Chemical Components in the PDB

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93J : Summary

Code

93J

One-letter code

X

Molecule name

(2E)-N-{4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl}-4-(dimethylamino)but-2-enamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2E)-N-{4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl}-4-(dimethylamino)but-2-enamide
OpenEye OEToolkits 2.0.6 (~{E})-~{N}-[4-[(3-chloranyl-4-fluoranyl-phenyl)amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-(dimethylamino)but-2-enamide

Formula

C24 H23 Cl F N5 O2

Formal charge

0

Molecular weight

467.923 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c21c(cc(OCC)c(NC([C@H]=CCN(C)C)=O)c1)ncc(c2Nc3cc(c(cc3)F)Cl)C#N
SMILES CACTVS 3.385 CCOc1cc2ncc(C#N)c(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)C=CCN(C)C
SMILES OpenEye OEToolkits 2.0.6 CCOc1cc2c(cc1NC(=O)C=CCN(C)C)c(c(cn2)C#N)Nc3ccc(c(c3)Cl)F
Canonical SMILES CACTVS 3.385 CCOc1cc2ncc(C#N)c(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)/C=C/CN(C)C
Canonical SMILES OpenEye OEToolkits 2.0.6 CCOc1cc2c(cc1NC(=O)/C=C/CN(C)C)c(c(cn2)C#N)Nc3ccc(c(c3)Cl)F

IUPAC InChI

InChI=1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+

IUPAC InChI key

WVUNYSQLFKLYNI-AATRIKPKSA-N
93J

wwPDB Information

Atom count

56 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-04-03

Last modified at

2017-08-18

Status

Released

Obsoleted

Not Assigned



93J : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N Y N 0 -1.574 -1.796 0.433
2 C13 C C2 N Y N 0 0.491 -3.577 -0.119
3 C15 C C3 N Y N 0 -1.864 -3.09 -0.064
4 C17 C C4 N N N 0 2.423 -6.556 -1.099
5 C20 C C5 N Y N 0 -2.111 2.723 0.773
6 C21 C C6 N Y N 0 -1.882 3.765 -0.106
7 C22 C C7 N Y N 0 -1.72 3.51 -1.458
8 C24 C C8 N Y N 0 -2.024 1.167 -1.059
9 C01 C C9 N N N 0 2.442 -0.606 0.567
10 C02 C C10 N N N 0 3.827 -0.199 0.848
11 C03 C C11 N N N 0 4.16 1.089 0.828
12 C04 C C12 N N N 0 5.579 1.505 1.115
13 O01 O O1 N N N 0 1.6 0.236 0.317
14 N01 N N1 N N N 0 2.106 -1.911 0.588
15 N02 N N2 N N N 0 6.085 2.321 0.0030
16 C05 C C13 N N N 0 7.371 2.941 0.347
17 C06 C C14 N N N 0 6.197 1.523 -1.226
18 N03 N N3 N Y N 0 -3.135 -3.462 -0.277
19 C07 C C15 N Y N 0 -4.142 -2.661 -0.039
20 C08 C C16 N Y N 0 -3.947 -1.361 0.454
21 C09 C C17 N Y N 0 -2.642 -0.908 0.7
22 C11 C C18 N Y N 0 -0.243 -1.41 0.648
23 C12 C C19 N Y N 0 0.776 -2.294 0.374
24 C14 C C20 N Y N 0 -0.808 -3.976 -0.33
25 O02 O O2 N N N 0 1.509 -4.438 -0.379
26 C16 C C21 N N N 0 1.154 -5.734 -0.867
27 C18 C C22 N N N 0 -5.069 -0.506 0.704
28 N04 N N4 N N N 0 -5.958 0.172 0.903
29 N05 N N5 N N N 0 -2.407 0.363 1.186
30 C19 C C23 N Y N 0 -2.181 1.419 0.298
31 C23 C C24 N Y N 0 -1.789 2.211 -1.932
32 F01 F F1 N N N 0 -1.496 4.53 -2.315
33 CL1 CL CL1 N N N 0 -1.795 5.395 0.486
34 H1 H H1 N N N 0 3.053 -6.053 -1.832
35 H2 H H2 N N N 0 2.967 -6.658 -0.161
36 H3 H H3 N N N 0 2.152 -7.545 -1.472
37 H4 H H4 N N N 0 -2.233 2.921 1.827
38 H5 H H5 N N N 0 -2.077 0.154 -1.429
39 H6 H H6 N N N 0 4.575 -0.946 1.071
40 H7 H H7 N N N 0 3.412 1.836 0.605
41 H8 H H8 N N N 0 5.607 2.089 2.036
42 H9 H H9 N N N 0 6.202 0.618 1.228
43 H10 H H10 N N N 0 2.784 -2.584 0.751
44 H12 H H12 N N N 0 7.723 3.539 -0.493
45 H13 H H13 N N N 0 7.244 3.581 1.22
46 H14 H H14 N N N 0 8.101 2.163 0.571
47 H15 H H15 N N N 0 5.216 1.133 -1.496
48 H16 H H16 N N N 0 6.574 2.151 -2.033
49 H17 H H17 N N N 0 6.884 0.694 -1.059
50 H18 H H18 N N N 0 -5.147 -3.008 -0.227
51 H19 H H19 N N N 0 -0.019 -0.424 1.027
52 H20 H H20 N N N 0 -1.015 -4.965 -0.71
53 H21 H H21 N N N 0 0.61 -5.632 -1.806
54 H22 H H22 N N N 0 0.524 -6.238 -0.134
55 H23 H H23 N N N 0 -2.4 0.522 2.142
56 H24 H H24 N N N 0 -1.664 2.014 -2.987



