Chemical Components in the PDB

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NP4 : Summary

Code

NP4

One-letter code

X

Molecule name

(5Z)-12-CHLORO-13,15-DIHYDROXY-4,7,8,9-TETRAHYDRO-2-BENZOXACYCLOTRIDECINE-1,10(3H,11H)-DIONE

Systematic names

ProgramVersionName
ACDLabs 10.04 (5Z)-12-chloro-13,15-dihydroxy-4,7,8,9-tetrahydro-2-benzoxacyclotridecine-1,10(3H,11H)-dione
OpenEye OEToolkits 1.5.0 (6Z)-14-chloro-15,17-dihydroxy-3-oxabicyclo[11.4.0]heptadeca-1(17),6,13,15-tetraene-2,11-dione

Formula

C16 H17 Cl O5

Formal charge

0

Molecular weight

324.756 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1OCCC=CCCCC(=O)Cc2c1c(O)cc(O)c2Cl
SMILES CACTVS 3.341 Oc1cc(O)c2C(=O)OCCC=CCCCC(=O)Cc2c1Cl
SMILES OpenEye OEToolkits 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCCC=CCCOC2=O)O
Canonical SMILES CACTVS 3.341 Oc1cc(O)c2C(=O)OCC\C=C/CCCC(=O)Cc2c1Cl
Canonical SMILES OpenEye OEToolkits 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCC\C=C/CCOC2=O)O

IUPAC InChI

InChI=1S/C16H17ClO5/c17-15-11-8-10(18)6-4-2-1-3-5-7-22-16(21)14(11)12(19)9-13(15)20/h1,3,9,19-20H,2,4-8H2/b3-1-

IUPAC InChI key

AQKZYZQONWDDLS-IWQZZHSRSA-N
NP4

wwPDB Information

Atom count

39 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-07-04

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



NP4 : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -0.811 1.168 0.052
2 C2 C C2 N Y N 0 0.65 1.024 0.03
3 O10 O O10 N N N 0 -1.396 2.321 -0.335
4 C3 C C3 N Y N 0 1.482 2.102 0.36
5 C4 C C4 N Y N 0 2.856 1.935 0.388
6 C5 C C5 N Y N 0 3.409 0.703 0.075
7 C6 C C6 N Y N 0 2.589 -0.361 -0.293
8 C7 C C7 N Y N 0 1.222 -0.204 -0.332
9 C8 C C8 N N N 0 0.347 -1.353 -0.763
10 C9 C C9 N N N 0 -0.256 -2.036 0.436
11 C10 C C10 N N N 0 -1.413 -2.984 0.249
12 C11 C C11 N N N 0 -2.705 -2.328 0.737
13 C12 C C12 N N N 0 -3.387 -1.598 -0.425
14 C13 C C13 N N N 0 -4.437 -0.671 0.119
15 C14 C C14 N N N 0 -4.486 0.602 -0.155
16 C15 C C15 N N N 0 -3.497 1.298 -1.047
17 C16 C C16 N N N 0 -2.841 2.449 -0.28
18 O1 O O1 N N N 0 -1.515 0.242 0.39
19 O3 O O3 N N N 0 0.946 3.313 0.659
20 O4 O O4 N N N 0 4.755 0.536 0.117
21 CL1 CL CL1 N N N 0 3.298 -1.892 -0.702
22 O5 O O5 N N N 0 0.184 -1.828 1.54
23 H4 H H4 N N N 0 3.495 2.764 0.653
24 H8C1 H 1H8C N N N 0 0.941 -2.074 -1.328
25 H8C2 H 2H8C N N N 0 -0.451 -0.979 -1.407
26 H101 H 1H10 N N N 0 -1.23 -3.895 0.819
27 H102 H 2H10 N N N 0 -1.509 -3.233 -0.808
28 H111 H 1H11 N N N 0 -2.478 -1.616 1.53
29 H112 H 2H11 N N N 0 -3.378 -3.095 1.123
30 H121 H 1H12 N N N 0 -3.863 -2.338 -1.075
31 H122 H 2H12 N N N 0 -2.644 -1.053 -0.997
32 H13 H H13 N N N 0 -5.201 -1.084 0.78
33 H161 H 1H16 N N N 0 -3.169 2.423 0.76
34 H14 H H14 N N N 0 -5.289 1.192 0.289
35 H151 H 1H15 N N N 0 -4.029 1.711 -1.912
36 H152 H 2H15 N N N 0 -2.738 0.61 -1.402
37 H162 H 2H16 N N N 0 -3.14 3.398 -0.728
38 H3 H H3 N N N 0 0.883 3.804 -0.171
39 HA H HA N N N 0 4.974 0.25 1.014



NP4 : Chemical Bonds

Total Number of Bonds: 40
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.47 N N
2 C1 O10 C O sing 1.35 N N
3 C1 O1 C O doub 1.21 N N
4 C2 C3 C C doub 1.4 N Y
5 C2 C7 C C sing 1.4 N Y
6 O10 C16 O C sing 1.45 N N
7 C3 C4 C C sing 1.38 N Y
8 C3 O3 C O sing 1.36 N N
9 C4 C5 C C doub 1.39 N Y
10 C4 H4 C H sing 1.08 N N
11 C5 C6 C C sing 1.39 N Y
12 C5 O4 C O sing 1.36 N N
13 C6 C7 C C doub 1.38 N Y
14 C6 CL1 C CL sing 1.74 N N
15 C7 C8 C C sing 1.51 N N
16 C8 C9 C C sing 1.51 N N
17 C8 H8C1 C H sing 1.09 N N
18 C8 H8C2 C H sing 1.09 N N
19 C9 C10 C C sing 1.51 N N
20 C9 O5 C O doub 1.21 N N
21 C10 C11 C C sing 1.53 N N
22 C10 H101 C H sing 1.09 N N
23 C10 H102 C H sing 1.09 N N
24 C11 C12 C C sing 1.53 N N
25 C11 H111 C H sing 1.09 N N
26 C11 H112 C H sing 1.09 N N
27 C12 C13 C C sing 1.5 N N
28 C12 H121 C H sing 1.09 N N
29 C12 H122 C H sing 1.08 N N
30 C13 C14 C C doub 1.3 Z N
31 C13 H13 C H sing 1.09 N N
32 C14 C15 C C sing 1.5 N N
33 C14 H14 C H sing 1.09 N N
34 C15 C16 C C sing 1.53 N N
35 C15 H151 C H sing 1.1 N N
36 C15 H152 C H sing 1.08 N N
37 C16 H161 C H sing 1.09 N N
38 C16 H162 C H sing 1.09 N N
39 O3 H3 O H sing 0.97 N N
40 O4 HA O H sing 0.97 N N



NP4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
NP4 2iws Open in New Window Bound ligand 1 1