Chemical Components in the PDB

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MOC : Summary

Code

MOC

One-letter code

X

Molecule name

CARBAMIC ACID 2,6-DIAMINO-5-METHYL-4,7-DIOXO-2,3,4,7-TETRAHYDRO-1H-3A-AZA-CYCLOPENTA[A]INDEN-8-YLMETHYL ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 [(2R)-2,7-diamino-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-yl]methyl carbamate
OpenEye OEToolkits 1.5.0 [(2R)-2,6-diamino-7-methyl-5,8-dioxo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-4-yl]methyl carbamate

Formula

C14 H16 N4 O4

Formal charge

0

Molecular weight

304.301 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1c2c(C(=O)C(N)=C1C)c(c3n2CC(N)C3)COC(=O)N
SMILES CACTVS 3.341 CC1=C(N)C(=O)c2c(COC(N)=O)c3C[CH](N)Cn3c2C1=O
SMILES OpenEye OEToolkits 1.5.0 CC1=C(C(=O)c2c(c3n(c2C1=O)CC(C3)N)COC(=O)N)N
Canonical SMILES CACTVS 3.341 CC1=C(N)C(=O)c2c(COC(N)=O)c3C[C@@H](N)Cn3c2C1=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC1=C(C(=O)c2c(c3n(c2C1=O)C[C@@H](C3)N)COC(=O)N)N

IUPAC InChI

InChI=1S/C14H16N4O4/c1-5-10(16)13(20)9-7(4-22-14(17)21)8-2-6(15)3-18(8)11(9)12(5)19/h6H,2-4,15-16H2,1H3,(H2,17,21)/t6-/m1/s1

IUPAC InChI key

SMCLMIIQNWUTHU-ZCFIWIBFSA-N
MOC

wwPDB Information

Atom count

38 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



MOC : Atoms of Molecule

Total Number of Atoms: 38
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 -2.778 0.327 -1.486
2 C2 C C2 R N N 0 -3.889 0.432 -0.418
3 N2 N N2 N N N 0 -5.072 -0.343 -0.812
4 C3 C C3 N N N 0 -3.203 -0.193 0.814
5 N4 N N4 N Y N 0 -1.758 0.01 0.61
6 C4A C C4A N Y N 0 -0.581 0.0 1.314
7 C5 C C5 N N N 0 -0.27 -0.249 2.731
8 O5 O O5 N N N 0 -1.166 -0.508 3.513
9 C6 C C6 N N N 0 1.115 -0.185 3.202
10 CM6 C CM6 N N N 0 1.421 -0.437 4.656
11 C7 C C7 N N N 0 2.123 0.092 2.345
12 N7 N N7 N N N 0 3.422 0.141 2.806
13 C8 C C8 N N N 0 1.836 0.343 0.908
14 O8 O O8 N N N 0 2.742 0.591 0.139
15 C8A C C8A N Y N 0 0.443 0.288 0.425
16 C9 C C9 N Y N 0 -0.151 0.474 -0.836
17 C9A C C9A N Y N 0 -1.491 0.301 -0.685
18 C10 C C10 N N N 0 0.565 0.804 -2.12
19 O10 O O10 N N N 0 0.937 -0.425 -2.796
20 C11 C C11 N N N 0 1.593 -0.375 -3.971
21 O11 O O11 N N N 0 1.872 0.698 -4.466
22 N12 N N12 N N N 0 1.939 -1.517 -4.599
23 H11 H 1H1 N N N 0 -2.799 1.195 -2.145
24 H12 H 2H1 N N N 0 -2.887 -0.592 -2.061
25 H2 H H2 N N N 0 -4.152 1.473 -0.231
26 HN21 H 1HN2 N N N 0 -5.751 -0.231 -0.075
27 HN22 H 2HN2 N N N 0 -5.454 0.106 -1.631
28 H31 H 1H3 N N N 0 -3.53 0.31 1.723
29 H32 H 2H3 N N N 0 -3.429 -1.258 0.871
30 HM61 H 1HM6 N N N 0 2.019 -1.344 4.749
31 HM62 H 2HM6 N N N 0 1.976 0.407 5.062
32 HM63 H 3HM6 N N N 0 0.489 -0.559 5.207
33 HN71 H 1HN7 N N N 0 4.136 0.423 2.213
34 HN72 H 2HN7 N N N 0 3.621 -0.104 3.722
35 H101 H 1H10 N N N 0 -0.092 1.388 -2.764
36 H102 H 2H10 N N N 0 1.462 1.382 -1.897
37 H121 H 1H12 N N N 0 2.411 -1.481 -5.445
38 H122 H 2H12 N N N 0 1.715 -2.374 -4.204



MOC : Chemical Bonds

Total Number of Bonds: 40
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.54 N N
2 C1 C9A C C sing 1.52 N N
3 C1 H11 C H sing 1.09 N N
4 C1 H12 C H sing 1.09 N N
5 C2 N2 C N sing 1.47 N N
6 C2 C3 C C sing 1.54 N N
7 C2 H2 C H sing 1.09 N N
8 N2 HN21 N H sing 1.01 N N
9 N2 HN22 N H sing 1.01 N N
10 C3 N4 C N sing 1.47 N N
11 C3 H31 C H sing 1.09 N N
12 C3 H32 C H sing 1.09 N N
13 N4 C4A N C sing 1.37 N Y
14 N4 C9A N C sing 1.35 N Y
15 C4A C5 C C sing 1.47 N N
16 C4A C8A C C doub 1.39 N Y
17 C5 O5 C O doub 1.22 N N
18 C5 C6 C C sing 1.46 N N
19 C6 CM6 C C sing 1.51 N N
20 C6 C7 C C doub 1.35 N N
21 CM6 HM61 C H sing 1.09 N N
22 CM6 HM62 C H sing 1.09 N N
23 CM6 HM63 C H sing 1.09 N N
24 C7 N7 C N sing 1.38 N N
25 C7 C8 C C sing 1.49 N N
26 N7 HN71 N H sing 0.97 N N
27 N7 HN72 N H sing 0.97 N N
28 C8 O8 C O doub 1.21 N N
29 C8 C8A C C sing 1.48 N N
30 C8A C9 C C sing 1.41 N Y
31 C9 C9A C C doub 1.36 N Y
32 C9 C10 C C sing 1.51 N N
33 C10 O10 C O sing 1.45 N N
34 C10 H101 C H sing 1.09 N N
35 C10 H102 C H sing 1.09 N N
36 O10 C11 O C sing 1.35 N N
37 C11 O11 C O doub 1.21 N N
38 C11 N12 C N sing 1.35 N N
39 N12 H121 N H sing 0.97 N N
40 N12 H122 N H sing 0.97 N N



MOC : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
MOC 199d Open in New Window Bound ligand 1 1