Chemical Components in the PDB

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2ZE : Summary

Code

2ZE

One-letter code

X

Molecule name

(3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthale ne-3,9-diol

Synonyms

Aphidicolin

Systematic names

ProgramVersionName
ACDLabs 12.01 (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

Formula

C20 H34 O4

Formal charge

0

Molecular weight

338.482 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 OCC4(O)C3CC2C(C1(C(C(C)(CO)C(O)CC1)CC2)C)(C3)CC4
SMILES CACTVS 3.385 C[C]1(CO)[CH](O)CC[C]2(C)[CH]1CC[CH]3C[CH]4C[C]23CC[C]4(O)CO
SMILES OpenEye OEToolkits 1.7.6 CC12CCC(C(C1CCC3C24CCC(C(C3)C4)(CO)O)(C)CO)O
Canonical SMILES CACTVS 3.385 C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H]1CC[C@H]3C[C@@H]4C[C@]23CC[C@]4(O)CO
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O

IUPAC InChI

InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1

IUPAC InChI key

NOFOAYPPHIUXJR-APNQCZIXSA-N
2ZE

wwPDB Information

Atom count

58 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-05-01

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



2ZE : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OAC O OAC N N N 0 5.064 -0.127 1.526
2 CAV C CAV N N N 0 3.672 -0.453 1.551
3 CAN C CAN R N N 0 3.054 -0.188 0.155
4 CAW C CAW N N N 0 3.802 -1.079 -0.837
5 CAT C CAT R N N 0 3.321 1.281 -0.161
6 OAB O OAB N N N 0 3.059 2.069 1.007
7 CAU C CAU N N N 0 2.478 1.794 -1.32
8 CAQ C CAQ N N N 0 0.996 1.562 -1.038
9 CAF C CAF S N N 0 0.732 0.059 -0.91
10 CAS C CAS N N N 0 1.033 -0.615 -2.248
11 CAH C CAH R N N 0 1.577 -0.51 0.23
12 CAO C CAO N N N 0 1.307 -1.994 0.45
13 CAM C CAM N N N 0 -0.189 -2.227 0.754
14 CAG C CAG S N N 0 -0.972 -1.693 -0.426
15 CAK C CAK N N N 0 -2.492 -1.807 -0.355
16 CAJ C CAJ R N N 0 -3.028 -0.528 -1.06
17 CAI C CAI N N N 0 -1.762 0.201 -1.618
18 CAE C CAE S N N 0 -0.729 -0.174 -0.546
19 CAL C CAL N N N 0 -1.088 0.555 0.743
20 CAR C CAR N N N 0 -2.51 0.308 1.22
21 CAP C CAP R N N 0 -3.532 0.384 0.084
22 OAA O OAA N N N 0 -3.656 1.735 -0.374
23 CAX C CAX N N N 0 -4.901 -0.102 0.576
24 OAD O OAD N N N 0 -5.339 0.723 1.657
25 H1 H H1 N N N 0 5.516 -0.269 2.369
26 H2 H H2 N N N 0 3.55 -1.505 1.809
27 H3 H H3 N N N 0 3.168 0.164 2.295
28 H4 H H4 N N N 0 3.579 -2.125 -0.625
29 H5 H H5 N N N 0 3.485 -0.839 -1.852
30 H6 H H6 N N N 0 4.874 -0.909 -0.742
31 H7 H H7 N N N 0 4.382 1.395 -0.417
32 H8 H H8 N N N 0 3.207 3.017 0.883
33 H9 H H9 N N N 0 2.646 2.875 -1.425
34 H10 H H10 N N N 0 2.779 1.325 -2.251
35 H11 H H11 N N N 0 0.722 2.061 -0.109
36 H12 H H12 N N N 0 0.4 1.966 -1.856
37 H13 H H13 N N N 0 2.042 -0.353 -2.567
38 H14 H H14 N N N 0 0.956 -1.696 -2.135
39 H15 H H15 N N N 0 0.315 -0.275 -2.995
40 H16 H H16 N N N 0 1.22 -0.0050 1.161
41 H17 H H17 N N N 0 1.571 -2.566 -0.436
42 H18 H H18 N N N 0 1.883 -2.358 1.299
43 H19 H H19 N N N 0 -0.373 -3.296 0.874
44 H20 H H20 N N N 0 -0.467 -1.7 1.666
45 H21 H H21 N N N 0 -0.646 -2.218 -1.329
46 H22 H H22 N N N 0 -2.809 -2.694 -0.923
47 H23 H H23 N N N 0 -2.835 -1.902 0.665
48 H24 H H24 N N N 0 -3.782 -0.732 -1.824
49 H25 H H25 N N N 0 -1.5 -0.195 -2.598
50 H26 H H26 N N N 0 -1.903 1.278 -1.666
51 H27 H H27 N N N 0 -0.402 0.256 1.537
52 H28 H H28 N N N 0 -0.962 1.631 0.58
53 H29 H H29 N N N 0 -2.573 -0.646 1.737
54 H30 H H30 N N N 0 -2.763 1.086 1.96
55 H31 H H31 N N N 0 -3.948 2.356 0.307
56 H32 H H32 N N N 0 -5.622 -0.045 -0.24
57 H33 H H33 N N N 0 -4.82 -1.134 0.917
58 H34 H H34 N N N 0 -6.201 0.473 2.019



