NP-MRD: Showing NP-Card for n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid (NP0274253)

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Record Information

Version

2.0

Created at

2022-09-08 21:34:55 UTC

Updated at

2022-09-08 21:34:55 UTC

NP-MRD ID

NP0274253

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid

Description

Leupeptin 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. Leupeptin is an organic compound produced by actinomycetes, which inhibits serine, cysteine and threonine proteases. Leupeptin is a very strong basic compound (based on its pKa). It does not inhibit α-chymotrypsin or thrombin. Leupeptin is soluble in water (stable for 1 week at 4 °C and 1 month at −20 °C), ethanol, acetic acid and DMF.It can be given topically for middle and inner ear infections. It is often used during in vitro experiments when a specific enzymatic reaction is being studied. When cells are lysed for these studies, proteases, many of which are contained within lysosomes, are released. These proteases, if freely present in the lysate, would destroy any products from the reaction being studied, and make the experiment uninterpretable. For example, leupeptin could be used in a calpain extraction to keep calpain from being hydrolyzed by specific proteases. The suggested concentration is 1-10 µM (0.5-5 µG/ml).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500472D          

 30 29  0  0  0  0            999 V2000
    7.8100    0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984    0.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533    2.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6551    3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0134    2.6356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267    3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233    1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4516    0.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9649    2.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631    1.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6331    0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2747    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7614    0.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3764    2.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2481    3.3024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464    2.1911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7880    2.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995    2.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695    2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111    3.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0226    3.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5093    2.0429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6597    3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3013    4.0433    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 15 17  1  0  0  0  0
 13 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 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 68 67  0  0  0  0  0  0  0  0999 V2000
    5.2164   -2.1390    4.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7182   -3.0202    4.0643 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -3.0462    3.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3855   -4.2877    3.0614 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1458   -1.8864    2.5534 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1922   -0.8699    2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465   -1.4003    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -0.3594    0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -0.8342   -0.3601 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7778   -2.1853   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6399   -2.4437   -0.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9877    0.1938   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -0.6350    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    1.3360   -1.0348 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5817    1.7288   -2.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227    2.7623   -3.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6285    2.4247   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    3.0688   -4.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2099    0.7868   -0.9713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0334    0.9539    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5760    1.5975    1.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4067    0.3977    0.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4614    1.3432   -0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7944    0.6834   -0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3639    0.0834    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8094    1.6885   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290   -0.1626    1.6163 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7173   -1.5517    1.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9395   -2.0697    3.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5983   -2.3159    0.8362 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2642   -4.8879    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0239   -4.5824    3.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1412   -1.7938    2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6565   -0.5241    3.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7491    0.0068    1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796   -1.6842    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -2.2813    1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416    0.5276    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6733    0.0207    1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0437   -1.0065   -1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564   -2.9867    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406    0.9187   -1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    2.0855   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7484    0.8371   -2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6135    2.2083   -2.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013    3.7158   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696    1.4977   -4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249    3.2199   -4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3127    2.4038   -2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    3.2371   -5.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    2.1806   -4.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1744    3.9534   -4.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122    0.2495   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4032   -0.4810   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115    1.7363   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108    2.1840    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7544   -0.1171   -1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3348   -1.0465    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359    0.4062    1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4795    0.3333    0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6265    2.6610   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5811    1.8359   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8332    1.3384   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7115    0.4726    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6823   -2.8787    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
  3  2  2  0
  9 10  1  0
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 26 60  1  0
 26 61  1  0
 25 58  1  0
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 27 63  1  0
 27 64  1  0
 24 56  1  0
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 23 55  1  6
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 30 66  1  0
 30 67  1  0
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 16 45  1  0
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 18 50  1  0
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 19 52  1  0
 19 53  1  0
 12 43  1  0
  9 41  1  6
  8 39  1  0
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  7 37  1  0
  7 38  1  0
  6 35  1  0
  6 36  1  0
  5 34  1  0
  4 32  1  0
  4 33  1  0
  2  1  1  0
 10 42  1  0
M  END


  Mrv1533004241500472D          

 30 29  0  0  0  0            999 V2000
    7.8100    0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984    0.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9117    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533    2.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6551    3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0134    2.6356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5267    3.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233    1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4516    0.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9649    2.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7348    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8631    1.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6331    0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2747    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7614    0.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3764    2.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2481    3.3024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464    2.1911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7880    2.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1995    2.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695    2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6111    3.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0226    3.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5093    2.0429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6597    3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3013    4.0433    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
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 21 22  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0274253

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(NC(C)=O)C(=O)NC(CC(C)C)C(=O)NC(CCCNC(N)=N)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H38N6O4/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23)

> <INCHI_KEY>
GDBQQVLCIARPGH-UHFFFAOYSA-N

> <FORMULA>
C20H38N6O4

> <MOLECULAR_WEIGHT>
426.562

> <EXACT_MASS>
426.295453728

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.06031304533707

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
-0.7742747290368261

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.102945264579954

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.491959987928812

> <JCHEM_PKA_STRONGEST_BASIC>
11.90051897172554

> <JCHEM_POLAR_SURFACE_AREA>
166.27

> <JCHEM_REFRACTIVITY>
124.38349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      14.579   0.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.141   1.324   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.944   0.356   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.902   2.845   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.100   3.813   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      13.860   5.335   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.423   5.888   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.225   4.920   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.183   7.409   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.537   3.260   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.776   1.739   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      16.734   4.228   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      18.172   3.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.411   2.154   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.848   1.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.046   2.569   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.088   0.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.369   4.643   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.130   6.164   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      20.807   4.090   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      22.004   5.058   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.441   4.505   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.639   5.473   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.076   4.920   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      27.274   5.888   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      28.711   5.335   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      29.909   6.303   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      28.951   3.813   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      21.765   6.579   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      22.962   7.547   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   21   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Value	Source
Acetyl-L-leucyl-L-leucyl-L-arginal	MeSH
Leupeptin, (S)-isomer	MeSH
Leupeptin, monoacetate, (S)-isomer	MeSH
Leupeptin, hemisulfuric acid	Generator
Leupeptin, hemisulphate	Generator
Leupeptin, hemisulphuric acid	Generator

Chemical Formula

C₂₀H₃₈N₆O₄

Average Mass

426.5620 Da

Monoisotopic Mass

426.29545 Da

IUPAC Name

N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide

Traditional Name

N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide

CAS Registry Number

Not Available

SMILES

CC(C)CC(NC(C)=O)C(=O)NC(CC(C)C)C(=O)NC(CCCNC(N)=N)C=O

InChI Identifier

InChI=1S/C20H38N6O4/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23)

InChI Key

GDBQQVLCIARPGH-UHFFFAOYSA-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

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
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Acetamide
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	0.18	ALOGPS
logP	-0.77	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.49	ChemAxon
pKa (Strongest Basic)	11.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.27 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	124.38 m³·mol⁻¹	ChemAxon
Polarizability	47.06 Å³	ChemAxon
Number of Rings	0	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

Leupeptin

METLIN ID

Not Available

PubChem Compound

3910

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid (NP0274253)

MOL for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

3D MOL for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

3D SDF for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

3D-SDF for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

PDB for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

3D PDB for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

SMILES for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

INCHI for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

Structure for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)

3D Structure for NP0274253 (n-(5-carbamimidamido-1-oxopentan-2-yl)-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-4-methylpentylidene}amino)-4-methylpentanimidic acid)