NP-MRD: Showing NP-Card for (2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid (NP0261335)

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Record Information

Version

2.0

Created at

2022-09-08 03:45:09 UTC

Updated at

2022-09-08 03:45:09 UTC

NP-MRD ID

NP0261335

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid

Description

(2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]Heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid is found in Streptomyces hygroscopicus. Based on a literature review very few articles have been published on (2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]Heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205452D          

 25 26  0  0  1  0            999 V2000
    0.5428   -6.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -5.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803   -5.4042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1928   -6.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928   -4.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7803   -3.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -4.6898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4303   -3.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -3.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -4.6898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -3.2608    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4928   -3.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -2.5464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4303   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -1.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3322   -1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453   -0.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578    0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0723   -0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6598   -0.9387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4882   -1.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -5.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -5.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -6.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 17  1  1  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
    4.5234    1.8371    0.5151 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.7213    1.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232   -0.6060    0.7032 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6399   -0.7118   -0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025   -0.7149   -0.2794 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3791    0.3251   -1.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -0.6111    0.3181 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8987   -0.7617   -0.7159 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0462    0.1755   -0.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    1.3344   -0.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927    0.0524   -1.9839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0791    1.3123   -2.7107 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3472   -0.3409   -1.5035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1460   -0.4568   -2.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729    0.6865   -0.6818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5580    0.7484    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7270    0.3049    1.4989 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    0.0223    2.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    0.2798    3.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5812   -0.7260    1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3353   -0.6294    0.5314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3972    0.1911   -0.5593 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -1.5731    1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3957   -1.6528    2.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5992   -2.4724    1.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9639    2.6566    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1483    1.6304   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    0.8147    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683    0.7271    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664   -1.4129    1.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -1.3790   -0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3718   -1.6483   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8087    1.0734   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8129    0.4115    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455    2.1366   -0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -0.7157   -2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8978    2.0924   -2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4454    1.3436   -3.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782   -1.3322   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    0.4414   -3.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    1.6778   -1.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038   -0.0763    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2200    1.7379    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4740   -0.2272    1.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -1.7992    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144   -1.5235    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7411   -3.3635    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 21 22  1  0
  7 23  1  0
 23 25  1  0
 23 24  2  0
 22 15  1  0
 18 17  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  5 32  1  6
  6 33  1  0
  7 34  1  1
 10 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  0
 15 41  1  6
 16 42  1  0
 16 43  1  0
 21 46  1  6
 20 44  1  0
 20 45  1  0
 25 47  1  0
M  END


  Mrv1652309082205452D          

 25 26  0  0  1  0            999 V2000
    0.5428   -6.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -5.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803   -5.4042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1928   -6.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928   -4.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7803   -3.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -4.6898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4303   -3.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -3.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -4.6898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -3.2608    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4928   -3.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -2.5464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4303   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -1.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3322   -1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453   -0.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578    0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0723   -0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6598   -0.9387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4882   -1.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -5.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553   -5.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -6.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 17  1  1  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261335

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC[C@H](O)[C@H](O)[C@@H](N=C(O)[C@H](N)[C@H](O)[C@@H]1CN2[C@@H](CC2=O)O1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H22N4O8/c14-2-4(18)10(20)9(13(23)24)16-12(22)8(15)11(21)5-3-17-6(19)1-7(17)25-5/h4-5,7-11,18,20-21H,1-3,14-15H2,(H,16,22)(H,23,24)/t4-,5-,7+,8+,9+,10-,11+/m0/s1

> <INCHI_KEY>
XBWUFTNBJKUSQL-PSYUQFNLSA-N

> <FORMULA>
C13H22N4O8

> <MOLECULAR_WEIGHT>
362.339

> <EXACT_MASS>
362.143763684

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.73853524688982

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid

> <JCHEM_LOGP>
-8.871232302912142

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.5098355458993615

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6078505654651396

> <JCHEM_PKA_STRONGEST_BASIC>
9.325231845579923

> <JCHEM_POLAR_SURFACE_AREA>
212.15999999999997

> <JCHEM_REFRACTIVITY>
78.56939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  N   UNK     0       1.013 -11.422   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.783 -10.088   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.323 -10.088   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.093 -11.422   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.093  -8.754   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.323  -7.421   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.633  -8.754   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.403  -7.421   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.943  -7.421   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.713  -8.754   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.713  -6.087   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      10.253  -6.087   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       7.943  -4.753   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.403  -4.753   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.713  -3.420   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.087  -2.013   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       9.231  -0.982   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.001   0.351   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.603   1.839   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.335  -0.419   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.565  -1.752   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.245  -3.259   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.403 -10.088   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.943 -10.088   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.633 -11.422   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21   15                                                       
CONECT   23    7   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
(2R,3R,4S)-5-Amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoate	Generator

Chemical Formula

C₁₃H₂₂N₄O₈

Average Mass

362.3390 Da

Monoisotopic Mass

362.14376 Da

IUPAC Name

(2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid

Traditional Name

(2R,3R,4S)-5-amino-2-{[(2R,3S)-2-amino-1,3-dihydroxy-3-[(3S,5R)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid

CAS Registry Number

Not Available

SMILES

NC[C@H](O)[C@H](O)[C@@H](N=C(O)[C@H](N)[C@H](O)[C@@H]1CN2[C@@H](CC2=O)O1)C(O)=O

InChI Identifier

InChI=1S/C13H22N4O8/c14-2-4(18)10(20)9(13(23)24)16-12(22)8(15)11(21)5-3-17-6(19)1-7(17)25-5/h4-5,7-11,18,20-21H,1-3,14-15H2,(H,16,22)(H,23,24)/t4-,5-,7+,8+,9+,10-,11+/m0/s1

InChI Key

XBWUFTNBJKUSQL-PSYUQFNLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces hygroscopicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Acyl-homoserine
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Clavam
Short-chain hydroxy acid
Hydroxy fatty acid
Heterocyclic fatty acid
Beta-hydroxy acid
Para-oxazepine
Fatty acyl
Fatty acid
Hydroxy acid
Tertiary carboxylic acid amide
Oxazolidine
Beta-lactam
1,3-aminoalcohol
Amino acid
Secondary alcohol
Lactam
Carboxamide group
Azetidine
Amino acid or derivatives
1,2-aminoalcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	-8.9	ChemAxon
pKa (Strongest Acidic)	2.61	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	212.16 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	78.57 m³·mol⁻¹	ChemAxon
Polarizability	34.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

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

162895578

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid (NP0261335)

MOL for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

3D MOL for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

3D SDF for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

3D-SDF for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

PDB for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

3D PDB for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

SMILES for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

INCHI for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

Structure for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)

3D Structure for NP0261335 ((2r,3r,4s)-5-amino-2-{[(2r,3s)-2-amino-1,3-dihydroxy-3-[(3s,5r)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-yl]propylidene]amino}-3,4-dihydroxypentanoic acid)