NP-MRD: Showing NP-Card for clavatadine C (NP0034423)

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Record Information

Version

2.0

Created at

2021-06-20 18:09:27 UTC

Updated at

2021-06-30 00:04:47 UTC

NP-MRD ID

NP0034423

Secondary Accession Numbers

None

Natural Product Identification

Common Name

clavatadine C

Provided By

JEOL Database JEOL Logo

Description

Clavatadine C belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms. clavatadine C is found in Suberea clavata. clavatadine C was first documented in 2009 (Buchanan, M. S., et al.). Based on a literature review very few articles have been published on clavatadine C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120093D          

 41 42  0  0  0  0            999 V2000
   -0.9882   -2.2652   -1.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -1.4353   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.4609   -1.4070 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.3957    0.6251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -2.3020    1.6854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244   -1.9705    2.9897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0766   -0.9501    3.8983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1322    0.4804    3.3670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2120    0.6738    2.4306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    1.2970    1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    1.7618    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393    1.3522    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.9329    0.8796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    1.1424   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.4319   -1.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4975    2.5015   -2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720    2.3987   -3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9145    3.8044   -4.1354 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    1.1487   -4.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1129    1.0652   -5.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923    0.0108   -3.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.6120   -4.3395 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.1612   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    1.9399   -0.9435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2712   -2.9443   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990    0.3028   -1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.4755   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.6565    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.2929    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -3.3177    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -1.6471    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.9012    3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -1.3060    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -0.9292    4.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8245    0.7754    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    1.1633    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    0.3852    2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    3.4128   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.6865   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    1.5882   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985    3.0294   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  2  0  0  0  0
 10  9  1  0  0  0  0
 15 14  1  1  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
 14 13  1  0  0  0  0
  7  6  1  0  0  0  0
 13 12  2  0  0  0  0
  6  5  1  0  0  0  0
 12 24  1  0  0  0  0
  5  4  1  0  0  0  0
 21 19  1  0  0  0  0
  4  2  1  0  0  0  0
 23 15  1  0  0  0  0
 19 20  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 16 17  2  0  0  0  0
 21 22  1  0  0  0  0
 17 19  1  0  0  0  0
 10 11  2  0  0  0  0
 24 15  1  0  0  0  0
  2  1  2  3  0  0  0
 12 10  1  0  0  0  0
  2  3  1  0  0  0  0
 24 40  1  0  0  0  0
 24 41  1  0  0  0  0
 23 39  1  0  0  0  0
 16 38  1  0  0  0  0
  9 37  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  4 28  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -0.9882   -2.2652   -1.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -1.4353   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.4609   -1.4070 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.3957    0.6251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -2.3020    1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -1.9705    2.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766   -0.9501    3.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.4804    3.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.6738    2.4306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    1.2970    1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    1.7618    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393    1.3522    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.9329    0.8796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    1.1424   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.4319   -1.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4975    2.5015   -2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720    2.3987   -3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9145    3.8044   -4.1354 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    1.1487   -4.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1129    1.0652   -5.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923    0.0108   -3.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.6120   -4.3395 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.1612   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    1.9399   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.9443   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990    0.3028   -1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.4755   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.6565    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.2929    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -3.3177    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -1.6471    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.9012    3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -1.3060    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -0.9292    4.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8245    0.7754    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    1.1633    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    0.3852    2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    3.4128   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.6865   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    1.5882   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985    3.0294   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  2  0
 10  9  1  0
 15 14  1  1
  9  8  1  0
  8  7  1  0
 14 13  1  0
  7  6  1  0
 13 12  2  0
  6  5  1  0
 12 24  1  0
  5  4  1  0
 21 19  1  0
  4  2  1  0
 23 15  1  0
 19 20  2  0
 15 16  1  0
 17 18  1  0
 16 17  2  0
 21 22  1  0
 17 19  1  0
 10 11  2  0
 24 15  1  0
  2  1  2  3
 12 10  1  0
  2  3  1  0
 24 40  1  0
 24 41  1  0
 23 39  1  0
 16 38  1  0
  9 37  1  0
  8 35  1  0
  8 36  1  0
  7 33  1  0
  7 34  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 28  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
M  END


