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678 : Summary

Code

678

One-letter code

X

Molecule name

(3-{5-[AMINO(IMINIO)METHYL]-1H-INDOL-2-YL}-5-BROMO-4-OXIDOPHENYL)ACETATE

Systematic names

ProgramVersionName
ACDLabs 10.04 (3-{5-[amino(iminio)methyl]-1H-indol-2-yl}-5-bromo-4-oxidophenyl)acetate
OpenEye OEToolkits 1.5.0 2-[3-[5-(amino-azaniumylidene-methyl)-1H-indol-2-yl]-5-bromo-4-oxido-phenyl]ethanoate

Formula

C17 H13 Br N3 O3

Formal charge

-1

Molecular weight

387.207 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 [O-]C(=O)Cc3cc(c2cc1cc(ccc1n2)\C(=[NH2+])N)c([O-])c(Br)c3
SMILES CACTVS 3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cc(CC([O-])=O)cc(Br)c3[O-]
SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1C(=[NH2+])N)cc([nH]2)c3cc(cc(c3[O-])Br)CC(=O)[O-]
Canonical SMILES CACTVS 3.341 NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cc(CC([O-])=O)cc(Br)c3[O-]
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1C(=[NH2+])N)cc([nH]2)c3cc(cc(c3[O-])Br)CC(=O)[O-]

IUPAC InChI

InChI=1S/C17H14BrN3O3/c18-12-4-8(5-15(22)23)3-11(16(12)24)14-7-10-6-9(17(19)20)1-2-13(10)21-14/h1-4,6-7,21,24H,5H2,(H3,19,20)(H,22,23)/p-1

IUPAC InChI key

VIZNZQTZRMTYPZ-UHFFFAOYSA-M
678

wwPDB Information

Atom count

37 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-03-14

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



678 : Atoms of Molecule

Total Number of Atoms: 37
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 5.396 0.084 -0.028
2 C2 C C2 N Y N 0 5.215 1.35 -0.601
3 C3 C C3 N Y N 0 3.963 1.868 -0.764
4 C4 C C4 N Y N 0 2.845 1.142 -0.36
5 C5 C C5 N Y N 0 3.014 -0.133 0.218
6 C6 C C6 N Y N 0 4.294 -0.661 0.378
7 C7 C C7 N N N 0 6.759 -0.462 0.141
8 N1 N N1 N N N 0 6.932 -1.665 0.686
9 N2 N N2 N N N 1 7.815 0.249 -0.252
10 N3 N N3 N Y N 0 1.495 1.401 -0.397
11 CN4 C CN4 N Y N 0 1.67 -0.623 0.527
12 C8 C C8 N Y N 0 0.8 0.34 0.136
13 C1' C C1' N Y N 0 -0.671 0.262 0.263
14 C2' C C2' N Y N 0 -1.402 1.388 0.644
15 C3' C C3' N Y N 0 -2.775 1.309 0.76
16 CV' C C31' N N N 0 -3.564 2.525 1.172
17 CW' C C32' N N N 0 -3.964 3.303 -0.055
18 OX' O O33' N N N 0 -3.639 2.907 -1.162
19 OY' O O34' N N N -1 -4.613 4.33 0.058
20 C4' C C4' N Y N 0 -3.43 0.118 0.5
21 C5' C C5' N Y N 0 -2.716 -1.004 0.123
22 C6' C C6' N Y N 0 -1.337 -0.94 -0.005
23 O6' O O6' N N N -1 -0.634 -2.041 -0.376
24 BR5' BR BR5' N N N 0 -3.622 -2.626 -0.23
25 HC2 H HC2 N N N 0 6.075 1.921 -0.917
26 HC3 H HC3 N N N 0 3.839 2.845 -1.207
27 HC6 H HC6 N N N 0 4.429 -1.64 0.815
28 HH11 H HH11 N N N 0 7.826 -2.023 0.797
29 HH12 H HH12 N N N 0 6.163 -2.183 0.972
30 HH21 H HH21 N N N 0 7.689 1.125 -0.649
31 HH22 H HH22 N N N 0 8.709 -0.107 -0.138
32 HN3 H HN3 N N N 0 1.093 2.212 -0.747
33 HCN4 H HCN4 N N N 0 1.42 -1.571 0.98
34 HC2' H HC2' N N N 0 -0.895 2.319 0.847
35 H31B H H31B N N N 0 -2.951 3.155 1.817
36 H31A H H31A N N N 0 -4.457 2.213 1.712
37 HC4' H HC4' N N N 0 -4.505 0.065 0.594



678 : Chemical Bonds

Total Number of Bonds: 39
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.4 N Y
2 C1 C6 C C sing 1.39 N Y
3 C1 C7 C C sing 1.48 N N
4 C2 C3 C C sing 1.36 N Y
5 C2 HC2 C H sing 1.08 N N
6 C3 C4 C C doub 1.39 N Y
7 C3 HC3 C H sing 1.08 N N
8 C4 C5 C C sing 1.41 N Y
9 C4 N3 C N sing 1.38 N Y
10 C5 C6 C C doub 1.39 N Y
11 C5 CN4 C C sing 1.46 N Y
12 C6 HC6 C H sing 1.08 N N
13 C7 N1 C N sing 1.33 N N
14 C7 N2 C N doub 1.33 N N
15 N1 HH11 N H sing 0.97 N N
16 N1 HH12 N H sing 0.97 N N
17 N2 HH21 N H sing 0.97 N N
18 N2 HH22 N H sing 0.97 N N
19 N3 C8 N C sing 1.38 N Y
20 N3 HN3 N H sing 0.97 N N
21 CN4 C8 C C doub 1.36 N Y
22 CN4 HCN4 C H sing 1.08 N N
23 C8 C1' C C sing 1.48 N Y
24 C1' C2' C C doub 1.4 N Y
25 C1' C6' C C sing 1.4 N Y
26 C2' C3' C C sing 1.38 N Y
27 C2' HC2' C H sing 1.08 N N
28 C3' CV' C C sing 1.51 N N
29 C3' C4' C C doub 1.38 N Y
30 CV' CW' C C sing 1.51 N N
31 CV' H31B C H sing 1.09 N N
32 CV' H31A C H sing 1.09 N N
33 CW' OX' C O doub 1.22 N N
34 CW' OY' C O sing 1.22 N N
35 C4' C5' C C sing 1.38 N Y
36 C4' HC4' C H sing 1.08 N N
37 C5' C6' C C doub 1.39 N Y
38 C5' BR5' C BR sing 1.89 N N
39 C6' O6' C O sing 1.36 N N



678 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
678 1o3l Open in New Window Bound ligand 1 1