Chemical Components in the PDB

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C8A : Summary

Code

C8A

One-letter code

X

Molecule name

{[(4-benzylphenyl)amino]methylene}bis(phosphonic acid)

Systematic names

ProgramVersionName
ACDLabs 12.01 {[(4-benzylphenyl)amino]methylene}bis(phosphonic acid)
OpenEye OEToolkits 2.0.6 [[[4-(phenylmethyl)phenyl]amino]-phosphono-methyl]phosphonic acid

Formula

C14 H17 N O6 P2

Formal charge

0

Molecular weight

357.235 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c2(Cc1ccccc1)ccc(NC(P(O)(O)=O)P(O)(=O)O)cc2
SMILES CACTVS 3.385 O[P](O)(=O)C(Nc1ccc(Cc2ccccc2)cc1)[P](O)(O)=O
SMILES OpenEye OEToolkits 2.0.6 c1ccc(cc1)Cc2ccc(cc2)NC(P(=O)(O)O)P(=O)(O)O
Canonical SMILES CACTVS 3.385 O[P](O)(=O)C(Nc1ccc(Cc2ccccc2)cc1)[P](O)(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 c1ccc(cc1)Cc2ccc(cc2)NC(P(=O)(O)O)P(=O)(O)O

IUPAC InChI

InChI=1S/C14H17NO6P2/c16-22(17,18)14(23(19,20)21)15-13-8-6-12(7-9-13)10-11-4-2-1-3-5-11/h1-9,14-15H,10H2,(H2,16,17,18)(H2,19,20,21)

IUPAC InChI key

UUWAWXLKQDUPIO-UHFFFAOYSA-N
C8A

wwPDB Information

Atom count

40 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-09-18

Last modified at

2019-01-11

Status

Released

Obsoleted

Not Assigned



C8A : Atoms of Molecule

Total Number of Atoms: 40
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N Y N 0 -2.52 -1.382 0.682
2 C13 C C2 N Y N 0 -4.95 0.799 0.98
3 C15 C C3 N Y N 0 -6.249 1.514 -0.899
4 C17 C C4 N Y N 0 -5.339 -0.7 -0.846
5 O01 O O1 N N N 0 0.53 1.899 0.35
6 P02 P P1 N N N 0 2.052 1.547 -0.04
7 O03 O O2 N N N 0 2.26 1.791 -1.485
8 O04 O O3 N N N 0 3.053 2.478 0.811
9 C05 C C5 N N N 0 2.386 -0.205 0.335
10 N06 N N1 N N N 0 1.476 -1.052 -0.439
11 C07 C C6 N Y N 0 0.135 -1.163 -0.063
12 C08 C C7 N Y N 0 -0.338 -0.466 1.041
13 C09 C C8 N Y N 0 -1.664 -0.578 1.411
14 C11 C C9 N N N 0 -3.967 -1.501 1.088
15 C12 C C10 N Y N 0 -4.774 -0.438 0.388
16 C14 C C11 N Y N 0 -5.689 1.774 0.338
17 C16 C C12 N Y N 0 -6.07 0.279 -1.493
18 C18 C C13 N Y N 0 -2.054 -2.073 -0.422
19 C19 C C14 N Y N 0 -0.729 -1.966 -0.796
20 P20 P P2 N N N 0 4.11 -0.603 -0.106
21 O21 O O4 N N N 0 4.318 -0.359 -1.551
22 O22 O O5 N N N 0 5.11 0.328 0.744
23 O23 O O6 N N N 0 4.405 -2.151 0.225
24 H1 H H1 N N N 0 -4.512 1.001 1.947
25 H2 H H2 N N N 0 -6.828 2.276 -1.4
26 H3 H H3 N N N 0 -5.202 -1.666 -1.309
27 H4 H H4 N N N 0 -0.129 1.375 -0.125
28 H5 H H5 N N N 0 3.989 2.321 0.627
29 H6 H H6 N N N 0 2.233 -0.385 1.399
30 H7 H H7 N N N 0 1.804 -1.537 -1.213
31 H8 H H8 N N N 0 0.331 0.162 1.611
32 H9 H H9 N N N 0 -2.032 -0.036 2.27
33 H10 H H10 N N N 0 -4.343 -2.485 0.808
34 H11 H H11 N N N 0 -4.054 -1.372 2.167
35 H12 H H12 N N N 0 -5.831 2.738 0.803
36 H13 H H13 N N N 0 -6.511 0.075 -2.458
37 H14 H H14 N N N 0 -2.727 -2.697 -0.991
38 H15 H H15 N N N 0 -0.365 -2.509 -1.656
39 H16 H H16 N N N 0 6.047 0.171 0.56
40 H17 H H17 N N N 0 4.288 -2.383 1.156



C8A : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O21 P20 O P doub 1.48 N N
2 O23 P20 O P sing 1.61 N N
3 P20 O22 P O sing 1.61 N N
4 P20 C05 P C sing 1.82 N N
5 O03 P02 O P doub 1.48 N N
6 O01 P02 O P sing 1.61 N N
7 P02 C05 P C sing 1.82 N N
8 P02 O04 P O sing 1.61 N N
9 C05 N06 C N sing 1.46 N N
10 N06 C07 N C sing 1.4 N N
11 C07 C19 C C doub 1.39 N Y
12 C07 C08 C C sing 1.39 N Y
13 C19 C18 C C sing 1.38 N Y
14 C08 C09 C C doub 1.38 N Y
15 C18 C10 C C doub 1.38 N Y
16 C09 C10 C C sing 1.38 N Y
17 C10 C11 C C sing 1.51 N N
18 C11 C12 C C sing 1.51 N N
19 C17 C12 C C doub 1.38 N Y
20 C17 C16 C C sing 1.38 N Y
21 C12 C13 C C sing 1.38 N Y
22 C16 C15 C C doub 1.38 N Y
23 C13 C14 C C doub 1.38 N Y
24 C15 C14 C C sing 1.38 N Y
25 C13 H1 C H sing 1.08 N N
26 C15 H2 C H sing 1.08 N N
27 C17 H3 C H sing 1.08 N N
28 O01 H4 O H sing 0.97 N N
29 O04 H5 O H sing 0.97 N N
30 C05 H6 C H sing 1.09 N N
31 N06 H7 N H sing 0.97 N N
32 C08 H8 C H sing 1.08 N N
33 C09 H9 C H sing 1.08 N N
34 C11 H10 C H sing 1.09 N N
35 C11 H11 C H sing 1.09 N N
36 C14 H12 C H sing 1.08 N N
37 C16 H13 C H sing 1.08 N N
38 C18 H14 C H sing 1.08 N N
39 C19 H15 C H sing 1.08 N N
40 O22 H16 O H sing 0.97 N N
41 O23 H17 O H sing 0.97 N N



C8A : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
C8A 6b18 Open in New Window Bound ligand 1 1