Chemical Components in the PDB

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9UG : Summary

Code

9UG

One-letter code

X

Molecule name

(2R)-N,2,7-trimethyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R)-N,2,7-trimethyl-2,3-dihydro-4H-1,4-benzoxazine-4-carboxamide
OpenEye OEToolkits 2.0.6 (2~{R})-~{N},2,7-trimethyl-2,3-dihydro-1,4-benzoxazine-4-carboxamide

Formula

C12 H16 N2 O2

Formal charge

0

Molecular weight

220.268 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1cc(cc2c1N(CC(C)O2)C(NC)=O)C
SMILES CACTVS 3.385 CNC(=O)N1C[CH](C)Oc2cc(C)ccc12
SMILES OpenEye OEToolkits 2.0.6 Cc1ccc2c(c1)OC(CN2C(=O)NC)C
Canonical SMILES CACTVS 3.385 CNC(=O)N1C[C@@H](C)Oc2cc(C)ccc12
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1ccc2c(c1)O[C@@H](CN2C(=O)NC)C

IUPAC InChI

InChI=1S/C12H16N2O2/c1-8-4-5-10-11(6-8)16-9(2)7-14(10)12(15)13-3/h4-6,9H,7H2,1-3H3,(H,13,15)/t9-/m1/s1

IUPAC InChI key

FWSAWLIRIYMUOD-SECBINFHSA-N
9UG

wwPDB Information

Atom count

32 (16 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-06-09

Last modified at

2018-03-02

Status

Released

Obsoleted

Not Assigned



9UG : Atoms of Molecule

Total Number of Atoms: 32
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C9 N N N 0 -4.561 1.12 -0.126
2 C10 C C6 N N N 0 1.395 -1.398 0.476
3 C12 C C7 N N N 0 1.915 0.963 0.034
4 C15 C C10 N N N 0 4.221 1.689 -0.266
5 C16 C C11 N N N 0 0.836 -3.776 -0.076
6 C2 C C12 N Y N 0 -3.087 0.819 -0.036
7 C3 C C8 N Y N 0 -2.179 1.855 0.079
8 C4 C C1 N Y N 0 -0.826 1.585 0.161
9 C5 C C2 N Y N 0 -0.381 0.273 0.127
10 C6 C C3 N Y N 0 -1.293 -0.773 0.015
11 C7 C C4 N Y N 0 -2.648 -0.492 -0.068
12 C9 C C5 R N N 0 0.492 -2.313 -0.362
13 H1 H H1 N N N 0 -0.117 2.394 0.255
14 H10 H H10 N N N 0 5.22 1.255 -0.222
15 H11 H H11 N N N 0 4.043 2.09 -1.263
16 H12 H H12 N N N 0 4.141 2.491 0.468
17 H13 H H13 N N N 0 0.186 -4.424 -0.663
18 H14 H H14 N N N 0 1.875 -3.964 -0.345
19 H15 H H15 N N N 0 0.693 -3.982 0.985
20 H16 H H16 N N N 0 3.512 -0.252 0.224
21 H2 H H2 N N N 0 -3.362 -1.297 -0.159
22 H3 H H3 N N N 0 0.639 -2.104 -1.422
23 H4 H H4 N N N 0 1.266 -1.62 1.535
24 H5 H H5 N N N 0 2.437 -1.545 0.191
25 H6 H H6 N N N 0 -2.528 2.877 0.109
26 H7 H H7 N N N 0 -4.989 1.142 0.876
27 H8 H H8 N N N 0 -4.706 2.088 -0.605
28 H9 H H9 N N N 0 -5.054 0.346 -0.715
29 N11 N N1 N N N 0 0.995 -0.007 0.204
30 N14 N N2 N N N 0 3.227 0.655 0.03
31 O13 O O1 N N N 0 1.561 2.117 -0.116
32 O8 O O2 N N N 0 -0.871 -2.064 -0.01



9UG : Chemical Bonds

Total Number of Bonds: 33
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C15 N14 C N sing 1.46 N N
2 O13 C12 O C doub 1.22 N N
3 C12 N14 C N sing 1.35 N N
4 C12 N11 C N sing 1.35 N N
5 C10 N11 C N sing 1.47 N N
6 C10 C9 C C sing 1.53 N N
7 N11 C5 N C sing 1.41 N N
8 C9 C16 C C sing 1.53 N N
9 C9 O8 C O sing 1.43 N N
10 C5 C4 C C doub 1.39 N Y
11 C5 C6 C C sing 1.39 N Y
12 C4 C3 C C sing 1.38 N Y
13 O8 C6 O C sing 1.36 N N
14 C6 C7 C C doub 1.39 N Y
15 C3 C2 C C doub 1.38 N Y
16 C7 C2 C C sing 1.38 N Y
17 C2 C1 C C sing 1.51 N N
18 C4 H1 C H sing 1.08 N N
19 C7 H2 C H sing 1.08 N N
20 C9 H3 C H sing 1.09 N N
21 C10 H4 C H sing 1.09 N N
22 C10 H5 C H sing 1.09 N N
23 C3 H6 C H sing 1.08 N N
24 C1 H7 C H sing 1.09 N N
25 C1 H8 C H sing 1.09 N N
26 C1 H9 C H sing 1.09 N N
27 C15 H10 C H sing 1.09 N N
28 C15 H11 C H sing 1.09 N N
29 C15 H12 C H sing 1.09 N N
30 C16 H13 C H sing 1.09 N N
31 C16 H14 C H sing 1.09 N N
32 C16 H15 C H sing 1.09 N N
33 N14 H16 N H sing 0.97 N N



9UG : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
9UG 5w0q Open in New Window Bound ligand 1 1