Chemical Components in the PDB

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SM2 : Summary

Code

SM2

One-letter code

X

Molecule name

(1R)-1-(2-THIENYLACETYLAMINO)-1-(3-CARBOXYPHENYL)METHYLBORONIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 3-{(R)-(dihydroxyboranyl)[(thiophen-2-ylacetyl)amino]methyl}benzoic acid
OpenEye OEToolkits 1.5.0 3-[(R)-dihydroxyboranyl-(2-thiophen-2-ylethanoylamino)methyl]benzoic acid

Formula

C14 H14 B N O5 S

Formal charge

0

Molecular weight

319.141 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NC(B(O)O)c1cc(C(=O)O)ccc1)Cc2sccc2
SMILES CACTVS 3.341 OB(O)[CH](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 B(C(c1cccc(c1)C(=O)O)NC(=O)Cc2cccs2)(O)O
Canonical SMILES CACTVS 3.341 OB(O)[C@@H](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 B([C@H](c1cccc(c1)C(=O)O)NC(=O)Cc2cccs2)(O)O

IUPAC InChI

InChI=1S/C14H14BNO5S/c17-12(8-11-5-2-6-22-11)16-13(15(20)21)9-3-1-4-10(7-9)14(18)19/h1-7,13,20-21H,8H2,(H,16,17)(H,18,19)/t13-/m0/s1

IUPAC InChI key

HQLQTGGLHBYZSA-ZDUSSCGKSA-N
SM2

wwPDB Information

Atom count

36 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-10-23

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



SM2 : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAF C CAF N Y N 0 -0.602 0.158 -5.05
2 CAC C CAC N Y N 0 -0.157 -0.521 -6.169
3 CAG C CAG N N N 0 0.067 1.286 -2.823
4 CAB C CAB N Y N 0 1.164 -0.794 -6.29
5 SAD S SAD N Y N 0 1.828 -0.075 -4.796
6 CAE C CAE N Y N 0 0.298 0.54 -4.112
7 CAH C CAH N N N 0 -0.201 0.301 -1.715
8 OAI O OAI N N N 0 -0.205 -0.888 -1.948
9 NAJ N NAJ N N N 0 -0.438 0.743 -0.463
10 CAK C CAK R N N 0 -0.699 -0.214 0.613
11 B B B N N N 0 -2.242 -0.492 0.702
12 OAT O OAT N N N 0 -3.142 0.573 0.964
13 OAO O OAO N N N 0 -2.737 -1.811 0.521
14 CAL C CAL N Y N 0 -0.216 0.357 1.921
15 CAQ C CAQ N Y N 0 0.221 -0.486 2.921
16 CAM C CAM N Y N 0 -0.218 1.727 2.119
17 CAN C CAN N Y N 0 0.223 2.259 3.317
18 CAS C CAS N Y N 0 0.669 1.427 4.323
19 CAR C CAR N Y N 0 0.673 0.045 4.13
20 CAU C CAU N N N 0 1.149 -0.852 5.203
21 OAW O OAW N N N 0 1.151 -2.054 5.033
22 OAV O OAV N N N 0 1.58 -0.336 6.371
23 HAF H HAF N N N 0 -1.65 0.388 -4.929
24 HAC H HAC N N N 0 -0.853 -0.832 -6.934
25 HAB H HAB N N N 0 1.682 -1.312 -7.084
26 HAG1 H 1HAG N N N 0 -0.789 1.949 -2.936
27 HAG2 H 2HAG N N N 0 0.953 1.873 -2.58
28 HAJ H HAJ N N N 0 -0.434 1.695 -0.276
29 HAK H HAK N N N 0 -0.173 -1.146 0.407
30 HAT H HAT N N N 0 -2.608 1.374 1.054
31 HAO H HAO N N N 0 -1.97 -2.377 0.356
32 HAQ H HAQ N N N 0 0.221 -1.555 2.765
33 HAM H HAM N N N 0 -0.566 2.382 1.335
34 HAN H HAN N N N 0 0.22 3.329 3.464
35 HAS H HAS N N N 0 1.014 1.845 5.257
36 HAV H HAV N N N 0 1.892 -0.923 7.073



SM2 : Chemical Bonds

Total Number of Bonds: 37
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAF CAC C C sing 1.38 N Y
2 CAF CAE C C doub 1.35 N Y
3 CAF HAF C H sing 1.08 N N
4 CAC CAB C C doub 1.35 N Y
5 CAC HAC C H sing 1.08 N N
6 CAB SAD C S sing 1.79 N Y
7 CAB HAB C H sing 1.08 N N
8 SAD CAE S C sing 1.79 N Y
9 CAE CAG C C sing 1.51 N N
10 CAG CAH C C sing 1.51 N N
11 CAG HAG1 C H sing 1.09 N N
12 CAG HAG2 C H sing 1.09 N N
13 CAH OAI C O doub 1.21 N N
14 CAH NAJ C N sing 1.35 N N
15 NAJ CAK N C sing 1.46 N N
16 NAJ HAJ N H sing 0.97 N N
17 CAK B C B sing 1.57 N N
18 CAK CAL C C sing 1.51 N N
19 CAK HAK C H sing 1.09 N N
20 B OAT B O sing 1.42 N N
21 B OAO B O sing 1.42 N N
22 OAT HAT O H sing 0.97 N N
23 OAO HAO O H sing 0.97 N N
24 CAL CAQ C C doub 1.38 N Y
25 CAL CAM C C sing 1.38 N Y
26 CAQ CAR C C sing 1.4 N Y
27 CAQ HAQ C H sing 1.08 N N
28 CAM CAN C C doub 1.38 N Y
29 CAM HAM C H sing 1.08 N N
30 CAN CAS C C sing 1.38 N Y
31 CAN HAN C H sing 1.08 N N
32 CAS CAR C C doub 1.4 N Y
33 CAS HAS C H sing 1.08 N N
34 CAR CAU C C sing 1.48 N N
35 CAU OAW C O doub 1.21 N N
36 CAU OAV C O sing 1.35 N N
37 OAV HAV O H sing 0.97 N N



SM2 : Used in PDB Entries

Total Number of PDB Entries: 6
Ligand Code PDB Entry ID Type Total Distinct
SM2 1mxo Open in New Window Bound ligand 2 1
SM2 1nxy Open in New Window Bound ligand 2 1
SM2 1pi5 Open in New Window Bound ligand 3 1
SM2 1ym1 Open in New Window Bound ligand 2 1
SM2 5chj Open in New Window Bound ligand 2 1
SM2 5w13 Open in New Window Bound ligand 4 1