Chemical Components in the PDB

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5ME : Summary

Code

5ME

One-letter code

X

Molecule name

3-(4-oxo-3,4-dihydroquinazolin-2-yl)-N-[(1R)-1-(pyridin-2-yl)ethyl]propanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 3-(4-oxo-3,4-dihydroquinazolin-2-yl)-N-[(1R)-1-(pyridin-2-yl)ethyl]propanamide
OpenEye OEToolkits 1.7.6 3-(4-oxidanylidene-3H-quinazolin-2-yl)-N-[(1R)-1-pyridin-2-ylethyl]propanamide

Formula

C18 H18 N4 O2

Formal charge

0

Molecular weight

322.361 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(c1ncccc1)C)CCC3=Nc2c(cccc2)C(=O)N3
SMILES CACTVS 3.370 C[CH](NC(=O)CCC1=Nc2ccccc2C(=O)N1)c3ccccn3
SMILES OpenEye OEToolkits 1.7.6 CC(c1ccccn1)NC(=O)CCC2=Nc3ccccc3C(=O)N2
Canonical SMILES CACTVS 3.370 C[C@@H](NC(=O)CCC1=Nc2ccccc2C(=O)N1)c3ccccn3
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H](c1ccccn1)NC(=O)CCC2=Nc3ccccc3C(=O)N2

IUPAC InChI

InChI=1S/C18H18N4O2/c1-12(14-7-4-5-11-19-14)20-17(23)10-9-16-21-15-8-3-2-6-13(15)18(24)22-16/h2-8,11-12H,9-10H2,1H3,(H,20,23)(H,21,22,24)/t12-/m1/s1

IUPAC InChI key

HWTVYWVFOWWESR-GFCCVEGCSA-N
5ME

wwPDB Information

Atom count

42 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-19

Last modified at

2013-06-14

Status

Released

Obsoleted

Not Assigned



5ME : Atoms of Molecule

Total Number of Atoms: 42
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAA C CAA N N N 0 4.172 -1.546 1.716
2 CAE C CAE N Y N 0 6.726 1.975 -0.65
3 CAF C CAF N Y N 0 7.033 0.647 -0.906
4 CAG C CAG N Y N 0 -4.987 2.924 0.35
5 CAH C CAH N Y N 0 -6.141 2.181 0.136
6 CAI C CAI N Y N 0 5.503 2.286 -0.086
7 CAJ C CAJ N Y N 0 6.095 -0.321 -0.583
8 CAK C CAK N Y N 0 -3.748 2.324 0.338
9 CAL C CAL N Y N 0 -6.067 0.824 -0.092
10 CAM C CAM N N N 0 0.07 -0.507 0.131
11 CAN C CAN N N N 0 -0.984 -1.585 -0.133
12 CAS C CAS N N N 0 1.441 -1.133 0.124
13 CAT C CAT N N N 0 -2.355 -0.959 -0.126
14 CAU C CAU N Y N 0 4.891 0.066 -0.026
15 CAV C CAV N N N 0 -4.682 -1.247 -0.348
16 CAW C CAW N Y N 0 -3.648 0.95 0.108
17 CAX C CAX N Y N 0 -4.823 0.197 -0.109
18 CAY C CAY R N N 0 3.864 -0.978 0.329
19 H1 H H1 N N N 0 6.301 -1.365 -0.768
20 H10 H H10 N N N 0 -0.115 -0.048 1.102
21 H11 H H11 N N N 0 0.014 0.254 -0.648
22 H12 H H12 N N N 0 -0.799 -2.044 -1.104
23 H13 H H13 N N N 0 -0.928 -2.346 0.646
24 H14 H H14 N N N 0 -3.299 -2.708 -0.503
25 H15 H H15 N N N 0 -2.859 2.913 0.506
26 H16 H H16 N N N 0 -5.063 3.987 0.529
27 H17 H H17 N N N 0 -7.103 2.67 0.15
28 H18 H H18 N N N 0 -6.967 0.25 -0.257
29 H2 H H2 N N N 0 7.981 0.374 -1.346
30 H3 H H3 N N N 0 7.433 2.756 -0.889
31 H4 H H4 N N N 0 5.258 3.318 0.121
32 H5 H H5 N N N 0 3.893 -1.781 -0.407
33 H6 H H6 N N N 0 3.43 -2.301 1.973
34 H7 H H7 N N N 0 5.164 -1.998 1.711
35 H8 H H8 N N N 0 4.143 -0.742 2.452
36 H9 H H9 N N N 0 2.433 0.583 0.493
37 NAO N NAO N Y N 0 4.635 1.339 0.208
38 NAP N NAP N N N 0 -2.448 0.318 0.088
39 NAQ N NAQ N N N 0 2.531 -0.37 0.336
40 NAR N NAR N N N 0 -3.43 -1.76 -0.349
41 OAC O OAC N N N 0 1.563 -2.323 -0.073
42 OAD O OAD N N N 0 -5.655 -1.954 -0.541



5ME : Chemical Bonds

Total Number of Bonds: 44
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAH CAL C C doub 1.38 N Y
2 CAH CAG C C sing 1.39 N Y
3 CAL CAX C C sing 1.39 N Y
4 CAG CAK C C doub 1.38 N Y
5 CAX CAV C C sing 1.47 N N
6 CAX CAW C C doub 1.41 N Y
7 CAK CAW C C sing 1.4 N Y
8 OAD CAV O C doub 1.22 N N
9 CAV NAR C N sing 1.35 N N
10 CAW NAP C N sing 1.36 N N
11 OAC CAS O C doub 1.21 N N
12 CAI NAO C N doub 1.32 N Y
13 CAI CAE C C sing 1.38 N Y
14 NAO CAU N C sing 1.32 N Y
15 NAR CAT N C sing 1.36 N N
16 NAP CAT N C doub 1.3 N N
17 CAT CAN C C sing 1.51 N N
18 CAE CAF C C doub 1.39 N Y
19 CAS NAQ C N sing 1.35 N N
20 CAS CAM C C sing 1.51 N N
21 CAU CAY C C sing 1.51 N N
22 CAU CAJ C C doub 1.38 N Y
23 CAY NAQ C N sing 1.47 N N
24 CAY CAA C C sing 1.53 N N
25 CAN CAM C C sing 1.53 N N
26 CAF CAJ C C sing 1.39 N Y
27 CAJ H1 C H sing 1.08 N N
28 CAF H2 C H sing 1.08 N N
29 CAE H3 C H sing 1.08 N N
30 CAI H4 C H sing 1.08 N N
31 CAY H5 C H sing 1.09 N N
32 CAA H6 C H sing 1.09 N N
33 CAA H7 C H sing 1.09 N N
34 CAA H8 C H sing 1.09 N N
35 NAQ H9 N H sing 0.97 N N
36 CAM H10 C H sing 1.09 N N
37 CAM H11 C H sing 1.09 N N
38 CAN H12 C H sing 1.09 N N
39 CAN H13 C H sing 1.09 N N
40 CAK H15 C H sing 1.08 N N
41 CAG H16 C H sing 1.08 N N
42 CAH H17 C H sing 1.08 N N
43 CAL H18 C H sing 1.08 N N
44 NAR H14 N H sing 0.97 N N



5ME : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5ME 4gv2 Open in New Window Bound ligand 1 1