Chemical Components in the PDB

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ZSP : Summary

Code

ZSP

One-letter code

X

Molecule name

2-amino-6-[(1Z)-1,2-dihydroxyprop-1-en-1-yl]-7,8-dihydropteridin-4(3H)-one

Synonyms

Sepiapterin (enol-form)

Systematic names

ProgramVersionName
ACDLabs 12.01 2-amino-6-[(1Z)-1,2-dihydroxyprop-1-en-1-yl]-7,8-dihydropteridin-4(3H)-one
OpenEye OEToolkits 1.7.6 2-azanyl-6-[(Z)-1,2-bis(oxidanyl)prop-1-enyl]-7,8-dihydro-3H-pteridin-4-one

Formula

C9 H11 N5 O3

Formal charge

0

Molecular weight

237.215 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1C=2N=C(C(\O)=C(\O)C)CNC=2N=C(N)N1
SMILES CACTVS 3.385 CC(O)=C(O)C1=NC2=C(NC1)N=C(N)NC2=O
SMILES OpenEye OEToolkits 1.7.6 CC(=C(C1=NC2=C(NC1)N=C(NC2=O)N)O)O
Canonical SMILES CACTVS 3.385 CC(/O)=C(O)\C1=NC2=C(NC1)N=C(N)NC2=O
Canonical SMILES OpenEye OEToolkits 1.7.6 C/C(=C(\C1=NC2=C(NC1)N=C(NC2=O)N)/O)/O

IUPAC InChI

InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h15-16H,2H2,1H3,(H4,10,11,13,14,17)/b6-3-

IUPAC InChI key

FYDGMRRMOMSOLR-UTCJRWHESA-N
ZSP

wwPDB Information

Atom count

28 (17 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-12-20

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



ZSP : Atoms of Molecule

Total Number of Atoms: 28
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O17 O O17 N N N 0 -1.286 2.43 -0.706
2 C16 C C16 N N N 0 -1.72 1.338 -0.379
3 C08 C C08 N N N 0 -0.847 0.265 -0.106
4 N07 N N07 N N N 0 0.503 0.41 -0.186
5 C06 C C06 N N N 0 1.298 -0.625 -0.215
6 C04 C C04 N N N 0 2.743 -0.419 -0.278
7 C02 C C02 N N N 0 3.305 0.613 0.378
8 O03 O O03 N N N 0 4.621 0.889 0.207
9 C01 C C01 N N N 0 2.47 1.462 1.302
10 O05 O O05 N N N 0 3.522 -1.271 -1.001
11 C11 C C11 N N N 0 0.752 -2.029 -0.183
12 N10 N N10 N N N 0 -0.542 -2.024 0.519
13 C09 C C09 N N N 0 -1.4 -0.971 0.261
14 N12 N N12 N N N 0 -2.721 -1.107 0.354
15 C13 C C13 N N N 0 -3.526 -0.095 0.097
16 N14 N N14 N N N 0 -4.88 -0.277 0.205
17 N15 N N15 N N N 0 -3.05 1.128 -0.264
18 H1 H H1 N N N 0 4.933 1.648 0.719
19 H2 H H2 N N N 0 1.471 1.034 1.386
20 H3 H H3 N N N 0 2.936 1.492 2.287
21 H4 H H4 N N N 0 2.4 2.474 0.903
22 H5 H H5 N N N 0 4.464 -1.054 -0.983
23 H6 H H6 N N N 0 0.612 -2.389 -1.203
24 H7 H H7 N N N 0 -5.234 -1.141 0.466
25 H8 H H8 N N N 0 -5.484 0.459 0.019
26 H9 H H9 N N N 0 -3.67 1.851 -0.449
27 H10 H H10 N N N 0 1.451 -2.681 0.341
28 H11 H H11 N N N 0 -0.783 -2.731 1.138



ZSP : Chemical Bonds

Total Number of Bonds: 29
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N14 C13 N C sing 1.37 N N
2 C13 N12 C N doub 1.32 N N
3 C13 N15 C N sing 1.36 N N
4 N12 C09 N C sing 1.33 N N
5 N15 C16 N C sing 1.35 N N
6 C09 N10 C N sing 1.38 N N
7 C09 C08 C C doub 1.4 N N
8 N10 C11 N C sing 1.47 N N
9 C16 C08 C C sing 1.41 N N
10 C16 O17 C O doub 1.22 N N
11 C08 N07 C N sing 1.36 N N
12 C11 C06 C C sing 1.51 N N
13 N07 C06 N C doub 1.31 N N
14 C06 C04 C C sing 1.46 N N
15 C01 C02 C C sing 1.51 N N
16 C02 C04 C C doub 1.35 Z N
17 C02 O03 C O sing 1.36 N N
18 C04 O05 C O sing 1.36 N N
19 O03 H1 O H sing 0.97 N N
20 C01 H2 C H sing 1.09 N N
21 C01 H3 C H sing 1.09 N N
22 C01 H4 C H sing 1.09 N N
23 O05 H5 O H sing 0.97 N N
24 C11 H6 C H sing 1.09 N N
25 N14 H7 N H sing 0.97 N N
26 N14 H8 N H sing 0.97 N N
27 N15 H9 N H sing 0.97 N N
28 C11 H10 C H sing 1.09 N N
29 N10 H11 N H sing 0.97 N N



ZSP : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
ZSP 4ntk Open in New Window Bound ligand 6 1