Chemical Components in the PDB

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71P : Summary

Code

71P

One-letter code

X

Molecule name

~{N}-[(7~{R})-1,2,3-trimethoxy-10-methylsulfanyl-9-oxidanylidene-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]ethanamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.5 ~{N}-[(7~{R})-1,2,3-trimethoxy-10-methylsulfanyl-9-oxidanylidene-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]ethanamide

Formula

C22 H25 N O5 S

Formal charge

0

Molecular weight

415.503 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 COc1cc2CC[CH](NC(C)=O)C3=CC(=O)C(=CC=C3c2c(OC)c1OC)SC
SMILES OpenEye OEToolkits 2.0.5 CC(=O)NC1CCc2cc(c(c(c2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC
Canonical SMILES CACTVS 3.385 COc1cc2CC[C@@H](NC(C)=O)C3=CC(=O)C(=CC=C3c2c(OC)c1OC)SC
Canonical SMILES OpenEye OEToolkits 2.0.5 CC(=O)N[C@@H]1CCc2cc(c(c(c2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC

IUPAC InChI

InChI=1S/C22H25NO5S/c1-12(24)23-16-8-6-13-10-18(26-2)21(27-3)22(28-4)20(13)14-7-9-19(29-5)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m1/s1

IUPAC InChI key

CMEGANPVAXDBPL-MRXNPFEDSA-N
71P

wwPDB Information

Atom count

54 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-08-12

Last modified at

2016-09-16

Status

Released

Obsoleted

Not Assigned



71P : Atoms of Molecule

Total Number of Atoms: 54
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CBA C C1 N N N 0 0.835 1.301 -2.57
2 OAW O O1 N N N 0 1.165 1.961 -1.347
3 CAP C C2 N Y N 0 1.819 1.228 -0.407
4 CAQ C C3 N Y N 0 1.102 0.443 0.5
5 CAR C C4 N N N 0 -0.389 0.402 0.424
6 CAX C C5 N N N 0 -1.036 1.611 0.348
7 CAY C C6 N N N 0 -2.336 1.949 0.299
8 CAZ C C7 N N N 0 -3.431 1.137 0.343
9 SBB S S1 N N N 0 -5.013 1.908 0.265
10 CBC C C8 N N N 0 -4.511 3.643 0.145
11 CAU C C9 N N N 0 -3.402 -0.253 0.445
12 OAV O O2 N N N 0 -4.491 -0.802 0.538
13 CAT C C10 N N N 0 -2.318 -1.081 0.454
14 CAS C C11 N N N 0 -0.992 -0.855 0.429
15 CAH C C12 R N N 0 -0.101 -2.08 0.397
16 NAI N N1 N N N 0 -0.885 -3.227 -0.069
17 CAJ C C13 N N N 0 -1.032 -3.452 -1.39
18 OAK O O3 N N N 0 -0.515 -2.704 -2.193
19 CAL C C14 N N N 0 -1.838 -4.631 -1.869
20 CAG C C15 N N N 0 0.471 -2.396 1.764
21 CAF C C16 N N N 0 0.987 -1.133 2.448
22 CAE C C17 N Y N 0 1.771 -0.306 1.462
23 CAD C C18 N Y N 0 3.149 -0.282 1.519
24 CAC C C19 N Y N 0 3.868 0.497 0.62
25 OAB O O4 N N N 0 5.226 0.514 0.677
26 CAA C C20 N N N 0 5.843 -0.28 1.692
27 CAO C C21 N Y N 0 3.207 1.248 -0.345
28 OAN O O5 N N N 0 3.917 2.012 -1.219
29 CAM C C22 N N N 0 4.428 1.36 -2.383
30 H1 H H1 N N N 0 1.751 1.038 -3.1
31 H2 H H2 N N N 0 0.268 0.396 -2.354
32 H3 H H3 N N N 0 0.235 1.966 -3.191
33 H4 H H4 N N N 0 -0.368 2.458 0.323
34 H5 H H5 N N N 0 -2.541 3.006 0.213
35 H6 H H6 N N N 0 -3.929 3.915 1.025
36 H7 H H7 N N N 0 -3.905 3.785 -0.75
37 H8 H H8 N N N 0 -5.398 4.275 0.086
38 H9 H H9 N N N 0 -2.576 -2.129 0.488
39 H10 H H10 N N N 0 0.719 -1.905 -0.299
40 H11 H H11 N N N 0 -1.298 -3.825 0.573
41 H12 H H12 N N N 0 -2.861 -4.546 -1.501
42 H13 H H13 N N N 0 -1.844 -4.649 -2.958
43 H14 H H14 N N N 0 -1.392 -5.552 -1.493
44 H15 H H15 N N N 0 -0.306 -2.846 2.382
45 H16 H H16 N N N 0 1.294 -3.103 1.652
46 H17 H H17 N N N 0 0.143 -0.552 2.819
47 H18 H H18 N N N 0 1.631 -1.41 3.282
48 H19 H H19 N N N 0 3.669 -0.869 2.261
49 H20 H H20 N N N 0 5.505 0.056 2.672
50 H21 H H21 N N N 0 5.57 -1.326 1.552
51 H22 H H22 N N N 0 6.926 -0.176 1.627
52 H23 H H23 N N N 0 5.178 0.625 -2.089
53 H24 H H24 N N N 0 3.614 0.858 -2.906
54 H25 H H25 N N N 0 4.883 2.098 -3.043



