NP-MRD: Showing NP-Card for (2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (NP0320319)

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Record Information

Version

2.0

Created at

2022-09-11 21:54:23 UTC

Updated at

2022-09-11 21:54:23 UTC

NP-MRD ID

NP0320319

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Description

Formadicin A belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on Formadicin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112223542D          

 50 53  0  0  1  0            999 V2000
   11.5814    0.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5814   -0.3696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8669   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1525   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4380   -0.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7235   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0091   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656    0.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801    1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656    2.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    2.1054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    2.9304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1196    2.9304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5321    3.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3571    3.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    3.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862    4.3387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0893    4.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    4.7086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    3.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0997    5.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    5.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299    6.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    6.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7403    7.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5372    7.7398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7507    8.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5476    8.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7612    9.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5580    9.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1778   10.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1310    8.1669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9279    8.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9175    7.3700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5008    6.7866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1206    7.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9070    6.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1102    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966    5.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779    4.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0091    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7235    0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0104   -0.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -1.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  4  0  0  0
 12 14  2  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  1  0  0  0
 28 42  1  0  0  0  0
 42 43  2  0  0  0  0
 25 43  1  0  0  0  0
 20 44  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  2  0  0  0  0
  9 46  1  0  0  0  0
 46 47  2  0  0  0  0
  6 47  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
M  END


  Mrv1652309112223542D          

 50 53  0  0  1  0            999 V2000
   11.5814    0.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5814   -0.3696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8669   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1525   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4380   -0.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7235   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0091   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656    0.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801    1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656    2.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    2.1054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    2.9304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1196    2.9304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5321    3.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3571    3.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    3.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862    4.3387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0893    4.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    4.7086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    3.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0997    5.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    5.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299    6.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    6.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7403    7.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5372    7.7398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7507    8.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5476    8.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7612    9.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5580    9.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1778   10.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1310    8.1669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9279    8.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9175    7.3700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5008    6.7866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1206    7.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9070    6.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1102    6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966    5.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779    4.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0091    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7235    0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0104   -0.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -1.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  4  0  0  0
 12 14  2  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  1  0  0  0
 28 42  1  0  0  0  0
 42 43  2  0  0  0  0
 25 43  1  0  0  0  0
 20 44  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  2  0  0  0  0
  9 46  1  0  0  0  0
 46 47  2  0  0  0  0
  6 47  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0320319

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@H](CCOC1=CC=C(C=C1)C(O)C(O)=N[C@]1(CN([C@@H](C(O)=O)C2=CC=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C1=O)N=CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H34N4O16/c31-17(25(41)42)9-10-48-15-5-3-14(4-6-15)19(36)24(40)33-30(32-12-35)11-34(29(30)47)18(26(43)44)13-1-7-16(8-2-13)49-28-22(39)20(37)21(38)23(50-28)27(45)46/h1-8,12,17-23,28,36-39H,9-11,31H2,(H,32,35)(H,33,40)(H,41,42)(H,43,44)(H,45,46)/t17-,18-,19?,20+,21+,22-,23+,28-,30+/m1/s1

> <INCHI_KEY>
HRGDBBMLDRNUJF-NLHSHBLTSA-N

> <FORMULA>
C30H34N4O16

> <MOLECULAR_WEIGHT>
706.614

> <EXACT_MASS>
706.196981031

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
66.30709319360363

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-{4-[(R)-[(3S)-3-[(2-{4-[(3R)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_LOGP>
-3.8020939868213066