93J : Chemical Bonds

Total Number of Bonds: 58
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C05 N02 C N sing 1.47 N N
2 CL1 C21 CL C sing 1.74 N N
3 F01 C22 F C sing 1.35 N N
4 C22 C21 C C doub 1.39 N Y
5 C22 C23 C C sing 1.38 N Y
6 C21 C20 C C sing 1.38 N Y
7 N02 C06 N C sing 1.47 N N
8 N02 C04 N C sing 1.47 N N
9 C23 C24 C C doub 1.38 N Y
10 C20 C19 C C doub 1.39 N Y
11 C24 C19 C C sing 1.39 N Y
12 C19 N05 C N sing 1.4 N N
13 C03 C04 C C sing 1.51 N N
14 C03 C02 C C doub 1.33 E N
15 O01 C01 O C doub 1.22 N N
16 C01 C02 C C sing 1.47 N N
17 C01 N01 C N sing 1.35 N N
18 N05 C09 N C sing 1.38 N N
19 N01 C12 N C sing 1.4 N N
20 C11 C12 C C doub 1.38 N Y
21 C11 C10 C C sing 1.4 N Y
22 C12 C13 C C sing 1.4 N Y
23 C09 C10 C C doub 1.41 N Y
24 C09 C08 C C sing 1.4 N Y
25 C10 C15 C C sing 1.42 N Y
26 N04 C18 N C trip 1.14 N N
27 C18 C08 C C sing 1.43 N N
28 C08 C07 C C doub 1.4 N Y
29 C13 O02 C O sing 1.36 N N
30 C13 C14 C C doub 1.38 N Y
31 O02 C16 O C sing 1.43 N N
32 C15 C14 C C sing 1.4 N Y
33 C15 N03 C N doub 1.34 N Y
34 C07 N03 C N sing 1.31 N Y
35 C16 C17 C C sing 1.53 N N
36 C17 H1 C H sing 1.09 N N
37 C17 H2 C H sing 1.09 N N
38 C17 H3 C H sing 1.09 N N
39 C20 H4 C H sing 1.08 N N
40 C24 H5 C H sing 1.08 N N
41 C02 H6 C H sing 1.08 N N
42 C03 H7 C H sing 1.08 N N
43 C04 H8 C H sing 1.09 N N
44 C04 H9 C H sing 1.09 N N
45 N01 H10 N H sing 0.97 N N
46 C05 H12 C H sing 1.09 N N
47 C05 H13 C H sing 1.09 N N
48 C05 H14 C H sing 1.09 N N
49 C06 H15 C H sing 1.09 N N
50 C06 H16 C H sing 1.09 N N
51 C06 H17 C H sing 1.09 N N
52 C07 H18 C H sing 1.08 N N
53 C11 H19 C H sing 1.08 N N
54 C14 H20 C H sing 1.08 N N
55 C16 H21 C H sing 1.09 N N
56 C16 H22 C H sing 1.09 N N
57 N05 H23 N H sing 0.97 N N
58 C23 H24 C H sing 1.08 N N



93J : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
93J 5vcw Open in New Window Bound ligand 2 1