Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

214 : Summary

Code

214

One-letter code

X

Molecule name

6-[4-((2R)-2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-3-{4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}-2-PHENYLPROPYL)PHENYL]-2-METHYLQUINOLIN-8-YLPHOSPHONIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (6-{4-[(2R)-2-(1H-benzotriazol-1-yl)-3-{4-[difluoro(phosphono)methyl]phenyl}-2-phenylpropyl]phenyl}-2-methylquinolin-8-yl)phosphonic acid
OpenEye OEToolkits 1.5.0 [[4-[(2R)-2-(benzotriazol-1-yl)-3-[4-(2-methyl-8-phosphono-quinolin-6-yl)phenyl]-2-phenyl-propyl]phenyl]-difluoro-methyl]phosphonic acid

Formula

C38 H32 F2 N4 O6 P2

Formal charge

0

Molecular weight

740.628 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P(O)(O)c1c7nc(ccc7cc(c1)c2ccc(cc2)CC(c3ccccc3)(n5nnc4ccccc45)Cc6ccc(cc6)C(F)(F)P(=O)(O)O)C
SMILES CACTVS 3.341 Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3
SMILES OpenEye OEToolkits 1.5.0 Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)CC(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6
Canonical SMILES CACTVS 3.341 Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C@](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)C[C@@](Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6

IUPAC InChI

InChI=1S/C38H32F2N4O6P2/c1-25-11-16-29-21-30(22-35(36(29)41-25)51(45,46)47)28-17-12-26(13-18-28)23-37(31-7-3-2-4-8-31,44-34-10-6-5-9-33(34)42-43-44)24-27-14-19-32(20-15-27)38(39,40)52(48,49)50/h2-22H,23-24H2,1H3,(H2,45,46,47)(H2,48,49,50)/t37-/m1/s1