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.5857475434211628

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7850802702869517

> <JCHEM_PKA_STRONGEST_BASIC>
9.257909884065182

> <JCHEM_POLAR_SURFACE_AREA>
332.02

> <JCHEM_REFRACTIVITY>
159.63930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-{4-[(R)-[(3S)-3-[(2-{4-[(3R)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  N   UNK     0      21.619   0.850   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      21.619  -0.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.285  -1.460   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.951  -0.690   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      17.618  -1.460   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      16.284  -0.690   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.950  -1.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.617  -0.690   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.617   0.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.283   1.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.949   0.850   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.283   3.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.949   3.930   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      13.617   3.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      13.617   5.470   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      15.157   5.470   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      15.927   6.804   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.467   6.804   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.077   5.470   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      12.077   7.010   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      10.988   8.099   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.500   7.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.411   8.789   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.102   6.213   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.386   9.587   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.297  10.675   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.696  12.163   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.183  12.562   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.582  14.049   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.069  14.448   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.468  15.935   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      15.956  16.334   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.354  17.821   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.842  18.220   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      15.265  18.910   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.045  15.245   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      18.532  15.643   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      16.646  13.757   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      17.735  12.668   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      15.158  13.359   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.760  11.871   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      13.272  11.473   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.874   9.985   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      13.617   7.010   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      14.705   8.099   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      14.950   1.620   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      16.284   0.850   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      22.952  -1.460   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      24.286  -0.690   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      22.952  -3.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   47                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   46                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   19   44                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   15   20                                                       
CONECT   20   19   21   44                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   26   43                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   42                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   32   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   30   41                                                  
CONECT   41   40                                                            
CONECT   42   28   43                                                       
CONECT   43   42   25                                                       
CONECT   44   20   15   45                                                  
CONECT   45   44                                                            
CONECT   46    9   47                                                       
CONECT   47   46    6                                                       
CONECT   48    2   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

View in JSmol

Synonyms

Value	Source
Formadicin b	MeSH
Formadicin	MeSH
Formadicin D	MeSH
Formadicin C	MeSH

Chemical Formula

C₃₀H₃₄N₄O₁₆

Average Mass

706.6140 Da

Monoisotopic Mass

706.19698 Da

IUPAC Name

(2S,3S,4S,5R,6S)-6-{4-[(R)-[(3S)-3-[(2-{4-[(3R)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

N[C@H](CCOC1=CC=C(C=C1)C(O)C(O)=N[C@]1(CN([C@@H](C(O)=O)C2=CC=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C1=O)N=CO)C(O)=O

InChI Identifier

InChI=1S/C30H34N4O16/c31-17(25(41)42)9-10-48-15-5-3-14(4-6-15)19(36)24(40)33-30(32-12-35)11-34(29(30)47)18(26(43)44)13-1-7-16(8-2-13)49-28-22(39)20(37)21(38)23(50-28)27(45)46/h1-8,12,17-23,28,36-39H,9-11,31H2,(H,32,35)(H,33,40)(H,41,42)(H,43,44)(H,45,46)/t17-,18-,19?,20+,21+,22-,23+,28-,30+/m1/s1

InChI Key

HRGDBBMLDRNUJF-NLHSHBLTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenolic glycoside
Monobactam
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
N-acyl-alpha amino acid or derivatives
Hexose monosaccharide
N-formyl-alpha-amino acid
N-formyl-alpha amino acid or derivatives
Glycosyl compound
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
D-alpha-amino acid
Phenylacetamide
Tricarboxylic acid or derivatives
Phenol ether
Phenoxy compound
Beta-hydroxy acid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Pyran
Oxane
Hydroxy acid
Monosaccharide
Tertiary carboxylic acid amide
Beta-lactam
Secondary carboxylic acid amide
Amino acid or derivatives
Azetidine
Secondary alcohol
Carboxamide group
Lactam
Amino acid
Oxacycle
Organoheterocyclic compound
Azacycle
Acetal
Polyol
Ether
Carboxylic acid
Amine
Alcohol
Carbonyl group
Organic nitrogen compound
Primary amine
Aromatic alcohol
Organooxygen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.8	ChemAxon
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	9.26	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	332.02 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	159.64 m³·mol⁻¹	ChemAxon
Polarizability	66.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017709

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101284887

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (NP0320319)

MOL for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for NP0320319 ((2s,3s,4s,5r,6s)-6-{4-[(r)-[(3s)-3-[(2-{4-[(3r)-3-amino-3-carboxypropoxy]phenyl}-1,2-dihydroxyethylidene)amino]-3-[(hydroxymethylidene)amino]-2-oxoazetidin-1-yl](carboxy)methyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)