Chemical Components in the PDB

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CCZ : Summary

Code

CCZ

One-letter code

X

Molecule name

phenyl (4-carbamimidoylbenzyl)phosphonate

Systematic names

ProgramVersionName
ACDLabs 12.01 phenyl hydrogen (R)-(4-carbamimidoylbenzyl)phosphonate
OpenEye OEToolkits 1.7.0 (4-carbamimidoylphenyl)methyl-phenoxy-phosphinic acid

Formula

C14 H15 N2 O3 P

Formal charge

0

Molecular weight

290.254 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=P(O)(Oc1ccccc1)Cc2ccc(C(=[N@H])N)cc2
SMILES CACTVS 3.370 NC(=N)c1ccc(C[P](O)(=O)Oc2ccccc2)cc1
SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)OP(=O)(Cc2ccc(cc2)C(=N)N)O
Canonical SMILES CACTVS 3.370 NC(=N)c1ccc(C[P](O)(=O)Oc2ccccc2)cc1
Canonical SMILES OpenEye OEToolkits 1.7.0 [H]/N=C(/c1ccc(cc1)C[P@@](=O)(O)Oc2ccccc2)\N

IUPAC InChI

InChI=1S/C14H15N2O3P/c15-14(16)12-8-6-11(7-9-12)10-20(17,18)19-13-4-2-1-3-5-13/h1-9H,10H2,(H3,15,16)(H,17,18)

IUPAC InChI key

WWKGYQUWQUONHG-UHFFFAOYSA-N
CCZ

wwPDB Information

Atom count

35 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2010-07-27

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



CCZ : Atoms of Molecule

Total Number of Atoms: 35
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 P P P N N N 0 -1.097 -0.27 0.448
2 C1 C C1 N N N 0 5.363 0.288 -0.745
3 N1 N N1 N N N 0 5.976 -0.689 -1.349
4 C2 C C2 N Y N 0 4.038 0.059 -0.123
5 N2 N N2 N N N 0 5.946 1.535 -0.684
6 C3 C C3 N Y N 0 3.377 1.105 0.52
7 C4 C C4 N Y N 0 2.143 0.886 1.098
8 C5 C C5 N Y N 0 1.561 -0.368 1.039
9 C6 C C6 N Y N 0 2.213 -1.409 0.403
10 C7 C C7 N Y N 0 3.445 -1.201 -0.183
11 C8 C C8 N N N 0 0.213 -0.6 1.672
12 C01 C C01 N Y N 0 -3.58 -0.056 0.354
13 C02 C C02 N Y N 0 -4.025 1.258 0.303
14 C03 C C03 N Y N 0 -5.085 1.595 -0.516
15 C04 C C04 N Y N 0 -5.703 0.626 -1.284
16 C05 C C05 N Y N 0 -5.261 -0.683 -1.235
17 C06 C C06 N Y N 0 -4.197 -1.025 -0.423
18 OP1 O OP1 N N N 0 -0.929 1.096 -0.098
19 OP2 O OP2 N N N 0 -2.537 -0.39 1.158
20 OP3 O OP3 N N Y 0 -0.997 -1.342 -0.748
21 HN1 H HN1 N N N 0 6.843 -0.539 -1.756
22 HN2 H HN2 N N N 0 6.814 1.684 -1.091
23 HN2A H HN2A N N N 0 5.49 2.262 -0.234
24 H3 H H3 N N N 0 3.829 2.085 0.567
25 H4 H H4 N N N 0 1.63 1.695 1.596
26 H6 H H6 N N N 0 1.754 -2.386 0.361
27 H7 H H7 N N N 0 3.95 -2.014 -0.683
28 H8 H H8 N N N 0 0.092 0.068 2.524
29 H8A H H8A N N N 0 0.144 -1.635 2.008
30 H02 H H02 N N N 0 -3.543 2.015 0.904
31 H03 H H03 N N N 0 -5.432 2.617 -0.555
32 H04 H H04 N N N 0 -6.532 0.892 -1.923
33 H05 H H05 N N N 0 -5.745 -1.439 -1.836
34 H06 H H06 N N N 0 -3.85 -2.047 -0.389
35 HOP3 H HOP3 N N Y 0 -1.099 -2.26 -0.463



CCZ : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OP2 P O P sing 1.61 N N
2 C8 P C P sing 1.82 N N
3 P OP3 P O sing 1.61 N N
4 P OP1 P O doub 1.48 N N
5 C2 C1 C C sing 1.48 N N
6 N1 C1 N C doub 1.3 N N
7 C1 N2 C N sing 1.38 N N
8 N1 HN1 N H sing 0.97 N N
9 C3 C2 C C doub 1.39 N Y
10 C2 C7 C C sing 1.39 N Y
11 N2 HN2 N H sing 0.97 N N
12 N2 HN2A N H sing 0.97 N N
13 C4 C3 C C sing 1.38 N Y
14 C3 H3 C H sing 1.08 N N
15 C4 C5 C C doub 1.38 N Y
16 C4 H4 C H sing 1.08 N N
17 C8 C5 C C sing 1.51 N N
18 C5 C6 C C sing 1.38 N Y
19 C6 C7 C C doub 1.38 N Y
20 C6 H6 C H sing 1.08 N N
21 C7 H7 C H sing 1.08 N N
22 C8 H8 C H sing 1.09 N N
23 C8 H8A C H sing 1.09 N N
24 C02 C01 C C doub 1.39 N Y
25 C01 OP2 C O sing 1.36 N N
26 C01 C06 C C sing 1.39 N Y
27 C03 C02 C C sing 1.38 N Y
28 C02 H02 C H sing 1.08 N N
29 C03 C04 C C doub 1.38 N Y
30 C03 H03 C H sing 1.08 N N
31 C04 C05 C C sing 1.38 N Y
32 C04 H04 C H sing 1.08 N N
33 C05 C06 C C doub 1.38 N Y
34 C05 H05 C H sing 1.08 N N
35 C06 H06 C H sing 1.08 N N
36 OP3 HOP3 O H sing 0.97 N N



CCZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
CCZ 3ncl Open in New Window Bound ligand 1 1