Chemical Components in the PDB

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1W1 : Summary

Code

1W1

One-letter code

X

Molecule name

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

Systematic names

ProgramVersionName
ACDLabs 12.01 2-[(3aR,7aR)-2-amino-7a-(2,4-difluorophenyl)-3a,6,7,7a-tetrahydro[1,3]oxazolo[5,4-c]pyridin-5(4H)-yl]pyridine-3-carbonitrile
OpenEye OEToolkits 1.7.6 2-[(3aR,7aR)-2-azanyl-7a-[2,4-bis(fluoranyl)phenyl]-3a,4,6,7-tetrahydro-[1,3]oxazolo[5,4-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 Fc1ccc(c(F)c1)C42N=C(OC2CN(c3ncccc3C#N)CC4)N
SMILES CACTVS 3.385 NC1=N[C]2(CCN(C[CH]2O1)c3ncccc3C#N)c4ccc(F)cc4F
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(nc1)N2CCC3(C(C2)OC(=N3)N)c4ccc(cc4F)F)C#N
Canonical SMILES CACTVS 3.385 NC1=N[C@]2(CCN(C[C@H]2O1)c3ncccc3C#N)c4ccc(F)cc4F
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(nc1)N2CC[C@]3([C@@H](C2)OC(=N3)N)c4ccc(cc4F)F)C#N

IUPAC InChI

InChI=1S/C18H15F2N5O/c19-12-3-4-13(14(20)8-12)18-5-7-25(10-15(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

RDCJBIHDYIOWEV-CRAIPNDOSA-N
1W1

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



1W1 : 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 C4 C C4 N Y N 0 2.834 -0.887 -0.064
2 C6 C C6 N Y N 0 3.727 -3.006 0.141
3 C8 C C8 N N N 0 0.86 -0.42 -1.25
4 C10 C C10 R N N 0 -1.037 0.858 -0.115
5 C17 C C17 N Y N 0 -2.226 -0.056 0.027
6 C20 C C20 N Y N 0 -4.41 -1.735 0.288
7 C21 C C21 N Y N 0 -4.323 -0.879 -0.795
8 C22 C C22 N Y N 0 -3.23 -0.039 -0.926
9 C1 C C1 N Y N 0 5.02 -2.524 0.045
10 C2 C C2 N Y N 0 5.231 -1.165 -0.111
11 C3 C C3 N Y N 0 4.116 -0.321 -0.168
12 N5 N N5 N Y N 0 2.689 -2.194 0.085
13 N7 N N7 N N N 0 1.716 -0.071 -0.112
14 C9 C C9 N N N 0 -0.278 0.566 -1.392
15 C11 C C11 R N N 0 -0.169 0.856 1.147
16 C12 C C12 N N N 0 0.942 -0.166 1.132
17 O13 O O13 N N N 0 0.313 2.208 1.176
18 C14 C C14 N N N 0 -0.646 2.965 0.592
19 N15 N N15 N N N 0 -1.456 2.284 -0.16
20 N16 N N16 N N N 0 -0.748 4.322 0.774
21 C18 C C18 N Y N 0 -2.312 -0.916 1.106
22 C19 C C19 N Y N 0 -3.402 -1.755 1.237
23 F23 F F23 N N N 0 -3.144 0.798 -1.983
24 F24 F F24 N N N 0 -5.476 -2.556 0.417
25 C25 C C25 N N N 0 4.279 1.092 -0.329
26 N26 N N26 N N N 0 4.408 2.214 -0.457
27 H1 H H1 N N N 0 3.564 -4.066 0.263
28 H2 H H2 N N N 0 1.456 -0.413 -2.162
29 H3 H H3 N N N 0 0.451 -1.419 -1.097
30 H4 H H4 N N N 0 -5.109 -0.863 -1.536
31 H5 H H5 N N N 0 5.859 -3.203 0.093
32 H6 H H6 N N N 0 6.232 -0.766 -0.188
33 H7 H H7 N N N 0 0.125 1.503 -1.774
34 H8 H H8 N N N 0 -0.982 0.174 -2.127
35 H9 H H9 N N N 0 -0.798 0.691 2.021
36 H10 H H10 N N N 0 0.513 -1.164 1.213
37 H11 H H11 N N N 0 1.603 0.01 1.981
38 H12 H H12 N N N 0 -0.113 4.784 1.343
39 H13 H H13 N N N 0 -1.454 4.819 0.333
40 H14 H H14 N N N 0 -1.526 -0.932 1.847
41 H15 H H15 N N N 0 -3.468 -2.427 2.081



1W1 : 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 N15 C14 N C doub 1.3 N N
3 N15 C10 N C sing 1.49 N N
4 C19 C18 C C doub 1.38 N Y
5 C19 C20 C C sing 1.38 N Y
6 C18 C17 C C sing 1.38 N Y
7 C14 O13 C O sing 1.35 N N
8 F24 C20 F C sing 1.35 N N
9 N26 C25 N C trip 1.14 N N
10 C20 C21 C C doub 1.38 N Y
11 C10 C17 C C sing 1.51 N N
12 C10 C9 C C sing 1.51 N N
13 C10 C11 C C sing 1.53 N N
14 C17 C22 C C doub 1.38 N Y
15 O13 C11 O C sing 1.44 N N
16 C9 C8 C C sing 1.51 N N
17 C8 N7 C N sing 1.47 N N
18 C25 C3 C C sing 1.43 N N
19 C11 C12 C C sing 1.51 N N
20 C21 C22 C C sing 1.38 N Y
21 C22 F23 C F sing 1.35 N N
22 N7 C12 N C sing 1.47 N N
23 N7 C4 N C sing 1.38 N N
24 C3 C4 C C doub 1.41 N Y
25 C3 C2 C C sing 1.4 N Y
26 C4 N5 C N sing 1.32 N Y
27 C2 C1 C C doub 1.38 N Y
28 N5 C6 N C doub 1.32 N Y
29 C1 C6 C C sing 1.38 N Y
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 C21 H4 C H sing 1.08 N N
34 C1 H5 C H sing 1.08 N N
35 C2 H6 C H sing 1.08 N N
36 C9 H7 C H sing 1.09 N N
37 C9 H8 C H sing 1.09 N N
38 C11 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



1W1 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1W1 4l7h Open in New Window Bound ligand 1 1