NP-MRD: Showing NP-Card for L-alanyl-L-homoserinyl-L-aspartic acid (NP0008023)

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Record Information

Version

2.0

Created at

2020-12-09 05:38:25 UTC

Updated at

2021-07-15 16:59:13 UTC

NP-MRD ID

NP0008023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

L-alanyl-L-homoserinyl-L-aspartic acid

Provided By

NPAtlas

Description

(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,4-dihydroxybutylidene]amino}butanedioic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. L-alanyl-L-homoserinyl-L-aspartic acid is found in Burkholderia glumae. Based on a literature review very few articles have been published on (2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,4-dihydroxybutylidene]amino}butanedioic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 40 39  0  0  0  0            999 V2000
   -4.0337   -1.7510    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -0.3463   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0360   -0.3867   -1.4645 N   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8881    0.2544   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    0.6411   -1.7853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520    0.4144    0.3460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842    1.0024    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2346    2.1703    0.9029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2838    3.2774    0.7899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3268    3.7007   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.0192    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.1673    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.3069   -0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -0.7278    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5923   -0.9680   -1.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6309   -1.9861   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3184   -2.0899   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763   -2.8484   -0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.2958    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    0.8194    1.8213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -1.0478    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -1.7149    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -2.3502   -0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -2.1411    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6912    0.2364    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -0.9494   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417   -0.8673   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0314    0.0899    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    1.3096   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.8214    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    2.5677    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    4.1133    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.8610    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    3.3998   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.2590   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.6554    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -1.2776   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -0.0313   -1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -3.8428   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -1.7806    2.3936 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  6  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  1  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 18 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
   -4.0337   -1.7510    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -0.3463   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0360   -0.3867   -1.4645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881    0.2544   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    0.6411   -1.7853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520    0.4144    0.3460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842    1.0024    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2346    2.1703    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    3.2774    0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    3.7007   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.0192    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.1673    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.3069   -0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -0.7278    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5923   -0.9680   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6309   -1.9861   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3184   -2.0899   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763   -2.8484   -0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.2958    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    0.8194    1.8213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -1.0478    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -1.7149    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -2.3502   -0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -2.1411    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6912    0.2364    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -0.9494   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417   -0.8673   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0314    0.0899    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    1.3096   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.8214    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    2.5677    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    4.1133    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.8610    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    3.3998   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.2590   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.6554    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -1.2776   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -0.0313   -1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -3.8428   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -1.7806    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 18 39  1  0
 21 40  1  0
M  END


  Mrv1652306242106063D          

 40 39  0  0  0  0            999 V2000
   -4.0337   -1.7510    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -0.3463   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0360   -0.3867   -1.4645 N   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8881    0.2544   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    0.6411   -1.7853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520    0.4144    0.3460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842    1.0024    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2346    2.1703    0.9029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2838    3.2774    0.7899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3268    3.7007   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.0192    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.1673    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.3069   -0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -0.7278    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5923   -0.9680   -1.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6309   -1.9861   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3184   -2.0899   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763   -2.8484   -0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.2958    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    0.8194    1.8213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -1.0478    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -1.7149    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -2.3502   -0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -2.1411    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6912    0.2364    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -0.9494   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417   -0.8673   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0314    0.0899    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    1.3096   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.8214    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    2.5677    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    4.1133    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.8610    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    3.3998   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.2590   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.6554    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -1.2776   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -0.0313   -1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -3.8428   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -1.7806    2.3936 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  6  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  1  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 18 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])O[H])C(=O)O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N3O7/c1-5(12)9(18)13-6(2-3-15)10(19)14-7(11(20)21)4-8(16)17/h5-7,15H,2-4,12H2,1H3,(H,13,18)(H,14,19)(H,16,17)(H,20,21)/t5-,6-,7-/m0/s1

> <INCHI_KEY>
OGSAEMMXCPDVRH-ACZMJKKPSA-N

> <FORMULA>
C11H19N3O7

> <MOLECULAR_WEIGHT>
305.287

> <EXACT_MASS>
305.122299964

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.84475389212769

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-[(2S)-2-aminopropanamido]-4-hydroxybutanamido]butanedioic acid