  Mrv1652306202120093D          

 41 42  0  0  0  0            999 V2000
   -0.9882   -2.2652   -1.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -1.4353   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.4609   -1.4070 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.3957    0.6251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -2.3020    1.6854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244   -1.9705    2.9897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0766   -0.9501    3.8983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1322    0.4804    3.3670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2120    0.6738    2.4306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    1.2970    1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    1.7618    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393    1.3522    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.9329    0.8796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    1.1424   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.4319   -1.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4975    2.5015   -2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720    2.3987   -3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9145    3.8044   -4.1354 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    1.1487   -4.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1129    1.0652   -5.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923    0.0108   -3.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.6120   -4.3395 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.1612   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    1.9399   -0.9435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2712   -2.9443   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990    0.3028   -1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.4755   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.6565    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.2929    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -3.3177    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -1.6471    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.9012    3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -1.3060    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -0.9292    4.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8245    0.7754    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    1.1633    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    0.3852    2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    3.4128   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.6865   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    1.5882   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985    3.0294   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  2  0  0  0  0
 10  9  1  0  0  0  0
 15 14  1  1  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
 14 13  1  0  0  0  0
  7  6  1  0  0  0  0
 13 12  2  0  0  0  0
  6  5  1  0  0  0  0
 12 24  1  0  0  0  0
  5  4  1  0  0  0  0
 21 19  1  0  0  0  0
  4  2  1  0  0  0  0
 23 15  1  0  0  0  0
 19 20  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 16 17  2  0  0  0  0
 21 22  1  0  0  0  0
 17 19  1  0  0  0  0
 10 11  2  0  0  0  0
 24 15  1  0  0  0  0
  2  1  2  3  0  0  0
 12 10  1  0  0  0  0
  2  3  1  0  0  0  0
 24 40  1  0  0  0  0
 24 41  1  0  0  0  0
 23 39  1  0  0  0  0
 16 38  1  0  0  0  0
  9 37  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  4 28  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034423

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N=C(N([H])[H])N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C1=NOC2(C([H])=C(Br)C(=O)C(Br)=C2[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H17Br2N5O3/c15-8-5-14(6-9(16)11(8)22)7-10(21-24-14)12(23)19-3-1-2-4-20-13(17)18/h5-6H,1-4,7H2,(H,19,23)(H4,17,18,20)

> <INCHI_KEY>
DMNVUXRRFZWSMP-UHFFFAOYSA-N

> <FORMULA>
C14H17Br2N5O3

> <MOLECULAR_WEIGHT>
463.13

> <EXACT_MASS>
460.969815

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
37.39364833945828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,9-dibromo-N-(4-carbamimidamidobutyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.2135614743333325

