NP-MRD: Showing NP-Card for Lymphostin (NP0023794)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 08:50:03 UTC

Updated at

2021-07-15 17:42:43 UTC

NP-MRD ID

NP0023794

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lymphostin

Provided By

NPAtlas

Description

Lymphostin is found in Streptomyces. Lymphostin was first documented in 1997 (PMID: 9711243). Based on a literature review very few articles have been published on LK 6A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120443D          

 37 39  0  0  0  0            999 V2000
    5.1346    1.9142    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.6798   -0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.8554   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959   -0.4404   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -1.5077   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -2.6822   -0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6188   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -2.9202   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -3.0979   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -4.1535   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -3.6407   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -2.2956   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.2435   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057   -1.4789   -0.1626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2713    0.0735   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261    0.3865   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317    1.7012   -0.2289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    2.8496   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    4.2023   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    2.8687   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.7056   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3043   -0.5584   -0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.9714   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    2.4079    1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736    0.9490    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    2.5778    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125    1.3190   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6026   -0.7388   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -3.8114   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -5.1959   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270   -2.4265   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    0.8436   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810    1.8953   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7140    4.6431    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    4.8441   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    4.0759   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.4006   -0.1687 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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 12  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  8 29  1  0  0  0  0
 10 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 33  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 22 37  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    5.1346    1.9142    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.6798   -0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.8554   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959   -0.4404   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -1.5077   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -2.6822   -0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6188   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -2.9202   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -3.0979   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -4.1535   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -3.6407   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -2.2956   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.2435   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057   -1.4789   -0.1626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2713    0.0735   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261    0.3865   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317    1.7012   -0.2289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    2.8496   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    4.2023   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    2.8687   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.7056   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3043   -0.5584   -0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.9714   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    2.4079    1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736    0.9490    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    2.5778    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125    1.3190   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6026   -0.7388   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -3.8114   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -5.1959   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270   -2.4265   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    0.8436   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810    1.8953   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7140    4.6431    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    4.8441   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    4.0759   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.4006   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 21 23  2  0
 22  7  1  0
 23  9  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 22 37  1  0
M  END


  Mrv1652306242120443D          

 37 39  0  0  0  0            999 V2000
    5.1346    1.9142    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.6798   -0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.8554   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959   -0.4404   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -1.5077   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -2.6822   -0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6188   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -2.9202   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -3.0979   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -4.1535   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -3.6407   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -2.2956   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.2435   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057   -1.4789   -0.1626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2713    0.0735   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261    0.3865   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317    1.7012   -0.2289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    2.8496   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    4.2023   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    2.8687   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.7056   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3043   -0.5584   -0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.9714   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    2.4079    1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736    0.9490    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    2.5778    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125    1.3190   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6026   -0.7388   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -3.8114   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -5.1959   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270   -2.4265   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    0.8436   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810    1.8953   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7140    4.6431    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    4.8441   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    4.0759   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.4006   -0.1687 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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 12  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  8 29  1  0  0  0  0
 10 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 33  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 22 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023794

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N=C1C([H])=C(N([H])C(=O)C([H])([H])[H])C2=C3C1=NC([H])=C3C([H])=C(N2[H])C(=O)C(\[H])=C(/[H])OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N4O3/c1-8(21)19-12-6-10(17)15-14-9(7-18-15)5-11(20-16(12)14)13(22)3-4-23-2/h3-7,17,20H,1-2H3,(H,19,21)/b4-3+,17-10-

> <INCHI_KEY>
CIKGKOXFNOXNHH-NDLWLLKHSA-N

> <FORMULA>
C16H14N4O3

> <MOLECULAR_WEIGHT>
310.313

> <EXACT_MASS>
310.106590327

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.18938066349695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{11-imino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1,3,5,8(12),9-pentaen-9-yl}acetamide

