Chemical Components in the PDB

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8R2 : Summary

Code

8R2

One-letter code

X

Molecule name

(2S)-2-amino-N-[4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-hydroxy-propanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl}-L-serinamide
OpenEye OEToolkits 1.7.6 (2S)-2-azanyl-N-[4-[(2-azanyl-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-oxidanyl-propanamide

Formula

C18 H17 N5 O3

Formal charge

0

Molecular weight

351.359 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc3ccc(Oc1cc2c(cc1)nc(c2C#N)N)cc3)C(N)CO
SMILES CACTVS 3.385 N[CH](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1NC(=O)C(CO)N)Oc2ccc3c(c2)c(c([nH]3)N)C#N
Canonical SMILES CACTVS 3.385 N[C@@H](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1NC(=O)[C@H](CO)N)Oc2ccc3c(c2)c(c([nH]3)N)C#N

IUPAC InChI

InChI=1S/C18H17N5O3/c19-8-14-13-7-12(5-6-16(13)23-17(14)21)26-11-3-1-10(2-4-11)22-18(25)15(20)9-24/h1-7,15,23-24H,9,20-21H2,(H,22,25)/t15-/m0/s1

IUPAC InChI key

COLOVWUHIINYEF-HNNXBMFYSA-N
8R2

wwPDB Information

Atom count

43 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-02-27

Last modified at

2015-04-17

Status

Released

Obsoleted

Not Assigned



8R2 : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAM C CAM N Y N 0 -2.578 -0.465 -0.687
2 CAY C CAY N Y N 0 -3.746 0.107 -0.189
3 CAW C CAW N Y N 0 -4.384 1.427 -0.354
4 CAF C CAF N N N 0 -3.899 2.523 -1.138
5 NAA N NAA N N N 0 -3.514 3.392 -1.76
6 CAS C CAS N Y N 0 -5.547 1.395 0.401
7 NAB N NAB N N N 0 -6.445 2.431 0.526
8 NAP N NAP N Y N 0 -5.66 0.178 1.0
9 CAX C CAX N Y N 0 -4.584 -0.628 0.663
10 CAL C CAL N Y N 0 -4.238 -1.93 1.006
11 CAK C CAK N Y N 0 -3.08 -2.49 0.51
12 CAV C CAV N Y N 0 -2.248 -1.762 -0.336
13 OAQ O OAQ N N N 0 -1.11 -2.327 -0.818
14 CAU C CAU N Y N 0 0.081 -1.815 -0.407
15 CAJ C CAJ N Y N 0 1.264 -2.277 -0.964
16 CAH C CAH N Y N 0 2.474 -1.758 -0.546
17 CAI C CAI N Y N 0 0.111 -0.826 0.566
18 CAG C CAG N Y N 0 1.32 -0.305 0.984
19 CAT C CAT N Y N 0 2.505 -0.772 0.431
20 NAO N NAO N N N 0 3.731 -0.244 0.855
21 C C C N N N 0 4.74 -0.092 -0.025
22 O O O N N N 0 4.611 -0.479 -1.168
23 CA C CA S N N 0 6.028 0.56 0.409
24 N N N N N N 0 7.101 0.194 -0.524
25 CB C CB N N N 0 5.853 2.08 0.415
26 OG O OG N N N 0 7.034 2.693 0.937
27 HAM H HAM N N N 0 -1.935 0.099 -1.347
28 HAB1 H HAB1 N N N 0 -6.287 3.269 0.062
29 HAB2 H HAB2 N N N 0 -7.236 2.324 1.077
30 HAP H HAP N N N 0 -6.39 -0.087 1.582
31 HAL H HAL N N N 0 -4.876 -2.504 1.661
32 HAK H HAK N N N 0 -2.815 -3.501 0.78
33 HAJ H HAJ N N N 0 1.24 -3.044 -1.724
34 HAI H HAI N N N 0 -0.811 -0.463 0.996
35 HAH H HAH N N N 0 3.395 -2.119 -0.979
36 HAG H HAG N N N 0 1.343 0.465 1.741
37 HAO H HAO N N N 0 3.855 0.011 1.783
38 HA H HA N N N 0 6.286 0.22 1.412
39 HN1 H HN1 N N N 0 7.279 -0.799 -0.499
40 HN2 H HN2 N N N 0 6.885 0.498 -1.462
41 HB1C H HB1C N N N 0 5.682 2.43 -0.603
42 HB2C H HB2C N N N 0 5.0 2.345 1.039
43 HG H HG N N N 0 6.994 3.658 0.97



8R2 : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAM CAY C C sing 1.39 N Y
2 CAM CAV C C doub 1.38 N Y
3 CAY CAW C C sing 1.48 N Y
4 CAY CAX C C doub 1.4 N Y
5 CAW CAF C C sing 1.43 N N
6 CAW CAS C C doub 1.39 N Y
7 CAF NAA C N trip 1.14 N N
8 CAS NAB C N sing 1.38 N N
9 CAS NAP C N sing 1.36 N Y
10 NAP CAX N C sing 1.39 N Y
11 CAX CAL C C sing 1.39 N Y
12 CAL CAK C C doub 1.38 N Y
13 CAK CAV C C sing 1.39 N Y
14 CAV OAQ C O sing 1.36 N N
15 OAQ CAU O C sing 1.36 N N
16 CAU CAJ C C sing 1.39 N Y
17 CAU CAI C C doub 1.39 N Y
18 CAJ CAH C C doub 1.38 N Y
19 CAH CAT C C sing 1.39 N Y
20 CAI CAG C C sing 1.38 N Y
21 CAG CAT C C doub 1.39 N Y
22 CAT NAO C N sing 1.4 N N
23 NAO C N C sing 1.35 N N
24 C O C O doub 1.21 N N
25 C CA C C sing 1.51 N N
26 CA N C N sing 1.47 N N
27 CA CB C C sing 1.53 N N
28 CB OG C O sing 1.43 N N
29 CAM HAM C H sing 1.08 N N
30 NAB HAB1 N H sing 0.97 N N
31 NAB HAB2 N H sing 0.97 N N
32 NAP HAP N H sing 0.97 N N
33 CAL HAL C H sing 1.08 N N
34 CAK HAK C H sing 1.08 N N
35 CAJ HAJ C H sing 1.08 N N
36 CAI HAI C H sing 1.08 N N
37 CAH HAH C H sing 1.08 N N
38 CAG HAG C H sing 1.08 N N
39 NAO HAO N H sing 0.97 N N
40 CA HA C H sing 1.09 N N
41 N HN1 N H sing 1.01 N N
42 N HN2 N H sing 1.01 N N
43 CB HB1C C H sing 1.09 N N
44 CB HB2C C H sing 1.09 N N
45 OG HG O H sing 0.97 N N



8R2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
8R2 5ajv Open in New Window Bound ligand 1 1