Chemical Components in the PDB

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A1AKZ : Summary

Code

A1AKZ

One-letter code

X

Molecule name

(3S)-3-[3-(methanesulfonamido)phenyl]-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S)-3-[3-(methanesulfonamido)phenyl]-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid
OpenEye OEToolkits 2.0.7 (3~{R})-3-[3-(methylsulfonylamino)phenyl]-3-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylcarbonylamino)propanoic acid

Formula

C17 H17 N5 O5 S

Formal charge

0

Molecular weight

403.412 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 CS(=O)(=O)Nc1cccc(c1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12
SMILES CACTVS 3.385 C[S](=O)(=O)Nc1cccc(c1)[CH](CC(O)=O)NC(=O)c2ncnc3[nH]ccc23
SMILES OpenEye OEToolkits 2.0.7 CS(=O)(=O)Nc1cccc(c1)C(CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2
Canonical SMILES CACTVS 3.385 C[S](=O)(=O)Nc1cccc(c1)[C@@H](CC(O)=O)NC(=O)c2ncnc3[nH]ccc23
Canonical SMILES OpenEye OEToolkits 2.0.7 CS(=O)(=O)Nc1cccc(c1)[C@@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2

IUPAC InChI

InChI=1S/C17H17N5O5S/c1-28(26,27)22-11-4-2-3-10(7-11)13(8-14(23)24)21-17(25)15-12-5-6-18-16(12)20-9-19-15/h2-7,9,13,22H,8H2,1H3,(H,21,25)(H,23,24)(H,18,19,20)/t13-/m0/s1

IUPAC InChI key

SSZRKFQGEKLBHY-ZDUSSCGKSA-N
A1AKZ

wwPDB Information

Atom count

45 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2024-04-05

Last modified at

2024-05-10

Status

Released

Obsoleted

Not Assigned



A1AKZ : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -1.325 -1.037 0.337
2 N3 N N2 N Y N 0 -5.883 0.824 1.223
3 C4 C C1 N Y N 0 1.041 -0.249 1.681
4 C5 C C2 N Y N 0 1.06 -0.585 0.339
5 C6 C C3 R N N 0 -0.039 -1.44 -0.238
6 C7 C C4 N N N 0 0.23 -2.909 0.094
7 C8 C C5 N N N 0 -0.791 -3.775 -0.597
8 C10 C C6 N Y N 0 -3.404 0.258 0.257
9 C13 C C7 N Y N 0 -5.117 2.923 -1.542
10 C15 C C8 N Y N 0 -4.177 1.264 -0.341
11 O4 O O1 N N N 0 -1.598 0.542 -1.201
12 C9 C C9 N N N 0 -2.052 -0.067 -0.252
13 C14 C C10 N Y N 0 -3.995 2.185 -1.457
14 N4 N N3 N Y N 0 -6.0 2.544 -0.567
15 C12 C C11 N Y N 0 -5.463 1.534 0.185
16 C11 C C12 N Y N 0 -5.121 -0.112 1.753
17 N2 N N4 N Y N 0 -3.919 -0.398 1.296
18 O3 O O2 N N N 0 -0.693 -5.112 -0.529
19 O2 O O3 N N N 0 -1.698 -3.267 -1.212
20 C3 C C13 N Y N 0 2.044 0.54 2.213
21 C2 C C14 N Y N 0 3.068 0.996 1.405
22 C16 C C15 N Y N 0 2.083 -0.137 -0.473
23 C1 C C16 N Y N 0 3.089 0.661 0.058
24 N N N5 N N N 0 4.123 1.12 -0.762
25 S S S1 N N N 0 5.692 1.038 -0.24
26 O O O4 N N N 0 6.445 1.607 -1.302
27 O1 O O5 N N N 0 5.666 1.643 1.046
28 C C C17 N N N 0 6.03 -0.738 -0.1
29 H12 H H1 N N N 0 -1.654 -1.47 1.14
30 H8 H H2 N N N 0 0.24 -0.601 2.313
31 H H H3 N N N 0 -0.069 -1.312 -1.32
32 H9 H H4 N N N 0 1.229 -3.182 -0.247
33 H10 H H5 N N N 0 0.161 -3.056 1.172
34 H14 H H6 N N N 0 -5.295 3.7 -2.271
35 H15 H H7 N N N 0 -3.126 2.26 -2.094
36 H1 H H8 N N N 0 -6.878 2.933 -0.43
37 H13 H H9 N N N 0 -5.499 -0.669 2.597
38 H11 H H10 N N N 0 -1.371 -5.626 -0.989
39 H7 H H11 N N N 0 2.027 0.8 3.261
40 H6 H H12 N N N 0 3.851 1.613 1.821
41 H16 H H13 N N N 0 2.097 -0.4 -1.52
42 H5 H H14 N N N 0 3.922 1.488 -1.637
43 H4 H H15 N N N 0 5.9 -1.211 -1.073
44 H3 H H16 N N N 0 7.055 -0.888 0.243
45 H2 H H17 N N N 0 5.34 -1.185 0.616



A1AKZ : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C S C S sing 1.81 N N
2 O S O S doub 1.42 N N
3 O1 S O S doub 1.42 N N
4 S N S N sing 1.66 N N
5 N C1 N C sing 1.4 N N
6 C1 C2 C C doub 1.39 N Y
7 C2 C3 C C sing 1.38 N Y
8 C3 C4 C C doub 1.38 N Y
9 C4 C5 C C sing 1.38 N Y
10 C5 C6 C C sing 1.51 N N
11 C7 C6 C C sing 1.53 N N
12 C8 C7 C C sing 1.51 N N
13 O2 C8 O C doub 1.21 N N
14 O3 C8 O C sing 1.34 N N
15 C6 N1 C N sing 1.47 N N
16 N1 C9 N C sing 1.35 N N
17 C9 O4 C O doub 1.22 N N
18 C10 C9 C C sing 1.48 N N
19 C10 N2 C N doub 1.33 N Y
20 N2 C11 N C sing 1.32 N Y
21 C11 N3 C N doub 1.32 N Y
22 N3 C12 N C sing 1.33 N Y
23 C12 N4 C N sing 1.37 N Y
24 N4 C13 N C sing 1.37 N Y
25 C13 C14 C C doub 1.35 N Y
26 C14 C15 C C sing 1.46 N Y
27 C15 C10 C C sing 1.4 N Y
28 C12 C15 C C doub 1.42 N Y
29 C16 C5 C C doub 1.38 N Y
30 C1 C16 C C sing 1.39 N Y
31 N1 H12 N H sing 0.97 N N
32 C4 H8 C H sing 1.08 N N
33 C6 H C H sing 1.09 N N
34 C7 H9 C H sing 1.09 N N
35 C7 H10 C H sing 1.09 N N
36 C13 H14 C H sing 1.08 N N
37 C14 H15 C H sing 1.08 N N
38 N4 H1 N H sing 0.97 N N
39 C11 H13 C H sing 1.08 N N
40 O3 H11 O H sing 0.97 N N
41 C3 H7 C H sing 1.08 N N
42 C2 H6 C H sing 1.08 N N
43 C16 H16 C H sing 1.08 N N
44 N H5 N H sing 0.97 N N
45 C H4 C H sing 1.09 N N
46 C H3 C H sing 1.09 N N
47 C H2 C H sing 1.09 N N



A1AKZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
A1AKZ 7gzr Open in New Window Bound ligand 1 1