Chemical Components in the PDB

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1W2 : Summary

Code

1W2

One-letter code

X

Molecule name

2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile

Systematic names

ProgramVersionName
ACDLabs 12.01 2-[(3aS,7aR)-2-amino-3a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[4,5-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile
OpenEye OEToolkits 1.7.6 2-[(3aS,7aR)-2-azanyl-3a-[2,4-bis(fluoranyl)phenyl]-4,6,7,7a-tetrahydro-[1,3]oxazolo[4,5-c]pyridin-5-yl]pyridine-3-carbonitrile

Formula

C18 H15 F2 N5 O

Formal charge

0

Molecular weight

355.341 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 N#Cc4cccnc4N1CC2(N=C(OC2CC1)N)c3ccc(F)cc3F
SMILES CACTVS 3.385 NC1=N[C]2(CN(CC[CH]2O1)c3ncccc3C#N)c4ccc(F)cc4F
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(nc1)N2CCC3C(C2)(N=C(O3)N)c4ccc(cc4F)F)C#N
Canonical SMILES CACTVS 3.385 NC1=N[C@]2(CN(CC[C@H]2O1)c3ncccc3C#N)c4ccc(F)cc4F
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(nc1)N2CC[C@@H]3[C@](C2)(N=C(O3)N)c4ccc(cc4F)F)C#N

IUPAC InChI

InChI=1S/C18H15F2N5O/c19-12-3-4-13(14(20)8-12)18-10-25(7-5-15(18)26-17(22)24-18)16-11(9-21)2-1-6-23-16/h1-4,6,8,15H,5,7,10H2,(H2,22,24)/t15-,18-/m1/s1

IUPAC InChI key

UKQSZNNDBLMQNX-CRAIPNDOSA-N
1W2

wwPDB Information

Atom count

41 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-06-25

Last modified at

2013-09-13

Status

Released

Obsoleted

Not Assigned



1W2 : Atoms of Molecule

Total Number of Atoms: 41
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -5.057 -0.756 1.199
2 C10 C C10 R N N 0 0.875 1.735 -1.263
3 C11 C C11 S N N 0 0.878 1.121 0.141
4 C12 C C12 N N N 0 -0.484 0.675 0.627
5 C14 C C14 N N N 0 1.08 3.366 0.243
6 C17 C C17 N Y N 0 1.884 0.0050 0.258
7 C18 C C18 N Y N 0 2.998 0.162 1.062
8 C19 C C19 N Y N 0 3.922 -0.86 1.17
9 C2 C C2 N Y N 0 -4.314 -1.802 0.68
10 C20 C C20 N Y N 0 3.733 -2.043 0.475
11 C21 C C21 N Y N 0 2.615 -2.202 -0.326
12 C22 C C22 N Y N 0 1.691 -1.178 -0.435
13 C25 C C25 N N N 0 -2.253 -2.561 -0.427
14 C3 C C3 N Y N 0 -3.057 -1.517 0.134
15 C4 C C4 N Y N 0 -2.6 -0.188 0.145
16 C6 C C6 N Y N 0 -4.537 0.525 1.179
17 C8 C C8 N N N 0 -1.487 0.983 -1.561
18 C9 C C9 N N N 0 -0.108 1.096 -2.214
19 F23 F F23 N N N 0 0.599 -1.332 -1.216
20 F24 F F24 N N N 0 4.636 -3.042 0.581
21 H1 H H1 N N N 0 -5.115 1.339 1.592
22 H10 H H10 N N N 0 -0.979 1.53 1.088
23 H11 H H11 N N N 0 -0.341 -0.085 1.396
24 H12 H H12 N N N 0 1.695 4.767 1.591
25 H13 H H13 N N N 0 1.175 5.4 0.124
26 H14 H H14 N N N 0 3.146 1.083 1.605
27 H15 H H15 N N N 0 4.792 -0.737 1.798
28 H2 H H2 N N N 0 -2.194 0.547 -2.266
29 H3 H H3 N N N 0 -1.832 1.971 -1.256
30 H4 H H4 N N N 0 1.881 1.666 -1.677
31 H5 H H5 N N N 0 2.467 -3.124 -0.869
32 H6 H H6 N N N 0 -6.032 -0.941 1.625
33 H7 H H7 N N N 0 -4.699 -2.81 0.686
34 H8 H H8 N N N 0 0.246 0.101 -2.483
35 H9 H H9 N N N 0 -0.184 1.704 -3.116
36 N13 N N13 N N N 0 1.281 2.298 0.956
37 N16 N N16 N N N 0 1.342 4.635 0.697
38 N26 N N26 N N N 0 -1.614 -3.389 -0.871
39 N5 N N5 N Y N 0 -3.348 0.773 0.664
40 N7 N N7 N N N 0 -1.358 0.117 -0.385
41 O15 O O15 N N N 0 0.565 3.109 -0.982



1W2 : Chemical Bonds

Total Number of Bonds: 44
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N16 C14 N C sing 1.37 N N
2 C19 C18 C C doub 1.38 N Y
3 C19 C20 C C sing 1.39 N Y
4 C18 C17 C C sing 1.38 N Y
5 N13 C14 N C doub 1.3 N N
6 N13 C11 N C sing 1.49 N N
7 C14 O15 C O sing 1.35 N N
8 F24 C20 F C sing 1.35 N N
9 C20 C21 C C doub 1.38 N Y
10 C17 C11 C C sing 1.51 N N
11 C17 C22 C C doub 1.38 N Y
12 N26 C25 N C trip 1.14 N N
13 C2 C1 C C doub 1.38 N Y
14 C2 C3 C C sing 1.4 N Y
15 C11 C12 C C sing 1.51 N N
16 C11 C10 C C sing 1.53 N N
17 C25 C3 C C sing 1.43 N N
18 O15 C10 O C sing 1.44 N N
19 C1 C6 C C sing 1.38 N Y
20 C3 C4 C C doub 1.41 N Y
21 C12 N7 C N sing 1.45 N N
22 C6 N5 C N doub 1.32 N Y
23 C4 N5 C N sing 1.32 N Y
24 C4 N7 C N sing 1.38 N N
25 C21 C22 C C sing 1.38 N Y
26 C10 C9 C C sing 1.51 N N
27 C22 F23 C F sing 1.35 N N
28 N7 C8 N C sing 1.47 N N
29 C8 C9 C C sing 1.53 N N
30 C6 H1 C H sing 1.08 N N
31 C8 H2 C H sing 1.09 N N
32 C8 H3 C H sing 1.09 N N
33 C10 H4 C H sing 1.09 N N
34 C21 H5 C H sing 1.08 N N
35 C1 H6 C H sing 1.08 N N
36 C2 H7 C H sing 1.08 N N
37 C9 H8 C H sing 1.09 N N
38 C9 H9 C H sing 1.09 N N
39 C12 H10 C H sing 1.09 N N
40 C12 H11 C H sing 1.09 N N
41 N16 H12 N H sing 0.97 N N
42 N16 H13 N H sing 0.97 N N
43 C18 H14 C H sing 1.08 N N
44 C19 H15 C H sing 1.08 N N



1W2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1W2 4l7j Open in New Window Bound ligand 1 1