Chemical Components in the PDB

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MI1 : Summary

Code

MI1

One-letter code

X

Molecule name

3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile

Synonyms

CP-690,550

Systematic names

ProgramVersionName
ACDLabs 10.04 3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile
OpenEye OEToolkits 1.5.0 3-[(3R,4R)-4-methyl-3-(methyl-(7H-pyrrolo[3,2-e]pyrimidin-4-yl)amino)piperidin-1-yl]-3-oxo-propanenitrile

Formula

C16 H20 N6 O

Formal charge

0

Molecular weight

312.37 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 N#CCC(=O)N3CC(N(c1ncnc2c1ccn2)C)C(C)CC3
SMILES CACTVS 3.341 C[CH]1CCN(C[CH]1N(C)c2ncnc3[nH]ccc23)C(=O)CC#N
SMILES OpenEye OEToolkits 1.5.0 CC1CCN(CC1N(C)c2c3cc[nH]c3ncn2)C(=O)CC#N
Canonical SMILES CACTVS 3.341 C[C@@H]1CCN(C[C@@H]1N(C)c2ncnc3[nH]ccc23)C(=O)CC#N
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@@H]1CCN(C[C@@H]1N(C)c2c3cc[nH]c3ncn2)C(=O)CC#N

IUPAC InChI

InChI=1S/C16H20N6O/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20)/t11-,13+/m1/s1

IUPAC InChI key

UJLAWZDWDVHWOW-YPMHNXCESA-N
MI1

wwPDB Information

Atom count

43 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-10-24

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned



MI1 : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 R N N 0 -0.285 -0.034 -0.094
2 C2 C C2 N N N 0 -1.465 0.681 -0.759
3 C4 C C4 N N N 0 -2.652 -1.541 -0.986
4 C5 C C5 N N N 0 -1.458 -2.23 -0.319
5 C6 C C6 R N N 0 -0.179 -1.457 -0.647
6 N3 N N3 N N N 0 -2.676 -0.131 -0.572
7 O21 O O21 N N N 0 -3.793 1.572 0.308
8 C23 C C23 N N N 0 -6.086 0.375 0.762
9 C20 C C20 N N N 0 -3.786 0.407 -0.03
10 C22 C C22 N N N 0 -5.02 -0.439 0.156
11 N24 N N24 N N N 0 -6.909 1.004 1.23
12 C7 C C7 N N N 0 0.008 -1.403 -2.164
13 N8 N N8 N N N 0 0.956 0.697 -0.383
14 C9 C C9 N N N 0 0.81 2.125 -0.072
15 C10 C C10 N Y N 0 2.026 0.148 0.302
16 C15 C C15 N Y N 0 3.346 0.438 -0.075
17 C16 C C16 N Y N 0 3.971 1.256 -1.112
18 C11 C C11 N Y N 0 5.299 1.127 -0.961
19 N12 N N12 N Y N 0 5.568 0.291 0.092
20 C14 C C14 N Y N 0 4.399 -0.146 0.653
21 N17 N N17 N Y N 0 4.1 -0.951 1.671
22 C18 C C18 N Y N 0 2.847 -1.195 1.989
23 N19 N N19 N Y N 0 1.829 -0.664 1.336
24 H1 H H1 N N N 0 -0.442 -0.073 0.983
25 H2 H H2 N N N 0 -1.607 1.658 -0.299
26 H2A H H2A N N N 0 -1.266 0.803 -1.824
27 H4 H H4 N N N 0 -2.551 -1.602 -2.069
28 H5A H H5A N N N 0 -1.372 -3.251 -0.692
29 H4A H H4A N N N 0 -3.576 -2.03 -0.677
30 H5 H H5 N N N 0 -1.605 -2.249 0.761
31 H6 H H6 N N N 0 0.676 -1.96 -0.194
32 H22 H H22 N N N 0 -5.353 -0.812 -0.812
33 H22A H H22A N N N 0 -4.789 -1.28 0.81
34 H7 H H7 N N N 0 0.955 -0.914 -2.396
35 H7A H H7A N N N 0 0.014 -2.416 -2.567
36 H7B H H7B N N N 0 -0.811 -0.839 -2.611
37 H9 H H9 N N N 0 0.466 2.24 0.957
38 H9A H H9A N N N 0 1.772 2.624 -0.191
39 H9B H H9B N N N 0 0.083 2.572 -0.749
40 H16 H H16 N N N 0 3.463 1.85 -1.858
41 H11 H H11 N N N 0 6.044 1.61 -1.576
42 H18 H H18 N N N 0 2.642 -1.853 2.82
43 HN12 H HN12 N N N 0 6.456 0.045 0.395



MI1 : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C2 C1 C C sing 1.53 N N
2 C1 C6 C C sing 1.53 N N
3 C1 N8 C N sing 1.47 N N
4 C1 H1 C H sing 1.09 N N
5 N3 C2 N C sing 1.47 N N
6 C2 H2 C H sing 1.09 N N
7 C2 H2A C H sing 1.09 N N
8 N3 C4 N C sing 1.47 N N
9 C4 C5 C C sing 1.53 N N
10 C4 H4 C H sing 1.09 N N
11 C4 H4A C H sing 1.09 N N
12 C5 C6 C C sing 1.53 N N
13 C5 H5 C H sing 1.09 N N
14 C5 H5A C H sing 1.09 N N
15 C7 C6 C C sing 1.53 N N
16 C6 H6 C H sing 1.09 N N
17 C20 N3 C N sing 1.35 N N
18 O21 C20 O C doub 1.21 N N
19 C22 C20 C C sing 1.51 N N
20 C23 C22 C C sing 1.47 N N
21 C22 H22 C H sing 1.09 N N
22 C22 H22A C H sing 1.09 N N
23 N24 C23 N C trip 1.14 N N
24 C7 H7 C H sing 1.09 N N
25 C7 H7A C H sing 1.09 N N
26 C7 H7B C H sing 1.09 N N
27 C9 N8 C N sing 1.47 N N
28 N8 C10 N C sing 1.38 N N
29 C9 H9 C H sing 1.09 N N
30 C9 H9A C H sing 1.09 N N
31 C9 H9B C H sing 1.09 N N
32 C10 N19 C N doub 1.33 N Y
33 C10 C15 C C sing 1.4 N Y
34 C15 C16 C C sing 1.46 N Y
35 C15 C14 C C doub 1.41 N Y
36 C16 C11 C C doub 1.34 N Y
37 C16 H16 C H sing 1.08 N N
38 C11 N12 C N sing 1.37 N Y
39 C11 H11 C H sing 1.08 N N
40 C14 N12 C N sing 1.37 N Y
41 C14 N17 C N sing 1.33 N Y
42 C18 N17 C N doub 1.32 N Y
43 N19 C18 N C sing 1.32 N Y
44 C18 H18 C H sing 1.08 N N
45 N12 HN12 N H sing 0.97 N N



MI1 : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
MI1 3eyg Open in New Window Bound ligand 1 1
MI1 3fup Open in New Window Bound ligand 2 1
MI1 3lxk Open in New Window Bound ligand 1 1
MI1 3lxn Open in New Window Bound ligand 1 1
MI1 4oti Open in New Window Bound ligand 1 1