Chemical Components in the PDB

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4S2 : Summary

Code

4S2

One-letter code

X

Molecule name

5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-6-{[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]amino}pyrimidin-4(3H)-one

Systematic names

ProgramVersionName
ACDLabs 12.01 5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-6-{[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]amino}pyrimidin-4(3H)-one
OpenEye OEToolkits 1.9.2 5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-4-[[(1R,2S,3R,4R)-4-(hydroxymethyl)-2,3-bis(oxidanyl)cyclopentyl]amino]-1H-pyrimidin-6-one

Formula

C20 H23 N5 O4 S

Formal charge

0

Molecular weight

429.493 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C=2(N=C(NC1CC1)NC(C=2c3sc4c(n3)cccc4)=O)NC5C(C(O)C(CO)C5)O
SMILES CACTVS 3.385 OC[CH]1C[CH](NC2=C(C(=O)NC(=N2)NC3CC3)c4sc5ccccc5n4)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)NC4CC4)NC5CC(C(C5O)O)CO
Canonical SMILES CACTVS 3.385 OC[C@H]1C[C@@H](NC2=C(C(=O)NC(=N2)NC3CC3)c4sc5ccccc5n4)[C@H](O)[C@@H]1O
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)NC4CC4)N[C@@H]5C[C@@H]([C@H]([C@H]5O)O)CO

IUPAC InChI

InChI=1S/C20H23N5O4S/c26-8-9-7-12(16(28)15(9)27)22-17-14(18(29)25-20(24-17)21-10-5-6-10)19-23-11-3-1-2-4-13(11)30-19/h1-4,9-10,12,15-16,26-28H,5-8H2,(H3,21,22,24,25,29)/t9-,12-,15-,16+/m1/s1

IUPAC InChI key

FXWUDZUPMZEZQL-NRXFTUCASA-N
4S2

wwPDB Information

Atom count

53 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-05-17

Last modified at

2015-08-28

Status

Released

Obsoleted

Not Assigned



4S2 : Atoms of Molecule

Total Number of Atoms: 53
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C01 C C1 N N N 0 -0.361 0.84 0.113
2 N02 N N1 N N N 0 -1.565 1.416 0.141
3 C03 C C2 N N N 0 -1.7 2.725 0.105
4 N04 N N2 N N N 0 -0.624 3.556 0.038
5 C05 C C3 N N N 0 0.627 3.048 0.006
6 C06 C C4 N N N 0 0.789 1.644 0.044
7 N07 N N3 N N N 0 -0.247 -0.53 0.157
8 N08 N N4 N N N 0 -2.956 3.266 0.135
9 O09 O O1 N N N 0 1.596 3.786 -0.053
10 C10 C C5 N Y N 0 2.13 1.04 0.012
11 C11 C C6 R N N 0 -1.441 -1.36 0.336
12 C12 C C7 S N N 0 -2.112 -1.657 -1.029
13 C13 C C8 R N N 0 -2.908 -2.955 -0.784
14 C14 C C9 R N N 0 -2.239 -3.664 0.407
15 C15 C C10 N N N 0 -1.058 -2.772 0.843
16 O16 O O2 N N N 0 -2.991 -0.592 -1.397
17 O17 O O3 N N N 0 -4.266 -2.643 -0.467
18 C18 C C11 N N N 0 -1.725 -5.039 -0.024
19 O19 O O4 N N N 0 -1.211 -5.733 1.115
20 C20 C C12 N N N 0 -4.128 2.39 0.207
21 C21 C C13 N N N 0 -5.451 2.935 -0.335
22 C22 C C14 N N N 0 -5.247 2.784 1.174
23 S23 S S1 N Y N 0 3.639 1.939 0.082
24 C24 C C15 N Y N 0 4.555 0.437 -0.013
25 C25 C C16 N Y N 0 3.652 -0.629 -0.09
26 N26 N N5 N Y N 0 2.367 -0.23 -0.067
27 C27 C C17 N Y N 0 5.927 0.199 -0.025
28 C28 C C18 N Y N 0 6.407 -1.089 -0.113
29 C29 C C19 N Y N 0 5.522 -2.154 -0.191
30 C30 C C20 N Y N 0 4.167 -1.94 -0.174
31 H1 H H1 N N N 0 -0.756 4.516 0.013
32 H3 H H3 N N N 0 -3.071 4.228 0.11
33 H4 H H4 N N N 0 -2.145 -0.879 1.015
34 H5 H H5 N N N 0 -1.356 -1.813 -1.799
35 H6 H H6 N N N 0 -2.868 -3.59 -1.668
36 H7 H H7 N N N 0 -2.95 -3.771 1.226
37 H8 H H8 N N N 0 -0.133 -3.108 0.375
38 H9 H H9 N N N 0 -0.96 -2.773 1.929
39 H10 H H10 N N N 0 -3.438 -0.726 -2.243
40 H11 H H11 N N N 0 -4.737 -2.176 -1.17
41 H12 H H12 N N N 0 -2.543 -5.612 -0.46
42 H13 H H13 N N N 0 -0.933 -4.916 -0.763
43 H14 H H14 N N N 0 -0.867 -6.615 0.915
44 H15 H H15 N N N 0 -3.93 1.327 0.073
45 H16 H H16 N N N 0 -5.45 3.946 -0.744
46 H17 H H17 N N N 0 -6.124 2.231 -0.824
47 H18 H H18 N N N 0 -5.784 1.98 1.677
48 H19 H H19 N N N 0 -5.11 3.695 1.757
49 H21 H H21 N N N 0 7.472 -1.269 -0.127
50 H20 H H20 N N N 0 6.617 1.028 0.035
51 H22 H H22 N N N 0 5.904 -3.162 -0.26
52 H23 H H23 N N N 0 3.491 -2.78 -0.235
53 H2 H H2 N N N 0 0.625 -0.948 0.07



