Chemical Components in the PDB

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88N : Summary

Code

88N

One-letter code

X

Molecule name

{4-[4-({3-[(2-METHYL-1,3-BENZOTHIAZOL-6-YL)AMINO]-3-OXOPROPYL}AMINO)-4-OXOBUTYL]BENZYL}PROPANEDIOIC ACID

Systematic names

ProgramVersionName
ACDLabs 12.01 {4-[4-({3-[(2-methyl-1,3-benzothiazol-6-yl)amino]-3-oxopropyl}amino)-4-oxobutyl]benzyl}propanedioic acid
OpenEye OEToolkits 1.9.2 2-[[4-[4-[[3-[(2-methyl-1,3-benzothiazol-6-yl)amino]-3-oxidanylidene-propyl]amino]-4-oxidanylidene-butyl]phenyl]methyl]propanedioic acid

Formula

C25 H27 N3 O6 S

Formal charge

0

Molecular weight

497.563 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(C(=O)O)Cc1ccc(cc1)CCCC(=O)NCCC(=O)Nc2ccc3nc(sc3c2)C
SMILES CACTVS 3.385 Cc1sc2cc(NC(=O)CCNC(=O)CCCc3ccc(CC(C(O)=O)C(O)=O)cc3)ccc2n1
SMILES OpenEye OEToolkits 1.9.2 Cc1nc2ccc(cc2s1)NC(=O)CCNC(=O)CCCc3ccc(cc3)CC(C(=O)O)C(=O)O
Canonical SMILES CACTVS 3.385 Cc1sc2cc(NC(=O)CCNC(=O)CCCc3ccc(CC(C(O)=O)C(O)=O)cc3)ccc2n1
Canonical SMILES OpenEye OEToolkits 1.9.2 Cc1nc2ccc(cc2s1)NC(=O)CCNC(=O)CCCc3ccc(cc3)CC(C(=O)O)C(=O)O

IUPAC InChI

InChI=1S/C25H27N3O6S/c1-15-27-20-10-9-18(14-21(20)35-15)28-23(30)11-12-26-22(29)4-2-3-16-5-7-17(8-6-16)13-19(24(31)32)25(33)34/h5-10,14,19H,2-4,11-13H2,1H3,(H,26,29)(H,28,30)(H,31,32)(H,33,34)

IUPAC InChI key

SGFJAJFBGVAOFW-UHFFFAOYSA-N
88N

wwPDB Information

Atom count

62 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-02-16

Last modified at

2014-09-12

Status

Released

Obsoleted

Not Assigned



88N : Atoms of Molecule

Total Number of Atoms: 62
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C23 C C23 N Y N 0 -5.374 -0.361 -1.535
2 C27 C C27 N Y N 0 -5.444 -0.794 0.819
3 C24 C C24 N Y N 0 -6.457 0.489 -1.411
4 C26 C C26 N Y N 0 -6.528 0.056 0.943
5 C5 C C5 N Y N 0 9.581 -1.213 0.889
6 C6 C C6 N Y N 0 8.427 -1.885 0.627
7 C8 C C8 N Y N 0 7.466 0.084 -0.361
8 C22 C C22 N Y N 0 -4.868 -1.003 -0.42
9 C25 C C25 N Y N 0 -7.034 0.698 -0.172
10 C4 C C4 N Y N 0 9.717 0.143 0.532
11 C7 C C7 N Y N 0 7.359 -1.247 0.0
12 C9 C C9 N Y N 0 8.642 0.782 -0.098
13 C2 C C2 N Y N 0 10.642 2.179 0.286
14 C12 C C12 N N N 0 4.987 -1.325 -0.184
15 C17 C C17 N N N 0 0.082 -1.297 -0.326
16 C30 C C30 N N N 0 -9.654 -0.162 0.9
17 C33 C C33 N N N 0 -10.682 1.779 -0.209
18 C1 C C1 N N N 0 11.719 3.228 0.401
19 C21 C C21 N N N 0 -3.688 -1.93 -0.555
20 C28 C C28 N N N 0 -8.213 1.625 -0.036
21 C14 C C14 N N N 0 3.711 -2.106 -0.366
22 C19 C C19 N N N 0 -1.194 -2.079 -0.508
23 C20 C C20 N N N 0 -2.392 -1.137 -0.37
24 C15 C C15 N N N 0 2.513 -1.164 -0.229
25 C29 C C29 N N N 0 -9.509 0.833 -0.222
26 N3 N N3 N Y N 0 10.763 0.976 0.701
27 N11 N N11 N N N 0 6.178 -1.951 -0.264
28 N16 N N16 N N N 0 1.273 -1.924 -0.406
29 O13 O O13 N N N 0 4.943 -0.132 0.033
30 O18 O O18 N N N 0 0.037 -0.105 -0.108
31 O31 O O31 N N N 0 -10.612 -0.109 1.635
32 O34 O O34 N N N 0 -10.501 2.965 -0.066
33 O32 O O32 N N N 0 -8.719 -1.108 1.084
34 O35 O O35 N N N 0 -11.929 1.303 -0.356
35 S10 S S10 N Y N 0 9.11 2.449 -0.416
36 H23 H H23 N N N 0 -4.926 -0.528 -2.503
37 H24 H H24 N N N 0 -6.852 0.991 -2.282
38 H27 H H27 N N N 0 -5.049 -1.296 1.69
39 H26 H H26 N N N 0 -6.978 0.218 1.911
40 H5 H H5 N N N 0 10.398 -1.722 1.379
41 H6 H H6 N N N 0 8.338 -2.924 0.907
42 H8 H H8 N N N 0 6.64 0.581 -0.847
43 H211 H H211 N N N 0 -3.748 -2.709 0.206
44 H212 H H212 N N N 0 -3.696 -2.387 -1.544
45 H281 H H281 N N N 0 -8.205 2.082 0.953
46 H282 H H282 N N N 0 -8.152 2.404 -0.796
47 H11 H H11 N N N 0 6.217 -2.89 -0.504
48 H11C H H11C N N N 0 12.348 3.202 -0.488
49 H12C H H12C N N N 0 11.259 4.212 0.492
50 H13C H H13C N N N 0 12.327 3.028 1.283
51 H141 H H141 N N N 0 3.703 -2.563 -1.356
52 H142 H H142 N N N 0 3.651 -2.885 0.394
53 H191 H H191 N N N 0 -1.202 -2.536 -1.497
54 H192 H H192 N N N 0 -1.255 -2.857 0.253
55 H16 H H16 N N N 0 1.308 -2.877 -0.58
56 H29 H H29 N N N 0 -9.479 0.305 -1.175
57 H32 H H32 N N N 0 -8.855 -1.724 1.816
58 H35 H H35 N N N 0 -12.649 1.948 -0.341
59 H201 H H201 N N N 0 -2.331 -0.358 -1.131
60 H202 H H202 N N N 0 -2.384 -0.68 0.619
61 H151 H H151 N N N 0 2.522 -0.707 0.761
62 H152 H H152 N N N 0 2.574 -0.386 -0.989



