Chemical Components in the PDB

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BIR : Summary

Code

BIR

One-letter code

X

Molecule name

N-[3-[(1-AMINOETHYL)(HYDROXY)PHOSPHORYL]-2-(1,1'-BIPHENYL-4-YLMETHYL)PROPANOYL]ALANINE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-[(2S)-3-[(S)-[(1R)-1-aminoethyl](hydroxy)phosphoryl]-2-(biphenyl-4-ylmethyl)propanoyl]-L-alanine
OpenEye OEToolkits 1.5.0 (2S)-2-[[(2S)-2-[[[(1R)-1-aminoethyl]-hydroxy-phosphoryl]methyl]-3-(4-phenylphenyl)propanoyl]amino]propanoic acid

Formula

C21 H27 N2 O5 P

Formal charge

0

Molecular weight

418.423 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(NC(=O)C(CP(=O)(O)C(N)C)Cc1ccc(cc1)c2ccccc2)C
SMILES CACTVS 3.341 C[CH](N)[P](O)(=O)C[CH](Cc1ccc(cc1)c2ccccc2)C(=O)N[CH](C)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 CC(C(=O)O)NC(=O)C(Cc1ccc(cc1)c2ccccc2)CP(=O)(C(C)N)O
Canonical SMILES CACTVS 3.341 C[C@H](N)[P@](O)(=O)C[C@@H](Cc1ccc(cc1)c2ccccc2)C(=O)N[C@@H](C)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccc(cc1)c2ccccc2)C[P@@](=O)([C@H](C)N)O

IUPAC InChI

InChI=1S/C21H27N2O5P/c1-14(21(25)26)23-20(24)19(13-29(27,28)15(2)22)12-16-8-10-18(11-9-16)17-6-4-3-5-7-17/h3-11,14-15,19H,12-13,22H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t14-,15+,19+/m0/s1

IUPAC InChI key

CWJPVKSBGVPXRD-QMTMVMCOSA-N
BIR

wwPDB Information

Atom count

56 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-11-06

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



BIR : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C3 C C3 N N N 0 6.274 2.378 1.209
2 C2 C C2 R N N 0 5.661 1.231 0.404
3 N1 N N1 N N N 0 6.111 1.317 -0.992
4 P4 P P4 S N N 0 3.843 1.348 0.465
5 O6 O O6 N N N 0 3.39 1.261 1.871
6 O5 O O5 N N N 0 3.375 2.754 -0.164
7 C7 C C7 N N N 0 3.113 -0.019 -0.494
8 C8 C C8 S N N 0 1.597 -0.033 -0.29
9 C10 C C10 N N N 0 1.037 -1.349 -0.766
10 O23 O O23 N N N 0 0.778 -1.509 -1.94
11 N24 N N24 N N N 0 0.826 -2.349 0.113
12 C25 C C25 S N N 0 0.282 -3.628 -0.35
13 C26 C C26 N N N 0 1.422 -4.513 -0.857
14 C27 C C27 N N N 0 -0.419 -4.318 0.792
15 O28 O O28 N N N 0 -0.998 -5.514 0.599
16 O29 O O29 N N N 0 -0.461 -3.795 1.88
17 C9 C C9 N N N 0 0.964 1.108 -1.089
18 C11 C C11 N Y N 0 -0.513 1.168 -0.796
19 C12 C C12 N Y N 0 -0.979 1.953 0.243
20 C13 C C13 N Y N 0 -2.33 2.011 0.515
21 C14 C C14 N Y N 0 -3.227 1.278 -0.259
22 C15 C C15 N Y N 0 -2.752 0.489 -1.305
23 C16 C C16 N Y N 0 -1.399 0.442 -1.571
24 C17 C C17 N Y N 0 -4.681 1.336 0.029
25 C18 C C18 N Y N 0 -5.6 1.375 -1.017
26 C19 C C19 N Y N 0 -6.952 1.429 -0.744
27 C20 C C20 N Y N 0 -7.395 1.446 0.567
28 C21 C C21 N Y N 0 -6.487 1.409 1.61
29 C22 C C22 N Y N 0 -5.133 1.347 1.347
30 H31 H 1H3 N N N 0 5.957 3.33 0.783
31 H32 H 2H3 N N N 0 5.94 2.314 2.245
32 H33 H 3H3 N N N 0 7.361 2.308 1.172
33 H2 H H2 N N N 0 5.978 0.278 0.829
34 HN11 H 1HN1 N N N 0 5.797 2.209 -1.343
35 HN12 H 2HN1 N N N 0 7.119 1.352 -0.97
36 HO5 H HO5 N N N 0 3.752 2.803 -1.053
37 H71 H 1H7 N N N 0 3.336 0.119 -1.552
38 H72 H 2H7 N N N 0 3.534 -0.966 -0.156
39 H8 H H8 N N N 0 1.371 0.096 0.769
40 H24 H H24 N N N 0 1.033 -2.221 1.052
41 H25 H H25 N N N 0 -0.427 -3.45 -1.158
42 H261 H 1H26 N N N 0 1.93 -4.014 -1.683
43 H262 H 2H26 N N N 0 2.132 -4.691 -0.049
44 H263 H 3H26 N N N 0 1.018 -5.465 -1.201
45 H28 H H28 N N N 0 -1.448 -5.957 1.332
46 H91 H 1H9 N N N 0 1.429 2.052 -0.804
47 H92 H 2H9 N N N 0 1.117 0.935 -2.154
48 H12 H H12 N N N 0 -0.283 2.521 0.843
49 H13 H H13 N N N 0 -2.693 2.625 1.327
50 H15 H H15 N N N 0 -3.443 -0.082 -1.908
51 H16 H H16 N N N 0 -1.03 -0.17 -2.382
52 H18 H H18 N N N 0 -5.256 1.362 -2.041
53 H19 H H19 N N N 0 -7.665 1.459 -1.554
54 H20 H H20 N N N 0 -8.453 1.489 0.777
55 H21 H H21 N N N 0 -6.838 1.422 2.631
56 H22 H H22 N N N 0 -4.425 1.318 2.162



