Chemical Components in the PDB

pdbe.org/chem
spacer

4LH : Summary

Code

4LH

One-letter code

X

Molecule name

N-(3-{[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]methyl}phenyl)prop-2-enamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(3-{[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]methyl}phenyl)prop-2-enamide
OpenEye OEToolkits 1.9.2 N-[3-[[[5-chloranyl-2-[[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]methyl]phenyl]prop-2-enamide

Formula

C26 H30 Cl N7 O2

Formal charge

0

Molecular weight

508.015 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c3(Nc1c(OC)cc(cc1)N2CCN(C)CC2)ncc(c(n3)NCc4cc(NC(/C=C)=O)ccc4)Cl
SMILES CACTVS 3.385 COc1cc(ccc1Nc2ncc(Cl)c(NCc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4
SMILES OpenEye OEToolkits 1.9.2 CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)NCc4cccc(c4)NC(=O)C=C)Cl
Canonical SMILES CACTVS 3.385 COc1cc(ccc1Nc2ncc(Cl)c(NCc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4
Canonical SMILES OpenEye OEToolkits 1.9.2 CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)NCc4cccc(c4)NC(=O)C=C)Cl

IUPAC InChI

InChI=1S/C26H30ClN7O2/c1-4-24(35)30-19-7-5-6-18(14-19)16-28-25-21(27)17-29-26(32-25)31-22-9-8-20(15-23(22)36-3)34-12-10-33(2)11-13-34/h4-9,14-15,17H,1,10-13,16H2,2-3H3,(H,30,35)(H2,28,29,31,32)

IUPAC InChI key

UGXCBYVBIJACEK-UHFFFAOYSA-N
4LH

wwPDB Information

Atom count

66 (36 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-04-10

Last modified at

2016-02-05

Status

Released

Obsoleted

Not Assigned



4LH : Atoms of Molecule

Total Number of Atoms: 66
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C2 C C1 N Y N 0 0.633 0.262 -0.04
2 C4 C C2 N Y N 0 -1.474 1.196 -0.027
3 C5 C C3 N Y N 0 -0.94 2.37 -0.566
4 C6 C C4 N Y N 0 0.418 2.422 -0.816
5 CAA C C18 N N N 0 3.866 -4.155 -0.635
6 CAB C C24 N N N 0 11.075 0.389 0.378
7 CAH C C11 N Y N 0 -6.715 0.658 2.39
8 CAI C C12 N Y N 0 -5.353 0.51 2.205
9 CAJ C C10 N Y N 0 -7.592 0.312 1.381
10 CAK C C20 N Y N 0 4.821 0.65 0.085
11 CAL C C19 N Y N 0 3.451 0.532 0.23
12 CAN C C9 N Y N 0 -5.735 -0.328 -0.0050
13 CAO C C17 N Y N 0 4.984 -1.712 -0.337
14 CAP C C5 N N N 0 -11.187 -2.213 -1.338
15 CAQ C C6 N N N 0 -10.038 -1.61 -1.63
16 CAR C C23 N N N 0 8.912 1.149 -0.403
17 CAS C C25 N N N 0 9.192 -1.133 0.353
18 CAT C C22 N N N 0 7.405 1.045 -0.158
19 CAU C C26 N N N 0 7.685 -1.237 0.598
20 CAV C C14 N N N 0 -3.378 -0.135 0.808
21 CBE C C7 N N N 0 -9.155 -1.147 -0.549
22 CBF C C13 N Y N 0 -4.864 0.02 1.008
23 CBH C C8 N Y N 0 -7.105 -0.185 0.179
24 CBI C C21 N Y N 0 5.591 -0.471 -0.191
25 CBK C C15 N Y N 0 2.843 -0.705 0.089
26 CBL C C16 N Y N 0 3.612 -1.831 -0.198
27 CL5 CL CL1 N N N 0 -1.958 3.734 -0.907
28 H1 H H1 N N N 0 0.863 3.314 -1.232
29 H10 H H10 N N N 0 -7.093 1.045 3.325
30 H11 H H11 N N N 0 -4.669 0.781 2.996
31 H12 H H12 N N N 0 -2.902 -0.34 1.767
32 H13 H H13 N N N 0 -3.188 -0.962 0.124
33 H14 H H14 N N N 0 -3.415 1.852 0.061
34 H15 H H15 N N N 0 1.062 -1.664 0.516
35 H16 H H16 N N N 0 5.582 -2.583 -0.56
36 H17 H H17 N N N 0 3.265 -5.06 -0.723
37 H18 H H18 N N N 0 4.389 -3.973 -1.574
38 H19 H H19 N N N 0 4.593 -4.278 0.168
39 H2 H H2 N N N 0 -11.835 -2.553 -2.132
40 H20 H H20 N N N 0 2.855 1.405 0.452
41 H21 H H21 N N N 0 5.294 1.615 0.199
42 H22 H H22 N N N 0 6.877 1.681 -0.869
43 H23 H H23 N N N 0 7.179 1.368 0.858
44 H24 H H24 N N N 0 9.136 0.852 -1.427
45 H25 H H25 N N N 0 9.237 2.177 -0.243
46 H27 H H27 N N N 0 11.373 1.418 0.581
47 H28 H H28 N N N 0 11.574 -0.279 1.08
48 H29 H H29 N N N 0 11.359 0.123 -0.64
49 H3 H H3 N N N 0 -11.471 -2.362 -0.307
50 H30 H H30 N N N 0 9.419 -1.457 -0.663
51 H31 H H31 N N N 0 9.72 -1.769 1.063
52 H32 H H32 N N N 0 7.462 -0.94 1.622
53 H33 H H33 N N N 0 7.36 -2.266 0.438
54 H5 H H5 N N N 0 -9.753 -1.46 -2.661
55 H7 H H7 N N N 0 -7.767 -0.34 -1.768
56 H8 H H8 N N N 0 -5.353 -0.711 -0.94
57 H9 H H9 N N N 0 -8.656 0.428 1.526
58 N1 N N4 N Y N 0 1.168 1.363 -0.545
59 N3 N N3 N Y N 0 -0.663 0.173 0.22
60 NAZ N N2 N N N 0 -2.829 1.101 0.244
61 NBA N N1 N N N 0 -7.99 -0.536 -0.845
62 NBB N N5 N N N 0 1.451 -0.823 0.23
63 NBO N N7 N N N 0 9.62 0.261 0.531
64 NBP N N6 N N N 0 6.977 -0.35 -0.336
65 OAE O O1 N N N 0 -9.475 -1.315 0.613
66 OBC O O2 N N N 0 3.016 -3.045 -0.341



