Chemical Components in the PDB

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3SM : Summary

Code

3SM

One-letter code

X

Molecule name

2-methoxy-N-({6-[1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]pyridin-2-yl}methyl)acetamide

Systematic names

ProgramVersionName
ACDLabs 12.01 2-methoxy-N-({6-[1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]pyridin-2-yl}methyl)acetamide

Formula

C19 H21 N7 O2

Formal charge

0

Molecular weight

379.416 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NCc4nc(c3nc2nc(c1ncn(c1c2c3)C)NC)ccc4)COC
SMILES CACTVS 3.385 CNc1nc2[nH]c(cc2c3n(C)cnc13)c4cccc(CNC(=O)COC)n4
SMILES OpenEye OEToolkits 1.9.2 CNc1c2c(c3cc([nH]c3n1)c4cccc(n4)CNC(=O)COC)n(cn2)C
Canonical SMILES CACTVS 3.385 CNc1nc2[nH]c(cc2c3n(C)cnc13)c4cccc(CNC(=O)COC)n4
Canonical SMILES OpenEye OEToolkits 1.9.2 CNc1c2c(c3cc([nH]c3n1)c4cccc(n4)CNC(=O)COC)n(cn2)C

IUPAC InChI

InChI=1S/C19H21N7O2/c1-20-19-16-17(26(2)10-22-16)12-7-14(24-18(12)25-19)13-6-4-5-11(23-13)8-21-15(27)9-28-3/h4-7,10H,8-9H2,1-3H3,(H,21,27)(H2,20,24,25)

IUPAC InChI key

ULTCRVJUAZCGPP-UHFFFAOYSA-N
3SM

wwPDB Information

Atom count

49 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-10-17

Last modified at

2015-03-13

Status

Released

Obsoleted

Not Assigned



3SM : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C13 C C1 N Y N 0 2.75 1.791 -0.692
2 C17 C C2 N N N 0 3.923 0.951 -1.125
3 C16 C C3 N Y N 0 0.617 3.298 0.101
4 C15 C C4 N Y N 0 1.858 3.901 0.001
5 C19 C C5 N N N 0 5.556 -0.545 -0.107
6 C21 C C6 N N N 0 6.139 -1.248 1.092
7 C23 C C7 N N N 0 7.881 -2.757 1.748
8 C11 C C8 N Y N 0 0.496 1.941 -0.206
9 C27 C C9 N N N 0 -6.978 1.475 1.164
10 N1 N N1 N Y N 0 -3.099 -2.693 -0.632
11 C2 C C10 N Y N 0 -4.309 -3.312 -0.54
12 N3 N N2 N Y N 0 -5.212 -2.462 -0.147
13 C4 C C11 N Y N 0 -4.641 -1.245 0.036
14 C5 C C12 N Y N 0 -3.28 -1.384 -0.268
15 C6 C C13 N Y N 0 -2.45 -0.252 -0.156
16 C7 C C14 N Y N 0 -3.012 0.968 0.254
17 N8 N N3 N Y N 0 -1.996 1.895 0.278
18 C9 C C15 N Y N 0 -0.821 1.282 -0.105
19 C10 C C16 N Y N 0 -1.07 -0.024 -0.374
20 N12 N N4 N Y N 0 1.558 1.239 -0.589
21 C14 C C17 N Y N 0 2.94 3.13 -0.403
22 N18 N N5 N N N 0 4.49 0.268 0.041
23 O20 O O1 N N N 0 6.044 -0.711 -1.205
24 O22 O O2 N N N 0 7.252 -2.045 0.681
25 N24 N N6 N Y N 0 -4.312 1.052 0.532
26 C25 C C18 N Y N 0 -5.121 0.014 0.444
27 N26 N N7 N N N 0 -6.466 0.167 0.748
28 C28 C C19 N N N 0 -1.836 -3.312 -1.041
29 H35 H H1 N N N 0 3.591 0.211 -1.853
30 H36 H H2 N N N 0 4.682 1.59 -1.576
31 H34 H H3 N N N 0 -0.245 3.868 0.413
32 H33 H H4 N N N 0 1.983 4.949 0.232
33 H38 H H5 N N N 0 6.471 -0.508 1.82
34 H39 H H6 N N N 0 5.381 -1.887 1.543
35 H41 H H7 N N N 0 7.159 -3.428 2.213
36 H40 H H8 N N N 0 8.716 -3.338 1.355
37 H42 H H9 N N N 0 8.25 -2.049 2.49
38 H45 H H10 N N N 0 -6.803 2.203 0.372
39 H44 H H11 N N N 0 -8.048 1.401 1.359
40 H46 H H12 N N N 0 -6.465 1.794 2.071
41 H29 H H13 N N N 0 -4.491 -4.354 -0.759
42 H30 H H14 N N N 0 -2.091 2.828 0.525
43 H31 H H15 N N N 0 -0.346 -0.758 -0.697
44 H32 H H16 N N N 0 3.921 3.572 -0.49
45 H37 H H17 N N N 0 4.1 0.4 0.918
46 H43 H H18 N N N 0 -7.067 -0.592 0.685
47 H48 H H19 N N N 0 -1.721 -3.225 -2.121
48 H47 H H20 N N N 0 -1.007 -2.808 -0.545
49 H49 H H21 N N N 0 -1.841 -4.366 -0.76



