6 C H sing 1.08 N N
22 O3 P3 O P sing 1.61 N N
23 P3 O3A P O doub 1.48 N N
24 P3 O3B P O sing 1.61 N N
25 P3 C4 P C sing 1.82 N N
26 O3B HOB3 O H sing 0.97 N N
27 C4 C4A C C sing 1.53 N N
28 C4 N5 C N sing 1.46 N N
29 C4 H4 C H sing 1.09 N N
30 C4A H4A1 C H sing 1.09 N N
31 C4A H4A2 C H sing 1.09 N N
32 C4A H4A3 C H sing 1.09 N N
33 N5 C6 N C sing 1.35 N N
34 N5 HN5 N H sing 0.97 N N
35 C6 O6 C O doub 1.21 N N
36 C6 C7 C C sing 1.51 N N
37 C7 C7A C C sing 1.53 N N
38 C7 N8 C N sing 1.47 N N
39 C7 H7 C H sing 1.09 N N
40 C7A H7A1 C H sing 1.09 N N
41 C7A H7A2 C H sing 1.09 N N
42 C7A H7A3 C H sing 1.09 N N
43 N8 C9 N C sing 1.35 N N
44 N8 HN8 N H sing 0.97 N N
45 C9 O9 C O doub 1.22 N N
46 C9 O10 C O sing 1.35 N N
47 O10 C11 O C sing 1.45 N N
48 C11 C1X C C sing 1.51 N N
49 C11 H111 C H sing 1.09 N N
50 C11 H112 C H sing 1.09 N N
51 C1X C2X C C doub 1.38 N Y
52 C1X C6X C C sing 1.38 N Y
53 C2X C3X C C sing 1.38 N Y
54 C2X HP2' C H sing 1.08 N N
55 C3X C4X C C doub 1.38 N Y
56 C3X HP3' C H sing 1.08 N N
57 C4X C5X C C sing 1.38 N Y
58 C4X HP4' C H sing 1.08 N N
59 C5X C6X C C doub 1.38 N Y
60 C5X HP5' C H sing 1.08 N N
61 C6X HP6' C H sing 1.08 N N



ZAF : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
ZAF 6cpa Open in New Window Bound ligand 1 1