> <ALOGPS_LOGP>
-3.38

> <JCHEM_LOGP>
-5.649679771333933

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.90779326860979

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.305849986352381

> <JCHEM_PKA_STRONGEST_BASIC>
8.087895127287293

> <JCHEM_POLAR_SURFACE_AREA>
179.04999999999998

> <JCHEM_REFRACTIVITY>
67.5366

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-[(2S)-2-aminopropanamido]-4-hydroxybutanamido]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
   -4.0337   -1.7510    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -0.3463   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0360   -0.3867   -1.4645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881    0.2544   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    0.6411   -1.7853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520    0.4144    0.3460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842    1.0024    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2346    2.1703    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    3.2774    0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    3.7007   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.0192    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.1673    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.3069   -0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -0.7278    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5923   -0.9680   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6309   -1.9861   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3184   -2.0899   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763   -2.8484   -0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.2958    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    0.8194    1.8213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -1.0478    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -1.7149    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -2.3502   -0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -2.1411    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6912    0.2364    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -0.9494   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417   -0.8673   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0314    0.0899    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    1.3096   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.8214    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    2.5677    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    4.1133    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.8610    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    3.3998   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.2590   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.6554    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -1.2776   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -0.0313   -1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -3.8428   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -1.7806    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
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  1 24  1  0
  2 25  1  1
  3 26  1  0
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  6 28  1  0
  7 29  1  6
  8 30  1  0
  8 31  1  0
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  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 18 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.034  -1.751   0.260  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.185  -0.346  -0.288  0.00  0.00           C+0
HETATM    3  N   UNK     0      -5.036  -0.387  -1.464  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.888   0.254  -0.626  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.666   0.641  -1.785  0.00  0.00           O+0
HETATM    6  N   UNK     0      -1.852   0.414   0.346  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.584   1.002   0.017  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.235   2.170   0.903  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.284   3.277   0.790  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.327   3.701  -0.541  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.495  -0.019   0.198  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.194  -1.167   0.578  0.00  0.00           O+0
HETATM   13  N   UNK     0       1.842   0.307  -0.056  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.862  -0.728   0.135  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.592  -0.968  -1.141  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.631  -1.986  -1.128  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.318  -2.090  -2.205  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.976  -2.848  -0.128  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.743  -0.296   1.250  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.509   0.819   1.821  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.813  -1.048   1.704  0.00  0.00           O+0
HETATM   22  H   UNK     0      -3.419  -1.715   1.163  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.540  -2.350  -0.507  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.042  -2.141   0.522  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.691   0.236   0.518  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.552  -0.949  -2.200  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.942  -0.867  -1.205  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.031   0.090   1.326  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.572   1.310  -1.058  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.161   1.821   1.949  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.747   2.568   0.532  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.947   4.113   1.409  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.267   2.861   1.099  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.514   3.400  -1.012  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.144   1.259  -0.376  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.357  -1.655   0.457  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.842  -1.278  -1.928  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.046  -0.031  -1.560  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.021  -3.843  -0.162  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.635  -1.781   2.394  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3    4   25                                             
CONECT    3    2   26   27                                                  
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   28                                                  
CONECT    7    6    8   11   29                                             
CONECT    8    7    9   30   31                                             
CONECT    9    8   10   32   33                                             
CONECT   10    9   34                                                       
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   35                                                  
CONECT   14   13   15   19   36                                             
CONECT   15   14   16   37   38                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   39                                                       
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   40                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   18                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   78    0
END

RDKit          3D

40 39  0  0  0  0  0  0  0  0999 V2000
   -4.0337   -1.7510    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -0.3463   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0360   -0.3867   -1.4645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881    0.2544   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663    0.6411   -1.7853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520    0.4144    0.3460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842    1.0024    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2346    2.1703    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838    3.2774    0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    3.7007   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.0192    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.1673    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.3069   -0.0558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622   -0.7278    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5923   -0.9680   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6309   -1.9861   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3184   -2.0899   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9763   -2.8484   -0.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.2958    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    0.8194    1.8213 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -1.0478    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4192   -1.7149    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -2.3502   -0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422   -2.1411    0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6912    0.2364    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5517   -0.9494   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417   -0.8673   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0314    0.0899    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5721    1.3096   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    1.8214    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471    2.5677    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468    4.1133    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.8610    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    3.3998   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    1.2590   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.6554    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -1.2776   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -0.0313   -1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215   -3.8428   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -1.7806    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 18 39  1  0
 21 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxypropylidene]amino}-1,4-dihydroxybutylidene]amino}butanedioate	Generator

Chemical Formula

C₁₁H₁₉N₃O₇

Average Mass

305.2870 Da

Monoisotopic Mass

305.12230 Da

IUPAC Name

(2S)-2-[(2S)-2-[(2S)-2-aminopropanamido]-4-hydroxybutanamido]butanedioic acid

Traditional Name

(2S)-2-[(2S)-2-[(2S)-2-aminopropanamido]-4-hydroxybutanamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

C[C@H](N)C(=O)N[C@@H](CCO)C(=O)N[C@@H](CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H19N3O7/c1-5(12)9(18)13-6(2-3-15)10(19)14-7(11(20)21)4-8(16)17/h5-7,15H,2-4,12H2,1H3,(H,13,18)(H,14,19)(H,16,17)(H,20,21)/t5-,6-,7-/m0/s1

InChI Key

OGSAEMMXCPDVRH-ACZMJKKPSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Burkholderia glumae	NPAtlas	18834606

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Aspartic acid or derivatives
N-acyl-l-alpha-amino acid
Acyl-l-homoserine
Acyl-homoserine
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Organic oxygen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Alcohol
Amine
Organic oxide
Primary amine
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-3.4	ALOGPS
logP	-5.6	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	179.05 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	67.54 m³·mol⁻¹	ChemAxon
Polarizability	28.84 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012873

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437801

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25150673

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for L-alanyl-L-homoserinyl-L-aspartic acid (NP0008023)

MOL for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

3D MOL for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

3D SDF for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

3D-SDF for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

PDB for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

3D PDB for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

SMILES for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

INCHI for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

Structure for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)

3D Structure for NP0008023 (L-alanyl-L-homoserinyl-L-aspartic acid)