Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

4HV : Summary

Code

4HV

One-letter code

X

Molecule name

N-[(2R)-1-(3-cyanophenyl)-3-hydroxypropan-2-yl]-5-(3,4-dimethoxyphenyl)furan-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(2R)-1-(3-cyanophenyl)-3-hydroxypropan-2-yl]-5-(3,4-dimethoxyphenyl)furan-3-carboxamide
OpenEye OEToolkits 1.7.6 N-[(2R)-1-(3-cyanophenyl)-3-oxidanyl-propan-2-yl]-5-(3,4-dimethoxyphenyl)furan-3-carboxamide

Formula

C23 H22 N2 O5

Formal charge

0

Molecular weight

406.431 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1cc(oc1)c2cc(OC)c(OC)cc2)NC(Cc3cccc(C#N)c3)CO
SMILES CACTVS 3.370 COc1ccc(cc1OC)c2occ(c2)C(=O)N[CH](CO)Cc3cccc(c3)C#N
SMILES OpenEye OEToolkits 1.7.6 COc1ccc(cc1OC)c2cc(co2)C(=O)NC(Cc3cccc(c3)C#N)CO
Canonical SMILES CACTVS 3.370 COc1ccc(cc1OC)c2occ(c2)C(=O)N[C@@H](CO)Cc3cccc(c3)C#N
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1ccc(cc1OC)c2cc(co2)C(=O)N[C@H](Cc3cccc(c3)C#N)CO

IUPAC InChI

InChI=1S/C23H22N2O5/c1-28-20-7-6-17(10-22(20)29-2)21-11-18(14-30-21)23(27)25-19(13-26)9-15-4-3-5-16(8-15)12-24/h3-8,10-11,14,19,26H,9,13H2,1-2H3,(H,25,27)/t19-/m1/s1

IUPAC InChI key

WYLRQKDQMNFNCH-LJQANCHMSA-N
4HV

wwPDB Information

Atom count

52 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-11-14

Last modified at

2013-03-15

Status

Released

Obsoleted

Not Assigned



4HV : Atoms of Molecule

Total Number of Atoms: 52
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 7.849 -0.695 -1.965
2 O2 O O2 N N N 0 7.339 0.041 -0.852
3 C3 C C3 N Y N 0 6.009 -0.071 -0.595
4 C4 C C4 N Y N 0 5.215 -0.879 -1.396
5 C5 C C5 N Y N 0 3.865 -0.996 -1.139
6 C6 C C6 N Y N 0 3.294 -0.301 -0.072
7 C7 C C7 N Y N 0 4.093 0.512 0.735
8 C8 C C8 N Y N 0 5.447 0.621 0.475
9 O9 O O9 N N N 0 6.229 1.407 1.263
10 C10 C C10 N N N 0 5.586 2.087 2.342
11 C11 C C11 N Y N 0 1.847 -0.426 0.205
12 C12 C C12 N Y N 0 0.971 -1.184 -0.5
13 C13 C C13 N Y N 0 -0.334 -0.99 0.141
14 C14 C C14 N Y N 0 -0.114 -0.127 1.176
15 O15 O O15 N Y N 0 1.184 0.191 1.2
16 C16 C C16 N N N 0 -1.617 -1.6 -0.251
17 O17 O O17 N N N 0 -1.666 -2.356 -1.202
18 N18 N N18 N N N 0 -2.737 -1.319 0.444
19 C19 C C19 R N N 0 -4.013 -1.925 0.054
20 C21 C C21 N N N 0 -5.165 -1.038 0.528
21 C22 C C22 N Y N 0 -5.113 0.283 -0.196
22 C23 C C23 N Y N 0 -5.79 0.441 -1.393
23 C24 C C24 N Y N 0 -5.748 1.65 -2.064
24 C25 C C25 N Y N 0 -5.03 2.707 -1.543
25 C26 C C26 N Y N 0 -4.345 2.555 -0.336
26 C27 C C27 N Y N 0 -4.396 1.333 0.339
27 C28 C C28 N N N 0 -3.599 3.648 0.21
28 N29 N N29 N N N 0 -3.006 4.515 0.643
29 C30 C C30 N N N 0 -4.137 -3.309 0.695
30 O31 O O31 N N N 0 -4.203 -3.171 2.116
31 H1B H H1B N N N 0 7.347 -0.371 -2.877
32 H19 H H19 N N N 0 -4.052 -2.023 -1.031
33 H1 H H1 N N N 0 8.921 -0.517 -2.059
34 H1A H H1A N N N 0 7.67 -1.759 -1.81
35 H4 H H4 N N N 0 5.655 -1.417 -2.222
36 H5 H H5 N N N 0 3.249 -1.625 -1.764
37 H7 H H7 N N N 0 3.655 1.051 1.562
38 H10 H H10 N N N 0 6.321 2.678 2.889
39 H10A H H10A N N N 0 4.812 2.746 1.948
40 H10B H H10B N N N 0 5.134 1.357 3.014
41 H12 H H12 N N N 0 1.19 -1.804 -1.357
42 H14 H H14 N N N 0 -0.864 0.235 1.864
43 HN18 H HN18 N N N 0 -2.699 -0.716 1.203
44 H21 H H21 N N N 0 -6.114 -1.531 0.317
45 H21A H H21A N N N 0 -5.075 -0.868 1.601
46 H23 H H23 N N N 0 -6.353 -0.383 -1.805
47 H24 H H24 N N N 0 -6.278 1.766 -2.998
48 H25 H H25 N N N 0 -4.998 3.65 -2.068
49 H27 H H27 N N N 0 -3.869 1.208 1.273
50 H30 H H30 N N N 0 -5.043 -3.796 0.335
51 H30A H H30A N N N 0 -3.27 -3.912 0.428
52 HO31 H HO31 N N N 0 -4.283 -4.011 2.589