4LH : Chemical Bonds

Total Number of Bonds: 69
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAP CAQ C C doub 1.33 N N
2 CAQ CBE C C sing 1.47 N N
3 NBA CBE N C sing 1.35 N N
4 NBA CBH N C sing 1.4 N N
5 CAJ CBH C C doub 1.39 N Y
6 CAJ CAH C C sing 1.38 N Y
7 CBE OAE C O doub 1.22 N N
8 CBH CAN C C sing 1.39 N Y
9 CAH CAI C C doub 1.38 N Y
10 CAN CBF C C doub 1.38 N Y
11 CAI CBF C C sing 1.38 N Y
12 CBF CAV C C sing 1.51 N N
13 CAS CAU C C sing 1.53 N N
14 CAS NBO C N sing 1.47 N N
15 CAU NBP C N sing 1.47 N N
16 CAT NBP C N sing 1.47 N N
17 CAT CAR C C sing 1.53 N N
18 NBO CAR N C sing 1.47 N N
19 NBO CAB N C sing 1.47 N N
20 CAV NAZ C N sing 1.47 N N
21 NBP CBI N C sing 1.4 N N
22 CAK CBI C C doub 1.39 N Y
23 CAK CAL C C sing 1.38 N Y
24 CBI CAO C C sing 1.39 N Y
25 CAL CBK C C doub 1.39 N Y
26 NAZ C4 N C sing 1.39 N N
27 C4 N3 C N doub 1.33 N Y
28 C4 C5 C C sing 1.4 N Y
29 N3 C2 N C sing 1.32 N Y
30 CL5 C5 CL C sing 1.74 N N
31 CAO CBL C C doub 1.38 N Y
32 CBK CBL C C sing 1.39 N Y
33 CBK NBB C N sing 1.4 N N
34 C5 C6 C C doub 1.38 N Y
35 C2 NBB C N sing 1.39 N N
36 C2 N1 C N doub 1.32 N Y
37 CBL OBC C O sing 1.36 N N
38 C6 N1 C N sing 1.33 N Y
39 OBC CAA O C sing 1.43 N N
40 C6 H1 C H sing 1.08 N N
41 CAP H2 C H sing 1.08 N N
42 CAP H3 C H sing 1.08 N N
43 CAQ H5 C H sing 1.08 N N
44 NBA H7 N H sing 0.97 N N
45 CAN H8 C H sing 1.08 N N
46 CAJ H9 C H sing 1.08 N N
47 CAH H10 C H sing 1.08 N N
48 CAI H11 C H sing 1.08 N N
49 CAV H12 C H sing 1.09 N N
50 CAV H13 C H sing 1.09 N N
51 NAZ H14 N H sing 0.97 N N
52 NBB H15 N H sing 0.97 N N
53 CAO H16 C H sing 1.08 N N
54 CAA H17 C H sing 1.09 N N
55 CAA H18 C H sing 1.09 N N
56 CAA H19 C H sing 1.09 N N
57 CAL H20 C H sing 1.08 N N
58 CAK H21 C H sing 1.08 N N
59 CAT H22 C H sing 1.09 N N
60 CAT H23 C H sing 1.09 N N
61 CAR H24 C H sing 1.09 N N
62 CAR H25 C H sing 1.09 N N
63 CAB H27 C H sing 1.09 N N
64 CAB H28 C H sing 1.09 N N
65 CAB H29 C H sing 1.09 N N
66 CAS H30 C H sing 1.09 N N
67 CAS H31 C H sing 1.09 N N
68 CAU H32 C H sing 1.09 N N
69 CAU H33 C H sing 1.09 N N



4LH : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4LH 4z16 Open in New Window Bound ligand 4 1