Chemical Components in the PDB

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1L8 : Summary

Code

1L8

One-letter code

X

Molecule name

8-fluoro-N-{(2R)-1-oxo-1-(pyrrolidin-1-yl)-3-[3-(trifluoromethyl)phenyl]propan-2-yl}-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide

Systematic names

ProgramVersionName
ACDLabs 12.01 8-fluoro-N-{(2R)-1-oxo-1-(pyrrolidin-1-yl)-3-[3-(trifluoromethyl)phenyl]propan-2-yl}-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide
OpenEye OEToolkits 1.7.6 8-fluoranyl-N-[(2R)-1-oxidanylidene-1-pyrrolidin-1-yl-3-[3-(trifluoromethyl)phenyl]propan-2-yl]-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide

Formula

C23 H25 F4 N3 O3 S

Formal charge

0

Molecular weight

499.522 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(N1CCCC1)C(NS(=O)(=O)c2cc3c(c(F)c2)CNCC3)Cc4cccc(c4)C(F)(F)F
SMILES CACTVS 3.370 Fc1cc(cc2CCNCc12)[S](=O)(=O)N[CH](Cc3cccc(c3)C(F)(F)F)C(=O)N4CCCC4
SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)C(F)(F)F)CC(C(=O)N2CCCC2)NS(=O)(=O)c3cc4c(c(c3)F)CNCC4
Canonical SMILES CACTVS 3.370 Fc1cc(cc2CCNCc12)[S](=O)(=O)N[C@H](Cc3cccc(c3)C(F)(F)F)C(=O)N4CCCC4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)C(F)(F)F)C[C@H](C(=O)N2CCCC2)NS(=O)(=O)c3cc4c(c(c3)F)CNCC4

IUPAC InChI

InChI=1S/C23H25F4N3O3S/c24-20-13-18(12-16-6-7-28-14-19(16)20)34(32,33)29-21(22(31)30-8-1-2-9-30)11-15-4-3-5-17(10-15)23(25,26)27/h3-5,10,12-13,21,28-29H,1-2,6-9,11,14H2/t21-/m1/s1

IUPAC InChI key

JCKGSPAAPQRPBW-OAQYLSRUSA-N
1L8

wwPDB Information

Atom count

59 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-03-15

Last modified at

2013-04-12

Status

Released

Obsoleted

Not Assigned



1L8 : Atoms of Molecule

Total Number of Atoms: 59
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 FAE F FAE N N N 0 -3.592 2.522 -0.052
2 CBG C CBG N N N 0 -2.275 2.986 -0.134
3 FAF F FAF N N N 0 -2.272 4.298 -0.618
4 FAG F FAG N N N 0 -1.691 2.956 1.137
5 CBB C CBB N Y N 0 -1.488 2.104 -1.069
6 CD2 C CD2 N Y N 0 -0.132 1.927 -0.874
7 CAJ C CAJ N Y N 0 -2.125 1.467 -2.118
8 CAH C CAH N Y N 0 -1.403 0.658 -2.975
9 CD1 C CD1 N Y N 0 -0.045 0.486 -2.784
10 CG C CG N Y N 0 0.59 1.118 -1.732
11 CB C CB N N N 0 2.07 0.926 -1.52
12 CA C CA R N N 0 2.302 -0.276 -0.602
13 C C C N N N 0 3.772 -0.395 -0.291
14 O O O N N N 0 4.377 -1.4 -0.598
15 NBF N NBF N N N 0 4.413 0.616 0.328
16 CAR C CAR N N N 0 3.8 1.885 0.761
17 CAN C CAN N N N 0 4.711 2.395 1.906
18 CAO C CAO N N N 0 6.115 1.976 1.398
19 CAS C CAS N N N 0 5.838 0.633 0.69
20 N N N N N N 0 1.844 -1.497 -1.271
21 SBH S SBH N N N 0 1.155 -2.716 -0.388
22 OAB O OAB N N N 0 0.793 -3.729 -1.316
23 OAC O OAC N N N 0 2.018 -2.948 0.718
24 CBC C CBC N Y N 0 -0.351 -2.091 0.279
25 CAM C CAM N Y N 0 -1.528 -2.218 -0.431
26 CBA C CBA N Y N 0 -2.717 -1.73 0.087
27 CAQ C CAQ N N N 0 -3.976 -1.888 -0.727
28 CAP C CAP N N N 0 -5.202 -1.678 0.161
29 NAV N NAV N N N 0 -5.031 -0.419 0.903
30 CAT C CAT N N N 0 -3.994 -0.571 1.929
31 CBD C CBD N Y N 0 -2.727 -1.114 1.321
32 CAZ C CAZ N Y N 0 -1.542 -0.984 2.034
33 FAD F FAD N N N 0 -1.548 -0.379 3.242
34 CAL C CAL N Y N 0 -0.358 -1.476 1.517
35 H1 H H1 N N N 0 0.365 2.421 -0.052
36 H2 H H2 N N N 0 -3.186 1.601 -2.267
37 H3 H H3 N N N 0 -1.901 0.16 -3.794
38 H4 H H4 N N N 0 0.519 -0.146 -3.454
39 H5 H H5 N N N 0 2.555 0.748 -2.48
40 H6 H H6 N N N 0 2.49 1.82 -1.06
41 H7 H H7 N N N 0 1.744 -0.139 0.324
42 H8 H H8 N N N 0 3.789 2.601 -0.062
43 H9 H H9 N N N 0 2.789 1.712 1.128
44 H10 H H10 N N N 0 4.64 3.477 2.009
45 H11 H H11 N N N 0 4.471 1.898 2.846
46 H12 H H12 N N N 0 6.507 2.712 0.696
47 H13 H H13 N N N 0 6.801 1.834 2.233
48 H14 H H14 N N N 0 6.06 -0.196 1.362
49 H15 H H15 N N N 0 6.449 0.557 -0.209
50 H16 H H16 N N N 0 1.945 -1.59 -2.231
51 H17 H H17 N N N 0 -1.522 -2.701 -1.397
52 H18 H H18 N N N 0 -3.981 -1.153 -1.532
53 H19 H H19 N N N 0 -4.007 -2.891 -1.153
54 H20 H H20 N N N 0 -6.097 -1.619 -0.459
55 H21 H H21 N N N 0 -5.295 -2.509 0.86
56 H22 H H22 N N N 0 -5.903 -0.119 1.313
57 H24 H H24 N N N 0 -3.789 0.399 2.38
58 H25 H H25 N N N 0 -4.346 -1.258 2.698
59 H26 H H26 N N N 0 0.561 -1.373 2.075