4HV : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 O2 C O sing 1.43 N N
2 C1 H1 C H sing 1.09 N N
3 C1 H1A C H sing 1.09 N N
4 C1 H1B C H sing 1.09 N N
5 O2 C3 O C sing 1.36 N N
6 C4 C3 C C doub 1.39 N Y
7 C3 C8 C C sing 1.39 N Y
8 C4 C5 C C sing 1.38 N Y
9 C4 H4 C H sing 1.08 N N
10 C5 C6 C C doub 1.4 N Y
11 C5 H5 C H sing 1.08 N N
12 C6 C11 C C sing 1.48 N N
13 C6 C7 C C sing 1.4 N Y
14 C8 C7 C C doub 1.38 N Y
15 C7 H7 C H sing 1.08 N N
16 C8 O9 C O sing 1.36 N N
17 C10 O9 C O sing 1.43 N N
18 C10 H10 C H sing 1.09 N N
19 C10 H10A C H sing 1.09 N N
20 C10 H10B C H sing 1.09 N N
21 C12 C11 C C doub 1.36 N Y
22 C11 O15 C O sing 1.35 N Y
23 C12 C13 C C sing 1.47 N Y
24 C12 H12 C H sing 1.08 N N
25 C16 C13 C C sing 1.47 N N
26 C13 C14 C C doub 1.37 N Y
27 O15 C14 O C sing 1.34 N Y
28 C14 H14 C H sing 1.08 N N
29 O17 C16 O C doub 1.22 N N
30 C16 N18 C N sing 1.35 N N
31 C19 N18 C N sing 1.47 N N
32 N18 HN18 N H sing 0.97 N N
33 H19 C19 H C sing 1.09 N N
34 C21 C19 C C sing 1.53 N N
35 C19 C30 C C sing 1.53 N N
36 C22 C21 C C sing 1.51 N N
37 C21 H21 C H sing 1.09 N N
38 C21 H21A C H sing 1.09 N N
39 C27 C22 C C doub 1.38 N Y
40 C22 C23 C C sing 1.38 N Y
41 C24 C23 C C doub 1.38 N Y
42 C23 H23 C H sing 1.08 N N
43 C25 C24 C C sing 1.38 N Y
44 C24 H24 C H sing 1.08 N N
45 C26 C25 C C doub 1.4 N Y
46 C25 H25 C H sing 1.08 N N
47 C28 C26 C C sing 1.43 N N
48 C26 C27 C C sing 1.4 N Y
49 C27 H27 C H sing 1.08 N N
50 N29 C28 N C trip 1.14 N N
51 O31 C30 O C sing 1.43 N N
52 C30 H30 C H sing 1.09 N N
53 C30 H30A C H sing 1.09 N N
54 O31 HO31 O H sing 0.97 N N



4HV : Used in PDB Entries

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