IUPAC InChI key

SZXQFEXBARNEFM-DIPNUNPCSA-N
214

wwPDB Information

Atom count

84 (52 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-08-19

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



214 : Atoms of Molecule

Total Number of Atoms: 84
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -5.568 3.681 1.818
2 C2 C C2 N Y N 0 -4.78 3.278 2.88
3 C3 C C3 N Y N 0 -3.547 2.698 2.644
4 C4 C C4 N Y N 0 -3.103 2.521 1.347
5 C5 C C5 N Y N 0 -3.889 2.929 0.286
6 C6 C C6 N Y N 0 -5.124 3.505 0.521
7 C10 C C10 N Y N 0 -2.724 -1.03 -0.276
8 C11 C C11 N Y N 0 -2.943 -0.279 0.863
9 C12 C C12 N Y N 0 -4.216 -0.178 1.391
10 C13 C C13 N Y N 0 -5.273 -0.82 0.773
11 C14 C C14 N Y N 0 -5.055 -1.57 -0.368
12 C15 C C15 N Y N 0 -3.78 -1.675 -0.892
13 C20 C C20 N Y N 0 1.147 0.965 2.204
14 C21 C C21 N Y N 0 0.672 2.079 1.536
15 C22 C C22 N Y N 0 1.437 2.682 0.554
16 C23 C C23 N Y N 0 2.681 2.174 0.236
17 C24 C C24 N Y N 0 3.164 1.051 0.905
18 C25 C C25 N Y N 0 2.387 0.445 1.89
19 C30 C C30 R N N 0 -1.76 1.889 1.09
20 N31 N N31 N Y N 0 -1.453 1.959 -0.34
21 C41 C C41 N Y N 0 -0.769 3.617 -3.4
22 C32 C C32 N N N 0 -0.684 2.638 1.88
23 C35 C C35 N N N 0 -1.791 0.425 1.534
24 C40 C C40 N Y N 0 -0.808 4.946 -3.097
25 C42 C C42 N Y N 0 -1.0 2.665 -2.398
26 C43 C C43 N Y N 0 -1.276 3.098 -1.089
27 C44 C C44 N Y N 0 -1.306 4.458 -0.801
28 C45 C C45 N Y N 0 -1.075 5.373 -1.803
29 N46 N N46 N Y N 0 -1.027 1.317 -2.397
30 N47 N N47 N Y N 0 -1.287 0.876 -1.217
31 C52 C C52 N N N 0 -6.206 -2.273 -1.039
32 F53 F F53 N N N 0 -7.361 -1.492 -0.922
33 F54 F F54 N N N 0 -5.909 -2.466 -2.393
34 P55 P P55 N N N 0 -6.481 -3.889 -0.241
35 O56 O O56 N N N 0 -5.113 -4.737 -0.261
36 O57 O O57 N N N 0 -6.949 -3.662 1.283
37 O58 O O58 N N N 0 -7.531 -4.629 -0.975
38 C61 C C61 N Y N 0 5.528 1.357 0.22
39 C62 C C62 N Y N 0 9.06 1.084 -0.756
40 C71 C C71 N N N 0 10.524 -0.925 -1.034
41 C63 C C63 N Y N 0 7.861 1.666 -0.457
42 C64 C C64 N Y N 0 6.787 0.829 -0.099
43 C65 C C65 N Y N 0 6.991 -0.574 -0.062
44 N66 N N66 N Y N 0 8.19 -1.078 -0.371
45 C67 C C67 N Y N 0 9.193 -0.302 -0.701
46 C68 C C68 N Y N 0 4.5 0.501 0.567
47 C69 C C69 N Y N 0 4.71 -0.887 0.601
48 C70 C C70 N Y N 0 5.923 -1.417 0.295
49 P79 P P79 N N N 0 6.166 -3.214 0.349
50 O80 O O80 N N N 0 5.828 -3.844 -1.093
51 O81 O O81 N N N 0 7.697 -3.537 0.73
52 O82 O O82 N N N 0 5.269 -3.803 1.368
53 H1 H H1 N N N 0 -6.532 4.133 2.002
54 H2 H H2 N N N 0 -5.127 3.415 3.893
55 H3 H H3 N N N 0 -2.931 2.383 3.474
56 H5 H H5 N N N 0 -3.542 2.791 -0.728
57 H6 H H6 N N N 0 -5.74 3.819 -0.308
58 H10 H H10 N N N 0 -1.728 -1.112 -0.686
59 H12 H H12 N N N 0 -4.387 0.408 2.282
60 H13 H H13 N N N 0 -6.269 -0.737 1.182
61 H15 H H15 N N N 0 -3.609 -2.261 -1.783
62 H20 H H20 N N N 0 0.546 0.498 2.97
63 H22 H H22 N N N 0 1.062 3.551 0.036
64 H23 H H23 N N N 0 3.277 2.646 -0.531
65 H25 H H25 N N N 0 2.757 -0.425 2.412
66 H321 H 1H32 N N N 0 -0.867 2.518 2.948
67 H322 H 2H32 N N N 0 -0.717 3.697 1.623
68 H351 H 1H35 N N N 0 -0.856 -0.06 1.255
69 H352 H 2H35 N N N 0 -1.916 0.376 2.616
70 H40 H H40 N N N 0 -0.628 5.676 -3.873
71 H41 H H41 N N N 0 -0.559 3.298 -4.41
72 H44 H H44 N N N 0 -1.514 4.794 0.204
73 H45 H H45 N N N 0 -1.102 6.43 -1.581
74 H56 H H56 N N N 0 -4.456 -4.22 0.226
75 H57 H H57 N N N 0 -7.083 -4.539 1.667
76 H61 H H61 N N N 0 5.363 2.424 0.195
77 H62 H H62 N N N 0 9.905 1.698 -1.035
78 H711 H 1H71 N N N 0 11.123 -1.009 -0.128
79 H712 H 2H71 N N N 0 10.365 -1.916 -1.458
80 H713 H 3H71 N N N 0 11.046 -0.3 -1.758
81 H63 H H63 N N N 0 7.741 2.739 -0.495
82 H69 H H69 N N N 0 3.897 -1.542 0.874
83 H80 H H80 N N N 0 6.433 -3.435 -1.727
84 H81 H H81 N N N 0 7.783 -4.5 0.748