2ZE : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAB CAT O C sing 1.43 N N
2 CAU CAT C C sing 1.52 N N
3 CAU CAQ C C sing 1.53 N N
4 CAT CAN C C sing 1.53 N N
5 CAQ CAF C C sing 1.53 N N
6 CAN CAV C C sing 1.55 N N
7 CAN CAW C C sing 1.53 N N
8 CAN CAH C C sing 1.51 N N
9 OAC CAV O C sing 1.43 N N
10 CAF CAH C C sing 1.53 N N
11 CAF CAS C C sing 1.53 N N
12 CAF CAE C C sing 1.52 N N
13 CAH CAO C C sing 1.52 N N
14 CAL CAE C C sing 1.52 N N
15 CAL CAR C C sing 1.52 N N
16 CAE CAI C C sing 1.54 N N
17 CAE CAG C C sing 1.54 N N
18 OAA CAP O C sing 1.43 N N
19 CAI CAJ C C sing 1.56 N N
20 CAO CAM C C sing 1.54 N N
21 CAR CAP C C sing 1.53 N N
22 CAP CAJ C C sing 1.55 N N
23 CAP CAX C C sing 1.53 N N
24 CAG CAM C C sing 1.51 N N
25 CAG CAK C C sing 1.53 N N
26 CAJ CAK C C sing 1.56 N N
27 OAD CAX O C sing 1.43 N N
28 OAC H1 O H sing 0.97 N N
29 CAV H2 C H sing 1.09 N N
30 CAV H3 C H sing 1.09 N N
31 CAW H4 C H sing 1.09 N N
32 CAW H5 C H sing 1.09 N N
33 CAW H6 C H sing 1.09 N N
34 CAT H7 C H sing 1.1 N N
35 OAB H8 O H sing 0.97 N N
36 CAU H9 C H sing 1.1 N N
37 CAU H10 C H sing 1.09 N N
38 CAQ H11 C H sing 1.09 N N
39 CAQ H12 C H sing 1.09 N N
40 CAS H13 C H sing 1.09 N N
41 CAS H14 C H sing 1.09 N N
42 CAS H15 C H sing 1.09 N N
43 CAH H16 C H sing 1.12 N N
44 CAO H17 C H sing 1.09 N N
45 CAO H18 C H sing 1.09 N N
46 CAM H19 C H sing 1.09 N N
47 CAM H20 C H sing 1.09 N N
48 CAG H21 C H sing 1.09 N N
49 CAK H22 C H sing 1.1 N N
50 CAK H23 C H sing 1.08 N N
51 CAJ H24 C H sing 1.09 N N
52 CAI H25 C H sing 1.09 N N
53 CAI H26 C H sing 1.09 N N
54 CAL H27 C H sing 1.09 N N
55 CAL H28 C H sing 1.1 N N
56 CAR H29 C H sing 1.09 N N
57 CAR H30 C H sing 1.1 N N
58 OAA H31 O H sing 0.97 N N
59 CAX H32 C H sing 1.09 N N
60 CAX H33 C H sing 1.09 N N
61 OAD H34 O H sing 0.97 N N



2ZE : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
2ZE 4q5v Open in New Window Bound ligand 2 1