Chemical Components in the PDB

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0HL : Summary

Code

0HL

One-letter code

X

Molecule name

4-{[(3R)-3-{[(7-methoxynaphthalen-2-yl)sulfonyl](thiophen-3-ylmethyl)amino}-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-{[(3R)-3-{[(7-methoxynaphthalen-2-yl)sulfonyl](thiophen-3-ylmethyl)amino}-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide
OpenEye OEToolkits 1.7.6 4-[[(3R)-3-[(7-methoxynaphthalen-2-yl)sulfonyl-(thiophen-3-ylmethyl)amino]-2-oxidanylidene-pyrrolidin-1-yl]methyl]thiophene-2-carboximidamide

Formula

C26 H26 N4 O4 S3

Formal charge

0

Molecular weight

554.704 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=S(=O)(c2cc1cc(OC)ccc1cc2)N(Cc3ccsc3)C4C(=O)N(CC4)Cc5cc(sc5)C(=[N@H])N
SMILES CACTVS 3.370 COc1ccc2ccc(cc2c1)[S](=O)(=O)N(Cc3cscc3)[CH]4CCN(Cc5csc(c5)C(N)=N)C4=O
SMILES OpenEye OEToolkits 1.7.6 COc1ccc2ccc(cc2c1)S(=O)(=O)N(Cc3ccsc3)C4CCN(C4=O)Cc5cc(sc5)C(=N)N
Canonical SMILES CACTVS 3.370 COc1ccc2ccc(cc2c1)[S](=O)(=O)N(Cc3cscc3)[C@@H]4CCN(Cc5csc(c5)C(N)=N)C4=O
Canonical SMILES OpenEye OEToolkits 1.7.6 [H]/N=C(\c1cc(cs1)CN2CC[C@H](C2=O)N(Cc3ccsc3)S(=O)(=O)c4ccc5ccc(cc5c4)OC)/N

IUPAC InChI

InChI=1S/C26H26N4O4S3/c1-34-21-4-2-19-3-5-22(12-20(19)11-21)37(32,33)30(14-17-7-9-35-15-17)23-6-8-29(26(23)31)13-18-10-24(25(27)28)36-16-18/h2-5,7,9-12,15-16,23H,6,8,13-14H2,1H3,(H3,27,28)/t23-/m1/s1

IUPAC InChI key

GWOFKCKOEZWDOK-HSZRJFAPSA-N
0HL

wwPDB Information

Atom count

63 (37 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-01-18

Last modified at

2012-11-16

Status

Released

Obsoleted

Not Assigned



0HL : Atoms of Molecule

Total Number of Atoms: 63
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N N N 0 0.512 0.311 2.153
2 CA C CA R N N 0 1.595 1.311 1.811
3 CAD C CAD N N N 0 2.244 2.831 -0.114
4 CAG C CAG N Y N 0 -0.865 1.29 -0.865
5 CAJ C CAJ N Y N 0 3.7 2.521 -0.35
6 CAM C CAM N N N 0 2.491 -0.9 2.061
7 CAN C CAN N Y N 0 -1.887 0.769 -0.132
8 CAO C CAO N Y N 0 -1.087 2.322 -1.774
9 CAP C CAP N Y N 0 4.166 2.0 -1.545
10 CAQ C CAQ N Y N 0 4.637 2.735 0.573
11 CAR C CAR N N N 0 0.273 -2.115 2.632
12 CAS C CAS N Y N 0 -3.185 1.286 -0.284
13 CAT C CAT N Y N 0 -2.331 2.848 -1.947
14 CAU C CAU N Y N 0 5.481 1.785 -1.589
15 CAW C CAW N Y N 0 -0.125 -2.831 1.366
16 CAX C CAX N Y N 0 -3.411 2.34 -1.205
17 CAY C CAY N Y N 0 -4.263 0.778 0.46
18 CAZ C CAZ N Y N 0 0.717 -3.707 0.717
19 CB C CB N N N 0 2.91 0.583 2.174
20 CBA C CBA N Y N 0 -1.322 -2.668 0.795
21 CBB C CBB N Y N 0 -4.708 2.859 -1.357
22 CBC C CBC N Y N 0 -5.511 1.305 0.286
23 CBD C CBD N Y N 0 0.168 -4.248 -0.408
24 CBF C CBF N Y N 0 -5.731 2.345 -0.623
25 CBH C CBH N N N 0 0.83 -5.212 -1.301
26 CBI C CBI N N N 0 -7.834 1.404 0.781
27 H1 H H1 N N N 0 -1.701 -0.034 0.566
28 H10 H H10 N N N 0 1.783 3.148 -1.05
29 H11 H H11 N N N 0 2.157 3.629 0.623
30 H12 H H12 N N N 0 3.513 1.783 -2.378
31 H13 H H13 N N N 0 6.018 1.383 -2.435
32 H14 H H14 N N N 0 4.459 3.137 1.56
33 H15 H H15 N N N 0 1.481 2.216 2.407
34 H16 H H16 N N N 0 3.698 0.821 1.459
35 H17 H H17 N N N 0 3.222 0.824 3.19
36 H18 H H18 N N N 0 2.719 -1.281 1.066
37 H19 H H19 N N N 0 3.001 -1.494 2.82
38 H2 H H2 N N N 0 -4.106 -0.025 1.164
39 H20 H H20 N N N 0 0.882 -2.777 3.247
40 H21 H H21 N N N 0 -0.623 -1.829 3.183
41 H22 H H22 N N N 0 1.712 -3.941 1.064
42 H23 H H23 N N N 0 -2.099 -2.022 1.177
43 H24 H H24 N N N 0 2.482 -6.25 -1.63
44 H25 H H25 N N N 0 -0.734 -5.39 -2.607
45 H26 H H26 N N N 0 0.604 -6.324 -3.003
46 H3 H H3 N N N 0 -7.79 2.467 1.019
47 H4 H H4 N N N 0 -8.115 1.277 -0.265
48 H5 H H5 N N N 0 -8.575 0.92 1.417
49 H6 H H6 N N N 0 -6.726 2.746 -0.743
50 H7 H H7 N N N 0 -4.893 3.662 -2.056
51 H8 H H8 N N N 0 -2.488 3.65 -2.653
52 H9 H H9 N N N 0 -0.259 2.717 -2.343
53 N N N N N N 0 1.564 1.631 0.382
54 NAK N NAK N N N 0 1.042 -0.916 2.293
55 NBJ N NBJ N N N 0 0.168 -5.689 -2.414
56 NBK N NBK N N N 0 2.046 -5.615 -1.041
57 O O O N N N 0 -0.664 0.579 2.282
58 OAH O OAH N N N 0 0.617 -0.613 -0.014
59 OAI O OAI N N N 0 1.404 0.785 -1.931
60 OBG O OBG N N N 0 -6.553 0.812 1.006
61 SAC S SAC N N N 0 0.761 0.639 -0.672
62 SAV S SAV N Y N 0 6.207 2.254 -0.057
63 SBE S SBE N Y N 0 -1.458 -3.614 -0.618