71P : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAA OAB C O sing 1.43 N N
2 OAB CAC O C sing 1.36 N N
3 CAM OAN C O sing 1.43 N N
4 OAN CAO O C sing 1.36 N N
5 CAC CAO C C doub 1.39 N Y
6 CAC CAD C C sing 1.39 N Y
7 CAO CAP C C sing 1.39 N Y
8 CAD CAE C C doub 1.38 N Y
9 CAP OAW C O sing 1.36 N N
10 CAP CAQ C C doub 1.4 N Y
11 OAW CBA O C sing 1.43 N N
12 CAE CAQ C C sing 1.39 N Y
13 CAE CAF C C sing 1.51 N N
14 CAQ CAR C C sing 1.49 N N
15 CAF CAG C C sing 1.53 N N
16 CAX CAR C C doub 1.37 N N
17 CAX CAY C C sing 1.34 N N
18 CAR CAS C C sing 1.39 N N
19 CAG CAH C C sing 1.52 N N
20 CAY CAZ C C doub 1.36 N N
21 CAS CAH C C sing 1.52 N N
22 CAS CAT C C doub 1.35 N N
23 CAH NAI C N sing 1.47 N N
24 OAK CAJ O C doub 1.21 N N
25 NAI CAJ N C sing 1.35 N N
26 CAZ CAU C C sing 1.39 N N
27 CAZ SBB C S sing 1.76 N N
28 CAJ CAL C C sing 1.51 N N
29 CAT CAU C C sing 1.36 N N
30 CAU OAV C O doub 1.22 N N
31 SBB CBC S C sing 1.81 N N
32 CBA H1 C H sing 1.09 N N
33 CBA H2 C H sing 1.09 N N
34 CBA H3 C H sing 1.09 N N
35 CAX H4 C H sing 1.08 N N
36 CAY H5 C H sing 1.08 N N
37 CBC H6 C H sing 1.09 N N
38 CBC H7 C H sing 1.09 N N
39 CBC H8 C H sing 1.09 N N
40 CAT H9 C H sing 1.08 N N
41 CAH H10 C H sing 1.09 N N
42 NAI H11 N H sing 0.97 N N
43 CAL H12 C H sing 1.09 N N
44 CAL H13 C H sing 1.09 N N
45 CAL H14 C H sing 1.09 N N
46 CAG H15 C H sing 1.09 N N
47 CAG H16 C H sing 1.09 N N
48 CAF H17 C H sing 1.09 N N
49 CAF H18 C H sing 1.09 N N
50 CAD H19 C H sing 1.08 N N
51 CAA H20 C H sing 1.09 N N
52 CAA H21 C H sing 1.09 N N
53 CAA H22 C H sing 1.09 N N
54 CAM H23 C H sing 1.09 N N
55 CAM H24 C H sing 1.09 N N
56 CAM H25 C H sing 1.09 N N



71P : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
71P 5lp6 Open in New Window Bound ligand 1 1