Chemical Components in the PDB

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3JW : Summary

Code

3JW

One-letter code

X

Molecule name

Baricitinib

Systematic names

ProgramVersionName
ACDLabs 12.01 {1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile
OpenEye OEToolkits 1.9.2 2-[1-ethylsulfonyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]ethanenitrile

Formula

C16 H17 N7 O2 S

Formal charge

0

Molecular weight

371.417 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(N4CC(n3ncc(c2ncnc1c2ccn1)c3)(C4)CC#N)CC
SMILES CACTVS 3.385 CC[S](=O)(=O)N1CC(CC#N)(C1)n2cc(cn2)c3ncnc4[nH]ccc34
SMILES OpenEye OEToolkits 1.9.2 CCS(=O)(=O)N1CC(C1)(CC#N)n2cc(cn2)c3c4cc[nH]c4ncn3
Canonical SMILES CACTVS 3.385 CC[S](=O)(=O)N1CC(CC#N)(C1)n2cc(cn2)c3ncnc4[nH]ccc34
Canonical SMILES OpenEye OEToolkits 1.9.2 CCS(=O)(=O)N1CC(C1)(CC#N)n2cc(cn2)c3c4cc[nH]c4ncn3

IUPAC InChI

InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)

IUPAC InChI key

XUZMWHLSFXCVMG-UHFFFAOYSA-N
3JW

wwPDB Information

Atom count

43 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-08-28

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



3JW : 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 C2 C C14 N Y N 0 3.942 1.779 1.924
2 C4 C C1 N Y N 0 2.715 0.472 0.471
3 C5 C C2 N Y N 0 3.884 0.253 -0.277
4 C6 C C3 N Y N 0 5.084 0.852 0.154
5 CAA C C4 N N N 0 -3.126 3.597 -1.272
6 CAB C C5 N N N 0 -2.598 2.235 -0.817
7 CAE C C7 N N N 0 -3.004 -1.477 -0.329
8 CAF C C8 N N N 0 -1.807 -1.643 0.622
9 CAG C C9 N N N 0 -1.639 -3.061 1.172
10 CAH C C10 N N N 0 -0.951 -3.896 0.175
11 CAJ C C6 N N N 0 -2.627 -0.711 1.525
12 CAL C C11 N Y N 0 0.447 -0.59 0.899
13 CAM C C13 N Y N 0 1.427 -0.134 0.063
14 CAN C C12 N Y N 0 0.987 -0.346 -1.26
15 CAR C C15 N Y N 0 4.214 -0.495 -1.487
16 CAS C C16 N Y N 0 5.527 -0.316 -1.709
17 H1 H H1 N N N 0 -3.562 4.121 -0.422
18 H10 H H10 N N N 0 -1.048 -3.027 2.088
19 H11 H H11 N N N 0 -2.62 -3.485 1.388
20 H12 H H12 N N N 0 0.472 -0.576 1.979
21 H13 H H13 N N N 0 1.533 -0.097 -2.158
22 H14 H H14 N N N 0 3.964 2.394 2.812
23 H15 H H15 N N N 0 3.534 -1.081 -2.088
24 H16 H H16 N N N 0 6.082 -0.742 -2.532
25 H17 H H17 N N N 0 6.988 0.759 -0.682
26 H2 H H2 N N N 0 -2.305 4.187 -1.68
27 H3 H H3 N N N 0 -3.886 3.454 -2.04
28 H4 H H4 N N N 0 -2.162 1.712 -1.668
29 H5 H H5 N N N 0 -1.838 2.378 -0.049
30 H6 H H6 N N N 0 -2.02 0.024 2.055
31 H7 H H7 N N N 0 -3.319 -1.238 2.181
32 H8 H H8 N N N 0 -3.796 -2.207 -0.162
33 H9 H H9 N N N 0 -2.72 -1.396 -1.378
34 N1 N N1 N Y N 0 5.061 1.602 1.254
35 N3 N N2 N Y N 0 2.794 1.244 1.554
36 NAD N N3 N N N 0 -3.262 -0.178 0.31
37 NAI N N4 N N N 0 -0.421 -4.541 -0.595
38 NAK N N5 N Y N 0 -0.555 -1.059 0.133
39 NAO N N6 N Y N 0 -0.194 -0.9 -1.21
40 NAT N N7 N Y N 0 6.058 0.488 -0.734
41 OAY O O1 N N N 0 -4.425 1.816 1.082
42 OAZ O O2 N N N 0 -4.875 0.889 -1.167
43 SAC S S1 N N N 0 -3.964 1.253 -0.139



3JW : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C2 N C doub 1.32 N Y
2 N1 C6 N C sing 1.33 N Y
3 C2 N3 C N sing 1.32 N Y
4 NAT C6 N C sing 1.37 N Y
5 NAT CAS N C sing 1.37 N Y
6 C6 C5 C C doub 1.41 N Y
7 N3 C4 N C doub 1.33 N Y
8 CAS CAR C C doub 1.34 N Y
9 C5 C4 C C sing 1.41 N Y
10 C5 CAR C C sing 1.46 N Y
11 C4 CAM C C sing 1.48 N N
12 CAM CAN C C sing 1.41 N Y
13 CAM CAL C C doub 1.37 N Y
14 CAN NAO C N doub 1.31 N Y
15 CAL NAK C N sing 1.35 N Y
16 NAO NAK N N sing 1.4 N Y
17 NAK CAF N C sing 1.47 N N
18 CAF CAG C C sing 1.53 N N
19 CAF CAJ C C sing 1.54 N N
20 CAF CAE C C sing 1.54 N N
21 CAG CAH C C sing 1.47 N N
22 CAJ NAD C N sing 1.47 N N
23 CAE NAD C N sing 1.47 N N
24 NAD SAC N S sing 1.66 N N
25 CAA CAB C C sing 1.53 N N
26 CAH NAI C N trip 1.14 N N
27 SAC CAB S C sing 1.81 N N
28 SAC OAY S O doub 1.42 N N
29 SAC OAZ S O doub 1.42 N N
30 CAA H1 C H sing 1.09 N N
31 CAA H2 C H sing 1.09 N N
32 CAA H3 C H sing 1.09 N N
33 CAB H4 C H sing 1.09 N N
34 CAB H5 C H sing 1.09 N N
35 CAJ H6 C H sing 1.09 N N
36 CAJ H7 C H sing 1.09 N N
37 CAE H8 C H sing 1.09 N N
38 CAE H9 C H sing 1.09 N N
39 CAG H10 C H sing 1.09 N N
40 CAG H11 C H sing 1.09 N N
41 CAL H12 C H sing 1.08 N N
42 CAN H13 C H sing 1.08 N N
43 C2 H14 C H sing 1.08 N N
44 CAR H15 C H sing 1.08 N N
45 CAS H16 C H sing 1.08 N N
46 NAT H17 N H sing 0.97 N N



3JW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
3JW 4w9x Open in New Window Bound ligand 1 1