214 : Chemical Bonds

Total Number of Bonds: 90
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.38 N Y
2 C1 C6 C C sing 1.38 N Y
3 C1 H1 C H sing 1.08 N N
4 C2 C3 C C sing 1.38 N Y
5 C2 H2 C H sing 1.08 N N
6 C3 C4 C C doub 1.38 N Y
7 C3 H3 C H sing 1.08 N N
8 C4 C5 C C sing 1.38 N Y
9 C4 C30 C C sing 1.51 N N
10 C5 C6 C C doub 1.38 N Y
11 C5 H5 C H sing 1.08 N N
12 C6 H6 C H sing 1.08 N N
13 C10 C11 C C doub 1.38 N Y
14 C10 C15 C C sing 1.38 N Y
15 C10 H10 C H sing 1.08 N N
16 C11 C12 C C sing 1.38 N Y
17 C11 C35 C C sing 1.51 N N
18 C12 C13 C C doub 1.38 N Y
19 C12 H12 C H sing 1.08 N N
20 C13 C14 C C sing 1.38 N Y
21 C13 H13 C H sing 1.08 N N
22 C14 C15 C C doub 1.38 N Y
23 C14 C52 C C sing 1.51 N N
24 C15 H15 C H sing 1.08 N N
25 C20 C21 C C doub 1.38 N Y
26 C20 C25 C C sing 1.38 N Y
27 C20 H20 C H sing 1.08 N N
28 C21 C22 C C sing 1.38 N Y
29 C21 C32 C C sing 1.51 N N
30 C22 C23 C C doub 1.38 N Y
31 C22 H22 C H sing 1.08 N N
32 C23 C24 C C sing 1.39 N Y
33 C23 H23 C H sing 1.08 N N
34 C24 C25 C C doub 1.39 N Y
35 C24 C68 C C sing 1.48 N Y
36 C25 H25 C H sing 1.08 N N
37 C30 N31 C N sing 1.46 N N
38 C30 C32 C C sing 1.53 N N
39 C30 C35 C C sing 1.53 N N
40 N31 C43 N C sing 1.37 N Y
41 N31 N47 N N sing 1.4 N Y
42 C32 H321 C H sing 1.09 N N
43 C32 H322 C H sing 1.09 N N
44 C35 H351 C H sing 1.09 N N
45 C35 H352 C H sing 1.09 N N
46 C40 C41 C C doub 1.36 N Y
47 C40 C45 C C sing 1.39 N Y
48 C40 H40 C H sing 1.08 N N
49 C41 C42 C C sing 1.4 N Y
50 C41 H41 C H sing 1.08 N N
51 C42 C43 C C doub 1.41 N Y
52 C42 N46 C N sing 1.35 N Y
53 C43 C44 C C sing 1.39 N Y
54 C44 C45 C C doub 1.38 N Y
55 C44 H44 C H sing 1.08 N N
56 C45 H45 C H sing 1.08 N N
57 N46 N47 N N doub 1.29 N Y
58 C52 F53 C F sing 1.4 N N
59 C52 F54 C F sing 1.4 N N
60 C52 P55 C P sing 1.82 N N
61 P55 O56 P O sing 1.61 N N
62 P55 O57 P O sing 1.61 N N
63 P55 O58 P O doub 1.48 N N
64 O56 H56 O H sing 0.97 N N
65 O57 H57 O H sing 0.97 N N
66 C61 C64 C C doub 1.4 N Y
67 C61 C68 C C sing 1.38 N Y
68 C61 H61 C H sing 1.08 N N
69 C62 C63 C C doub 1.37 N Y
70 C62 C67 C C sing 1.39 N Y
71 C62 H62 C H sing 1.08 N N
72 C71 C67 C C sing 1.51 N N
73 C71 H711 C H sing 1.09 N N
74 C71 H712 C H sing 1.09 N N
75 C71 H713 C H sing 1.09 N N
76 C63 C64 C C sing 1.41 N Y
77 C63 H63 C H sing 1.08 N N
78 C64 C65 C C sing 1.42 N Y
79 C65 N66 C N sing 1.34 N Y
80 C65 C70 C C doub 1.41 N Y
81 N66 C67 N C doub 1.31 N Y
82 C68 C69 C C doub 1.4 N Y
83 C69 C70 C C sing 1.36 N Y
84 C69 H69 C H sing 1.08 N N
85 C70 P79 C P sing 1.81 N N
86 P79 O80 P O sing 1.61 N N
87 P79 O81 P O sing 1.61 N N
88 P79 O82 P O doub 1.48 N N
89 O80 H80 O H sing 0.97 N N
90 O81 H81 O H sing 0.97 N N



214 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
214 1q6s Open in New Window Bound ligand 2 1