Chemical Components in the PDB

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O77 : Summary

Code

O77

One-letter code

X

Molecule name

N-[(3S)-3-amino-3-carboxypropyl]-L-histidine

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(3S)-3-amino-3-carboxypropyl]-L-histidine
OpenEye OEToolkits 2.0.7 (2~{S})-2-azanyl-4-[[(2~{S})-3-(1~{H}-imidazol-5-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]butanoic acid

Formula

C10 H16 N4 O4

Formal charge

0

Molecular weight

256.258 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C(O)(C(NCCC(C(=O)O)N)Cc1cncn1)=O
SMILES CACTVS 3.385 N[CH](CCN[CH](Cc1[nH]cnc1)C(O)=O)C(O)=O
SMILES OpenEye OEToolkits 2.0.7 c1c([nH]cn1)CC(C(=O)O)NCCC(C(=O)O)N
Canonical SMILES CACTVS 3.385 N[C@@H](CCN[C@@H](Cc1[nH]cnc1)C(O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.7 c1c([nH]cn1)C[C@@H](C(=O)O)NCC[C@@H](C(=O)O)N

IUPAC InChI

InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1

IUPAC InChI key

PQUPEWJRDBYFHU-YUMQZZPRSA-N
O77

wwPDB Information

Atom count

34 (18 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2019-06-17

Last modified at

2019-10-25

Status

Released

Obsoleted

Not Assigned



O77 : Atoms of Molecule

Total Number of Atoms: 34
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C02 C C1 N N N 0 -1.621 -2.598 0.094
2 C03 C C2 S N N 0 -1.61 -1.093 0.178
3 C04 C C3 N N N 0 -2.864 -0.536 -0.498
4 C05 C C4 N Y N 0 -2.915 0.958 -0.308
5 C06 C C5 N Y N 0 -2.309 1.886 -1.074
6 C08 C C6 N Y N 0 -3.369 2.951 0.475
7 C11 C C7 N N N 0 0.743 -0.569 0.401
8 C12 C C8 N N N 0 1.965 -0.023 -0.34
9 C13 C C9 S N N 0 3.172 -0.018 0.601
10 C15 C C10 N N N 0 4.402 0.403 -0.162
11 N07 N N1 N Y N 0 -2.604 3.095 -0.571
12 N09 N N2 N Y N 0 -3.592 1.633 0.671
13 N10 N N3 N N N 0 -0.416 -0.574 -0.501
14 N14 N N4 N N N 0 2.932 0.924 1.701
15 O01 O O1 N N N 0 -2.625 -3.293 0.65
16 O16 O O2 N N N 0 5.049 -0.484 -0.934
17 O17 O O3 N N N 0 4.805 1.539 -0.079
18 O18 O O4 N N N 0 -0.728 -3.178 -0.477
19 H031 H H1 N N N 0 -1.595 -0.787 1.224
20 H041 H H2 N N N 0 -2.835 -0.766 -1.564
21 H042 H H3 N N N 0 -3.749 -0.989 -0.053
22 H061 H H4 N N N 0 -1.694 1.691 -1.939
23 H081 H H5 N N N 0 -3.763 3.753 1.082
24 H112 H H6 N N N 0 0.946 -1.586 0.737
25 H111 H H7 N N N 0 0.529 0.062 1.264
26 H121 H H8 N N N 0 2.179 -0.654 -1.202
27 H122 H H9 N N N 0 1.762 0.994 -0.675
28 H131 H H10 N N N 0 3.321 -1.019 1.006
29 H091 H H12 N N N 0 -4.127 1.239 1.378
30 H2 H H13 N N N 0 -0.219 -1.1 -1.34
31 H3 H H15 N N N 0 3.686 0.899 2.371
32 H141 H H16 N N N 0 2.79 1.86 1.351
33 H4 H H18 N N N 0 -2.589 -4.257 0.571
34 H5 H H19 N N N 0 5.832 -0.167 -1.404



O77 : Chemical Bonds

Total Number of Bonds: 34
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N09 C08 N C sing 1.35 N Y
2 N09 C05 N C sing 1.37 N Y
3 C08 N07 C N doub 1.3 N Y
4 O18 C02 O C doub 1.21 N N
5 C04 C05 C C sing 1.51 N N
6 C04 C03 C C sing 1.53 N N
7 C05 C06 C C doub 1.35 N Y
8 C02 O01 C O sing 1.34 N N
9 C02 C03 C C sing 1.51 N N
10 N07 C06 N C sing 1.34 N Y
11 C03 N10 C N sing 1.47 N N
12 N10 C11 N C sing 1.47 N N
13 C11 C12 C C sing 1.53 N N
14 C12 C13 C C sing 1.53 N N
15 N14 C13 N C sing 1.47 N N
16 C13 C15 C C sing 1.51 N N
17 C15 O17 C O doub 1.21 N N
18 C15 O16 C O sing 1.34 N N
19 C03 H031 C H sing 1.09 N N
20 C04 H041 C H sing 1.09 N N
21 C04 H042 C H sing 1.09 N N
22 C06 H061 C H sing 1.08 N N
23 C08 H081 C H sing 1.08 N N
24 C11 H112 C H sing 1.09 N N
25 C11 H111 C H sing 1.09 N N
26 C12 H121 C H sing 1.09 N N
27 C12 H122 C H sing 1.09 N N
28 C13 H131 C H sing 1.09 N N
29 N09 H091 N H sing 0.97 N N
30 N10 H2 N H sing 1.01 N N
31 N14 H3 N H sing 1.01 N N
32 N14 H141 N H sing 1.01 N N
33 O01 H4 O H sing 0.97 N N
34 O16 H5 O H sing 0.97 N N



O77 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
O77 6pbn Open in New Window Bound ligand 1 1
O77 6pbt Open in New Window Bound ligand 1 1