4S2 : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C28 C29 C C doub 1.39 N Y
2 C28 C27 C C sing 1.38 N Y
3 C29 C30 C C sing 1.37 N Y
4 C27 C24 C C doub 1.39 N Y
5 C30 C25 C C doub 1.41 N Y
6 C24 C25 C C sing 1.4 N Y
7 C24 S23 C S sing 1.76 N Y
8 C25 N26 C N sing 1.35 N Y
9 S23 C10 S C sing 1.76 N Y
10 N26 C10 N C doub 1.29 N Y
11 C10 C06 C C sing 1.47 N N
12 O09 C05 O C doub 1.22 N N
13 C06 C05 C C sing 1.41 N N
14 C06 C01 C C doub 1.4 N N
15 C05 N04 C N sing 1.35 N N
16 N07 C01 N C sing 1.38 N N
17 N07 C11 N C sing 1.47 N N
18 C01 N02 C N sing 1.33 N N
19 C15 C11 C C sing 1.55 N N
20 C15 C14 C C sing 1.54 N N
21 C11 C12 C C sing 1.55 N N
22 N04 C03 N C sing 1.36 N N
23 O19 C18 O C sing 1.43 N N
24 N02 C03 N C doub 1.32 N N
25 C14 C18 C C sing 1.53 N N
26 C14 C13 C C sing 1.54 N N
27 C03 N08 C N sing 1.37 N N
28 C12 C13 C C sing 1.54 N N
29 C12 O16 C O sing 1.43 N N
30 C13 O17 C O sing 1.43 N N
31 N08 C20 N C sing 1.46 N N
32 C20 C21 C C sing 1.53 N N
33 C20 C22 C C sing 1.53 N N
34 C21 C22 C C sing 1.53 N N
35 N04 H1 N H sing 0.97 N N
36 N08 H3 N H sing 0.97 N N
37 C11 H4 C H sing 1.09 N N
38 C12 H5 C H sing 1.09 N N
39 C13 H6 C H sing 1.09 N N
40 C14 H7 C H sing 1.09 N N
41 C15 H8 C H sing 1.09 N N
42 C15 H9 C H sing 1.09 N N
43 O16 H10 O H sing 0.97 N N
44 O17 H11 O H sing 0.97 N N
45 C18 H12 C H sing 1.09 N N
46 C18 H13 C H sing 1.09 N N
47 O19 H14 O H sing 0.97 N N
48 C20 H15 C H sing 1.09 N N
49 C21 H16 C H sing 1.09 N N
50 C21 H17 C H sing 1.09 N N
51 C22 H18 C H sing 1.09 N N
52 C22 H19 C H sing 1.09 N N
53 C27 H20 C H sing 1.08 N N
54 C28 H21 C H sing 1.08 N N
55 C29 H22 C H sing 1.08 N N
56 C30 H23 C H sing 1.08 N N
57 N07 H2 N H sing 0.97 N N



4S2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4S2 4ztm Open in New Window Bound ligand 4 1