88N : Chemical Bonds

Total Number of Bonds: 64
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C23 C24 C C sing 1.38 N Y
2 C23 C22 C C doub 1.38 N Y
3 C27 C26 C C doub 1.38 N Y
4 C27 C22 C C sing 1.38 N Y
5 C24 C25 C C doub 1.38 N Y
6 C26 C25 C C sing 1.38 N Y
7 C5 C6 C C sing 1.36 N Y
8 C5 C4 C C doub 1.41 N Y
9 C6 C7 C C doub 1.39 N Y
10 C8 C7 C C sing 1.38 N Y
11 C8 C9 C C doub 1.39 N Y
12 C22 C21 C C sing 1.51 N N
13 C25 C28 C C sing 1.51 N N
14 C4 C9 C C sing 1.4 N Y
15 C4 N3 C N sing 1.35 N Y
16 C7 N11 C N sing 1.4 N N
17 C9 S10 C S sing 1.76 N Y
18 C2 C1 C C sing 1.51 N N
19 C2 N3 C N doub 1.28 N Y
20 C2 S10 C S sing 1.71 N Y
21 C12 C14 C C sing 1.51 N N
22 C12 N11 C N sing 1.35 N N
23 C12 O13 C O doub 1.21 N N
24 C17 C19 C C sing 1.51 N N
25 C17 N16 C N sing 1.35 N N
26 C17 O18 C O doub 1.21 N N
27 C30 C29 C C sing 1.51 N N
28 C30 O31 C O doub 1.21 N N
29 C30 O32 C O sing 1.34 N N
30 C33 C29 C C sing 1.51 N N
31 C33 O34 C O doub 1.21 N N
32 C33 O35 C O sing 1.34 N N
33 C21 C20 C C sing 1.53 N N
34 C28 C29 C C sing 1.53 N N
35 C14 C15 C C sing 1.53 N N
36 C19 C20 C C sing 1.53 N N
37 C15 N16 C N sing 1.47 N N
38 C23 H23 C H sing 1.08 N N
39 C24 H24 C H sing 1.08 N N
40 C27 H27 C H sing 1.08 N N
41 C26 H26 C H sing 1.08 N N
42 C5 H5 C H sing 1.08 N N
43 C6 H6 C H sing 1.08 N N
44 C8 H8 C H sing 1.08 N N
45 C21 H211 C H sing 1.09 N N
46 C21 H212 C H sing 1.09 N N
47 C28 H281 C H sing 1.09 N N
48 C28 H282 C H sing 1.09 N N
49 N11 H11 N H sing 0.97 N N
50 C1 H11C C H sing 1.09 N N
51 C1 H12C C H sing 1.09 N N
52 C1 H13C C H sing 1.09 N N
53 C14 H141 C H sing 1.09 N N
54 C14 H142 C H sing 1.09 N N
55 C19 H191 C H sing 1.09 N N
56 C19 H192 C H sing 1.09 N N
57 N16 H16 N H sing 0.97 N N
58 C29 H29 C H sing 1.09 N N
59 O32 H32 O H sing 0.97 N N
60 O35 H35 O H sing 0.97 N N
61 C20 H201 C H sing 1.09 N N
62 C20 H202 C H sing 1.09 N N
63 C15 H151 C H sing 1.09 N N
64 C15 H152 C H sing 1.09 N N



88N : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
88N 4ajo Open in New Window Bound ligand 4 1
88N 4ajp Open in New Window Bound ligand 4 1