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
-0.7282437413333332

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.596431029762556

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.68950955969504

> <JCHEM_PKA_STRONGEST_BASIC>
6.383422015446344

> <JCHEM_POLAR_SURFACE_AREA>
107.92999999999998

> <JCHEM_REFRACTIVITY>
96.4991

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{11-imino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1,3,5,8(12),9-pentaen-9-yl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    5.1346    1.9142    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.6798   -0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.8554   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959   -0.4404   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -1.5077   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -2.6822   -0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6188   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -2.9202   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -3.0979   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -4.1535   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -3.6407   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -2.2956   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.2435   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057   -1.4789   -0.1626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2713    0.0735   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261    0.3865   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317    1.7012   -0.2289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    2.8496   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    4.2023   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    2.8687   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.7056   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3043   -0.5584   -0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.9714   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    2.4079    1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736    0.9490    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    2.5778    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125    1.3190   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6026   -0.7388   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -3.8114   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -5.1959   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270   -2.4265   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    0.8436   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810    1.8953   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7140    4.6431    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    4.8441   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    4.0759   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.4006   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 21 23  2  0
 22  7  1  0
 23  9  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 22 37  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       5.135   1.914   1.080  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.508   1.680  -0.172  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.357   0.855  -0.157  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.496  -0.440  -0.115  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.556  -1.508  -0.091  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.169  -2.682  -0.048  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.134  -1.619  -0.100  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.585  -2.920  -0.065  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.776  -3.098  -0.072  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.661  -4.154  -0.047  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.928  -3.641  -0.075  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.878  -2.296  -0.117  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.752  -1.244  -0.158  0.00  0.00           C+0
HETATM   14  N   UNK     0      -5.006  -1.479  -0.163  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.271   0.074  -0.195  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.926   0.387  -0.192  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.432   1.701  -0.229  0.00  0.00           N+0
HETATM   18  C   UNK     0      -2.216   2.850  -0.272  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.548   4.202  -0.309  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.448   2.869  -0.284  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.053  -0.706  -0.150  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.304  -0.558  -0.142  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.541  -1.971  -0.115  0.00  0.00           C+0
HETATM   24  H   UNK     0       4.371   2.408   1.724  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.374   0.949   1.523  0.00  0.00           H+0
HETATM   26  H   UNK     0       6.005   2.578   0.951  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.413   1.319  -0.181  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.603  -0.739  -0.095  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.194  -3.811  -0.031  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.381  -5.196  -0.012  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.427  -2.426  -0.137  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.036   0.844  -0.227  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.381   1.895  -0.225  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.714   4.643   0.689  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.992   4.844  -1.098  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.455   4.076  -0.526  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.623   0.401  -0.169  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   22                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   31                                                       
CONECT   15   13   16   32                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   34   35   36                                             
CONECT   20   18                                                            
CONECT   21   16   22   23                                                  
CONECT   22   21    7   37                                                  
CONECT   23   21    9   12                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    8                                                            
CONECT   30   10                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   19                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   22                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
    5.1346    1.9142    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.6798   -0.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.8554   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4959   -0.4404   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -1.5077   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -2.6822   -0.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6188   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -2.9202   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -3.0979   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -4.1535   -0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -3.6407   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -2.2956   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.2435   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0057   -1.4789   -0.1626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2713    0.0735   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261    0.3865   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317    1.7012   -0.2289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    2.8496   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    4.2023   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    2.8687   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.7056   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3043   -0.5584   -0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.9714   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3713    2.4079    1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736    0.9490    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    2.5778    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125    1.3190   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6026   -0.7388   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -3.8114   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -5.1959   -0.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270   -2.4265   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    0.8436   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810    1.8953   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7140    4.6431    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    4.8441   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    4.0759   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6225    0.4006   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 21 23  2  0
 22  7  1  0
 23  9  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  8 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 22 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-{11-imino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0,]dodeca-1,3,5,8(12),9-pentaen-9-yl}ethanimidate	Generator

Chemical Formula

C₁₆H₁₄N₄O₃

Average Mass

310.3130 Da

Monoisotopic Mass

310.10659 Da

IUPAC Name

N-{11-imino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1,3,5,8(12),9-pentaen-9-yl}acetamide

Traditional Name

N-{11-imino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1,3,5,8(12),9-pentaen-9-yl}acetamide

CAS Registry Number

Not Available

SMILES

CO\C=C\C(=O)C1=CC2=CN=C3C2=C(N1)C(NC(C)=O)=CC3=N

InChI Identifier

InChI=1S/C16H14N4O3/c1-8(21)19-12-6-10(17)15-14-9(7-18-15)5-11(20-16(12)14)13(22)3-4-23-2/h3-7,17,20H,1-2H3,(H,19,21)/b4-3+,17-10?

InChI Key

CIKGKOXFNOXNHH-NDLWLLKHSA-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
Streptomyces	NPAtlas	9711243

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. KY11783	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	0.77	ALOGPS
logP	-0.73	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	6.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.93 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.5 m³·mol⁻¹	ChemAxon
Polarizability	32.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009688

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016344

Chemspider ID

78434847

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585782

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nagata H, Ochiai K, Aotani Y, Ando K, Yoshida M, Takahashi I, Tamaoki T: Lymphostin (LK6-A), a novel immunosuppressant from Streptomyces sp. KY11783: taxonomy of the producing organism, fermentation, isolation and biological activities. J Antibiot (Tokyo). 1997 Jul;50(7):537-42. doi: 10.7164/antibiotics.50.537. [PubMed:9711243 ]

Showing NP-Card for Lymphostin (NP0023794)

MOL for NP0023794 (Lymphostin)

3D MOL for NP0023794 (Lymphostin)

3D SDF for NP0023794 (Lymphostin)

3D-SDF for NP0023794 (Lymphostin)

PDB for NP0023794 (Lymphostin)

3D PDB for NP0023794 (Lymphostin)

SMILES for NP0023794 (Lymphostin)

INCHI for NP0023794 (Lymphostin)

Structure for NP0023794 (Lymphostin)

3D Structure for NP0023794 (Lymphostin)