1L8 : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 NAV CAT N C sing 1.47 N N
2 NAV CAP N C sing 1.47 N N
3 CAT CBD C C sing 1.51 N N
4 CAJ CAH C C doub 1.38 N Y
5 CAJ CBB C C sing 1.38 N Y
6 FAG CBG F C sing 1.4 N N
7 CAH CD1 C C sing 1.38 N Y
8 FAD CAZ F C sing 1.35 N N
9 CAP CAQ C C sing 1.53 N N
10 CBD CAZ C C doub 1.39 N Y
11 CBD CBA C C sing 1.38 N Y
12 CAZ CAL C C sing 1.38 N Y
13 CBG CBB C C sing 1.51 N N
14 CBG FAF C F sing 1.4 N N
15 CBG FAE C F sing 1.4 N N
16 CBB CD2 C C doub 1.38 N Y
17 CD1 CG C C doub 1.38 N Y
18 CAQ CBA C C sing 1.51 N N
19 CBA CAM C C doub 1.39 N Y
20 CD2 CG C C sing 1.38 N Y
21 CAL CBC C C doub 1.38 N Y
22 CG CB C C sing 1.51 N N
23 CAM CBC C C sing 1.38 N Y
24 CBC SBH C S sing 1.76 N N
25 CB CA C C sing 1.53 N N
26 CAR CAN C C sing 1.55 N N
27 CAR NBF C N sing 1.47 N N
28 CAN CAO C C sing 1.55 N N
29 CA N C N sing 1.47 N N
30 CA C C C sing 1.51 N N
31 SBH N S N sing 1.66 N N
32 SBH OAB S O doub 1.42 N N
33 SBH OAC S O doub 1.42 N N
34 NBF C N C sing 1.35 N N
35 NBF CAS N C sing 1.47 N N
36 CAO CAS C C sing 1.54 N N
37 C O C O doub 1.21 N N
38 CD2 H1 C H sing 1.08 N N
39 CAJ H2 C H sing 1.08 N N
40 CAH H3 C H sing 1.08 N N
41 CD1 H4 C H sing 1.08 N N
42 CB H5 C H sing 1.09 N N
43 CB H6 C H sing 1.09 N N
44 CA H7 C H sing 1.09 N N
45 CAR H8 C H sing 1.09 N N
46 CAR H9 C H sing 1.09 N N
47 CAN H10 C H sing 1.09 N N
48 CAN H11 C H sing 1.09 N N
49 CAO H12 C H sing 1.09 N N
50 CAO H13 C H sing 1.09 N N
51 CAS H14 C H sing 1.09 N N
52 CAS H15 C H sing 1.09 N N
53 N H16 N H sing 0.97 N N
54 CAM H17 C H sing 1.08 N N
55 CAQ H18 C H sing 1.09 N N
56 CAQ H19 C H sing 1.09 N N
57 CAP H20 C H sing 1.09 N N
58 CAP H21 C H sing 1.09 N N
59 NAV H22 N H sing 1.01 N N
60 CAT H24 C H sing 1.09 N N
61 CAT H25 C H sing 1.09 N N
62 CAL H26 C H sing 1.08 N N



1L8 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1L8 4jlg Open in New Window Bound ligand 2 1