3SM : Chemical Bonds

Total Number of Bonds: 52
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O20 C19 O C doub 1.21 N N
2 O22 C21 O C sing 1.43 N N
3 O22 C23 O C sing 1.43 N N
4 C21 C19 C C sing 1.51 N N
5 C19 N18 C N sing 1.35 N N
6 C27 N26 C N sing 1.46 N N
7 N18 C17 N C sing 1.47 N N
8 C17 C13 C C sing 1.51 N N
9 N26 C25 N C sing 1.39 N N
10 N24 C25 N C doub 1.32 N Y
11 N24 C7 N C sing 1.33 N Y
12 C25 C4 C C sing 1.41 N Y
13 C13 N12 C N doub 1.32 N Y
14 C13 C14 C C sing 1.38 N Y
15 N12 C11 N C sing 1.33 N Y
16 N8 C7 N C sing 1.38 N Y
17 N8 C9 N C sing 1.38 N Y
18 C7 C6 C C doub 1.4 N Y
19 C4 N3 C N sing 1.36 N Y
20 C4 C5 C C doub 1.4 N Y
21 C14 C15 C C doub 1.39 N Y
22 C9 C11 C C sing 1.48 N N
23 C9 C10 C C doub 1.36 N Y
24 C11 C16 C C doub 1.4 N Y
25 N3 C2 N C doub 1.3 N Y
26 C6 C5 C C sing 1.41 N Y
27 C6 C10 C C sing 1.42 N Y
28 C5 N1 C N sing 1.37 N Y
29 C15 C16 C C sing 1.38 N Y
30 C2 N1 C N sing 1.36 N Y
31 N1 C28 N C sing 1.46 N N
32 C17 H35 C H sing 1.09 N N
33 C17 H36 C H sing 1.09 N N
34 C16 H34 C H sing 1.08 N N
35 C15 H33 C H sing 1.08 N N
36 C21 H38 C H sing 1.09 N N
37 C21 H39 C H sing 1.09 N N
38 C23 H41 C H sing 1.09 N N
39 C23 H40 C H sing 1.09 N N
40 C23 H42 C H sing 1.09 N N
41 C27 H45 C H sing 1.09 N N
42 C27 H44 C H sing 1.09 N N
43 C27 H46 C H sing 1.09 N N
44 C2 H29 C H sing 1.08 N N
45 N8 H30 N H sing 0.97 N N
46 C10 H31 C H sing 1.08 N N
47 C14 H32 C H sing 1.08 N N
48 N18 H37 N H sing 0.97 N N
49 N26 H43 N H sing 0.97 N N
50 C28 H48 C H sing 1.09 N N
51 C28 H47 C H sing 1.09 N N
52 C28 H49 C H sing 1.09 N N



3SM : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
3SM 4wov Open in New Window Bound ligand 2 1