Chemical Components in the PDB

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1FO : Summary

Code

1FO

One-letter code

X

Molecule name

6-[4-(3-fluorobenzoyl)-1H-pyrrol-2-yl]-2-hydroxy-4-oxohexa-2,5-dienoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2Z,5E)-6-[4-(3-fluorobenzoyl)-1H-pyrrol-2-yl]-2-hydroxy-4-oxohexa-2,5-dienoic acid
OpenEye OEToolkits 1.7.6 6-[4-(3-fluorophenyl)carbonyl-1H-pyrrol-2-yl]-2-oxidanyl-4-oxidanylidene-hexa-2,5-dienoic acid

Formula

C17 H12 F N O5

Formal charge

0

Molecular weight

329.279 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1cc(/C=C/C(=O)\C=C(/O)C(=O)O)nc1)c2cccc(F)c2
SMILES CACTVS 3.370 OC(=O)C(O)=CC(=O)C=Cc1[nH]cc(c1)C(=O)c2cccc(F)c2
SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)F)C(=O)c2cc([nH]c2)C=CC(=O)C=C(C(=O)O)O
Canonical SMILES CACTVS 3.370 OC(=O)C(/O)=C/C(=O)\C=C\c1[nH]cc(c1)C(=O)c2cccc(F)c2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)F)C(=O)c2cc([nH]c2)C=CC(=O)C=C(C(=O)O)O

IUPAC InChI

InChI=1S/C17H12FNO5/c18-12-3-1-2-10(6-12)16(22)11-7-13(19-9-11)4-5-14(20)8-15(21)17(23)24/h1-9,19,21H,(H,23,24)/b5-4+,15-8-

IUPAC InChI key

WQEAOCAOIXLGFY-OQLOTXMNSA-N
1FO

wwPDB Information

Atom count

36 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-01-17

Last modified at

2013-08-30

Status

Released

Obsoleted

Not Assigned



1FO : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OAA O OAA N N N 0 -3.998 -1.707 0.269
2 OAB O OAB N N N 0 -6.772 2.161 -0.84
3 OAC O OAC N N N 0 3.853 -2.623 0.079
4 OAD O OAD N N N 0 -8.356 0.833 -0.03
5 OAE O OAE N N N 0 -6.325 -0.963 0.78
6 FAF F FAF N N N 0 5.582 2.937 0.862
7 CAG C CAG N N N 0 -2.304 -0.208 -0.046
8 CAH C CAH N N N 0 -1.352 -1.166 0.094
9 CAI C CAI N N N 0 -4.703 0.486 -0.096
10 CAJ C CAJ N Y N 0 7.032 0.015 -0.738
11 CAK C CAK N Y N 0 6.898 1.293 -0.224
12 CAL C CAL N Y N 0 5.979 -0.873 -0.673
13 CAM C CAM N Y N 0 1.863 0.383 -0.274
14 CAN C CAN N Y N 0 4.645 0.806 0.439
15 CAO C CAO N Y N 0 1.082 -1.692 0.114
16 NAP N NAP N Y N 0 0.521 0.439 -0.244
17 CAQ C CAQ N N N 0 -3.673 -0.551 0.055
18 CAR C CAR N N N 0 -7.063 1.127 -0.274
19 CAS C CAS N N N 0 -6.0 0.191 0.148
20 CAT C CAT N N N 0 3.641 -1.429 -0.015
21 CAU C CAU N Y N 0 5.706 1.688 0.363
22 CAV C CAV N Y N 0 0.018 -0.823 -0.007
23 CAW C CAW N Y N 0 4.773 -0.481 -0.087
24 CAX C CAX N Y N 0 2.257 -0.927 -0.056
25 HOAD H HOAD N N N 0 -9.015 1.476 -0.325
26 HAG H HAG N N N 0 -2.017 0.816 -0.235
27 HAH H HAH N N N 0 -1.639 -2.19 0.283
28 HAI H HAI N N N 0 -4.424 1.483 -0.403
29 HAJ H HAJ N N N 0 7.964 -0.286 -1.194
30 HAK H HAK N N N 0 7.725 1.985 -0.28
31 HAL H HAL N N N 0 6.087 -1.87 -1.074
32 HAM H HAM N N N 0 2.525 1.219 -0.445
33 HAN H HAN N N N 0 3.716 1.113 0.896
34 HAO H HAO N N N 0 1.028 -2.754 0.303
35 HNAP H HNAP N N N 0 -0.01 1.241 -0.369
36 H12 H H12 N N N 0 -5.562 -1.468 1.092



1FO : Chemical Bonds

Total Number of Bonds: 37
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAA CAQ O C doub 1.22 N N
2 OAB CAR O C doub 1.21 N N
3 OAD HOAD O H sing 0.97 N N
4 OAE CAS O C sing 1.36 N N
5 CAG CAH C C doub 1.36 E N
6 CAG HAG C H sing 1.08 N N
7 CAH CAV C C sing 1.42 N N
8 CAH HAH C H sing 1.08 N N
9 CAI CAQ C C sing 1.47 N N
10 CAI HAI C H sing 1.08 N N
11 CAJ CAK C C sing 1.38 N Y
12 CAJ HAJ C H sing 1.08 N N
13 CAK CAU C C doub 1.39 N Y
14 CAK HAK C H sing 1.08 N N
15 CAL CAJ C C doub 1.38 N Y
16 CAL HAL C H sing 1.08 N N
17 CAM CAX C C doub 1.39 N Y
18 CAM HAM C H sing 1.08 N N
19 CAN CAU C C sing 1.38 N Y
20 CAN HAN C H sing 1.08 N N
21 CAO CAX C C sing 1.41 N Y
22 CAO HAO C H sing 1.08 N N
23 NAP CAM N C sing 1.34 N Y
24 NAP HNAP N H sing 0.97 N N
25 CAQ CAG C C sing 1.41 N N
26 CAR OAD C O sing 1.35 N N
27 CAR CAS C C sing 1.48 N N
28 CAS CAI C C doub 1.35 Z N
29 CAT OAC C O doub 1.22 N N
30 CAT CAW C C sing 1.48 N N
31 CAU FAF C F sing 1.35 N N
32 CAV CAO C C doub 1.38 N Y
33 CAV NAP C N sing 1.38 N Y
34 CAW CAL C C sing 1.4 N Y
35 CAW CAN C C doub 1.4 N Y
36 CAX CAT C C sing 1.47 N N
37 OAE H12 O H sing 0.97 N N



1FO : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
1FO 4iqt Open in New Window Bound ligand 1 1
1FO 4iqv Open in New Window Bound ligand 1 1