BIR : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3 C2 C C sing 1.53 N N
2 C3 H31 C H sing 1.09 N N
3 C3 H32 C H sing 1.09 N N
4 C3 H33 C H sing 1.09 N N
5 C2 N1 C N sing 1.47 N N
6 C2 P4 C P sing 1.82 N N
7 C2 H2 C H sing 1.09 N N
8 N1 HN11 N H sing 1.01 N N
9 N1 HN12 N H sing 1.01 N N
10 P4 O6 P O doub 1.48 N N
11 P4 O5 P O sing 1.61 N N
12 P4 C7 P C sing 1.82 N N
13 O5 HO5 O H sing 0.97 N N
14 C7 C8 C C sing 1.53 N N
15 C7 H71 C H sing 1.09 N N
16 C7 H72 C H sing 1.09 N N
17 C8 C10 C C sing 1.51 N N
18 C8 C9 C C sing 1.53 N N
19 C8 H8 C H sing 1.09 N N
20 C10 O23 C O doub 1.21 N N
21 C10 N24 C N sing 1.35 N N
22 N24 C25 N C sing 1.46 N N
23 N24 H24 N H sing 0.97 N N
24 C25 C26 C C sing 1.53 N N
25 C25 C27 C C sing 1.51 N N
26 C25 H25 C H sing 1.09 N N
27 C26 H261 C H sing 1.09 N N
28 C26 H262 C H sing 1.09 N N
29 C26 H263 C H sing 1.09 N N
30 C27 O28 C O sing 1.34 N N
31 C27 O29 C O doub 1.21 N N
32 O28 H28 O H sing 0.97 N N
33 C9 C11 C C sing 1.51 N N
34 C9 H91 C H sing 1.09 N N
35 C9 H92 C H sing 1.09 N N
36 C11 C12 C C doub 1.38 N Y
37 C11 C16 C C sing 1.38 N Y
38 C12 C13 C C sing 1.38 N Y
39 C12 H12 C H sing 1.08 N N
40 C13 C14 C C doub 1.39 N Y
41 C13 H13 C H sing 1.08 N N
42 C14 C15 C C sing 1.39 N Y
43 C14 C17 C C sing 1.48 N Y
44 C15 C16 C C doub 1.38 N Y
45 C15 H15 C H sing 1.08 N N
46 C16 H16 C H sing 1.08 N N
47 C17 C18 C C doub 1.39 N Y
48 C17 C22 C C sing 1.39 N Y
49 C18 C19 C C sing 1.38 N Y
50 C18 H18 C H sing 1.08 N N
51 C19 C20 C C doub 1.38 N Y
52 C19 H19 C H sing 1.08 N N
53 C20 C21 C C sing 1.38 N Y
54 C20 H20 C H sing 1.08 N N
55 C21 C22 C C doub 1.38 N Y
56 C21 H21 C H sing 1.08 N N
57 C22 H22 C H sing 1.08 N N



BIR : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
BIR 1r1h Open in New Window Bound ligand 1 1
BIR 3b7r Open in New Window Bound ligand 1 1