0HL : Chemical Bonds

Total Number of Bonds: 67
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAQ SAV C S sing 1.7587385 N Y
2 CAQ CAJ C C doub 1.3325517 N Y
3 SAV CAU S C sing 1.7589943 N Y
4 CAD CAJ C C sing 1.5072266 N N
5 CAD N C N sing 1.4657476 N N
6 CAJ CAP C C sing 1.3844212 N Y
7 OAI SAC O S doub 1.4212129 N N
8 CB CA C C sing 1.5462787 N N
9 CB CAM C C sing 1.5451922 N N
10 N CA N C sing 1.464719 N N
11 N SAC N S sing 1.6552308 N N
12 CAP CAU C C doub 1.3331864 N Y
13 CA C C C sing 1.513226 N N
14 SAC CAG S C sing 1.7620801 N N
15 SAC OAH S O doub 1.4216906 N N
16 CAM NAK C N sing 1.4675425 N N
17 CAO CAG C C doub 1.3930502 N Y
18 CAO CAT C C sing 1.3616685 N Y
19 CAG CAN C C sing 1.361328 N Y
20 CAT CAX C C doub 1.4053569 N Y
21 CAN CAS C C doub 1.405417 N Y
22 C NAK C N sing 1.3438858 N N
23 C O C O doub 1.2130296 N N
24 NAK CAR N C sing 1.4642005 N N
25 CAX CAS C C sing 1.4178269 N Y
26 CAX CBB C C sing 1.405231 N Y
27 CAS CAY C C sing 1.4048786 N Y
28 CBB CBF C C doub 1.3599563 N Y
29 CAY CBC C C doub 1.3658364 N Y
30 CAR CAW C C sing 1.5079178 N N
31 CBF CBC C C sing 1.3986712 N Y
32 CBA CAW C C doub 1.3361957 N Y
33 CBA SBE C S sing 1.7058667 N Y
34 CBC OBG C O sing 1.3591222 N N
35 CAW CAZ C C sing 1.3775126 N Y
36 SBE CBD S C sing 1.7578202 N Y
37 OBG CBI O C sing 1.4290031 N N
38 CAZ CBD C C doub 1.3637108 N Y
39 CBD CBH C C sing 1.4713901 N N
40 CBH NBK C N doub 1.3071592 N N
41 CBH NBJ C N sing 1.3800515 N N
42 CAN H1 C H sing 1.0800967 N N
43 CAY H2 C H sing 1.079386 N N
44 CBI H3 C H sing 1.0902059 N N
45 CBI H4 C H sing 1.0905073 N N
46 CBI H5 C H sing 1.0898775 N N
47 CBF H6 C H sing 1.0794563 N N
48 CBB H7 C H sing 1.0805717 N N
49 CAT H8 C H sing 1.0799487 N N
50 CAO H9 C H sing 1.0795231 N N
51 CAD H10 C H sing 1.0904614 N N
52 CAD H11 C H sing 1.089744 N N
53 CAP H12 C H sing 1.0804569 N N
54 CAU H13 C H sing 1.0796708 N N
55 CAQ H14 C H sing 1.0804893 N N
56 CA H15 C H sing 1.089604 N N
57 CB H16 C H sing 1.090327 N N
58 CB H17 C H sing 1.0898077 N N
59 CAM H18 C H sing 1.0895733 N N
60 CAM H19 C H sing 1.0904206 N N
61 CAR H20 C H sing 1.0896559 N N
62 CAR H21 C H sing 1.0900519 N N
63 CAZ H22 C H sing 1.0794396 N N
64 CBA H23 C H sing 1.0802634 N N
65 NBK H24 N H sing 0.96966076 N N
66 NBJ H25 N H sing 0.96966696 N N
67 NBJ H26 N H sing 0.96966076 N N



0HL : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0HL 3vfe Open in New Window Bound ligand 1 1