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.26736315940449

> <JCHEM_PKA_STRONGEST_BASIC>
12.0724559295033

> <JCHEM_POLAR_SURFACE_AREA>
129.66

> <JCHEM_REFRACTIVITY>
107.9697

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,9-dibromo-N-(4-carbamimidamidobutyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -0.9882   -2.2652   -1.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -1.4353   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.4609   -1.4070 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.3957    0.6251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -2.3020    1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -1.9705    2.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766   -0.9501    3.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.4804    3.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.6738    2.4306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    1.2970    1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    1.7618    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393    1.3522    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.9329    0.8796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    1.1424   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.4319   -1.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4975    2.5015   -2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720    2.3987   -3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9145    3.8044   -4.1354 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    1.1487   -4.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1129    1.0652   -5.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923    0.0108   -3.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.6120   -4.3395 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.1612   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    1.9399   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.9443   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990    0.3028   -1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.4755   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.6565    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.2929    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -3.3177    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -1.6471    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.9012    3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -1.3060    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -0.9292    4.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8245    0.7754    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    1.1633    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    0.3852    2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    3.4128   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.6865   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    1.5882   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985    3.0294   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  2  0
 10  9  1  0
 15 14  1  1
  9  8  1  0
  8  7  1  0
 14 13  1  0
  7  6  1  0
 13 12  2  0
  6  5  1  0
 12 24  1  0
  5  4  1  0
 21 19  1  0
  4  2  1  0
 23 15  1  0
 19 20  2  0
 15 16  1  0
 17 18  1  0
 16 17  2  0
 21 22  1  0
 17 19  1  0
 10 11  2  0
 24 15  1  0
  2  1  2  3
 12 10  1  0
  2  3  1  0
 24 40  1  0
 24 41  1  0
 23 39  1  0
 16 38  1  0
  9 37  1  0
  8 35  1  0
  8 36  1  0
  7 33  1  0
  7 34  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 28  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  N   UNK     0      -0.988  -2.265  -1.167  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.161  -1.435  -0.649  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.354  -0.461  -1.407  0.00  0.00           N+0
HETATM    4  N   UNK     0       0.271  -1.396   0.625  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.104  -2.302   1.685  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.624  -1.970   2.990  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.077  -0.950   3.898  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.132   0.480   3.367  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.212   0.674   2.431  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.063   1.297   1.216  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.030   1.762   0.759  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.339   1.352   0.412  0.00  0.00           C+0
HETATM   13  N   UNK     0      -3.472   0.933   0.880  0.00  0.00           N+0
HETATM   14  O   UNK     0      -4.425   1.142  -0.150  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.723   1.432  -1.379  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.497   2.502  -2.091  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.972   2.399  -3.341  0.00  0.00           C+0
HETATM   18 Br   UNK     0      -5.915   3.804  -4.135  0.00  0.00          Br+0
HETATM   19  C   UNK     0      -4.759   1.149  -4.139  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.113   1.065  -5.311  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.092   0.011  -3.430  0.00  0.00           C+0
HETATM   22 Br   UNK     0      -3.915  -1.612  -4.340  0.00  0.00          Br+0
HETATM   23  C   UNK     0      -3.637   0.161  -2.177  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.355   1.940  -0.944  0.00  0.00           C+0
HETATM   25  H   UNK     0      -1.271  -2.944  -0.460  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.899   0.303  -1.034  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.139  -0.476  -2.394  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.921  -0.657   0.863  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.189  -2.293   1.836  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.178  -3.318   1.383  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.654  -1.647   2.792  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.701  -2.901   3.567  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.085  -1.306   4.142  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.482  -0.929   4.843  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.825   0.775   2.924  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.335   1.163   4.199  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.157   0.385   2.675  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.682   3.413  -1.525  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.164  -0.687  -1.681  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.530   1.588  -1.566  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.299   3.029  -0.846  0.00  0.00           H+0
CONECT    1    2   25                                                       
CONECT    2    4    1    3                                                  
CONECT    3    2   26   27                                                  
CONECT    4    5    2   28                                                  
CONECT    5    6    4   29   30                                             
CONECT    6    7    5   31   32                                             
CONECT    7    8    6   33   34                                             
CONECT    8    9    7   35   36                                             
CONECT    9   10    8   37                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   13   24   10                                                  
CONECT   13   14   12                                                       
CONECT   14   15   13                                                       
CONECT   15   14   23   16   24                                             
CONECT   16   15   17   38                                                  
CONECT   17   18   16   19                                                  
CONECT   18   17                                                            
CONECT   19   21   20   17                                                  
CONECT   20   19                                                            
CONECT   21   23   19   22                                                  
CONECT   22   21                                                            
CONECT   23   21   15   39                                                  
CONECT   24   12   15   40   41                                             
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38   16                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
CONECT   41   24                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

RDKit          3D

41 42  0  0  0  0  0  0  0  0999 V2000
   -0.9882   -2.2652   -1.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -1.4353   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.4609   -1.4070 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2713   -1.3957    0.6251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -2.3020    1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -1.9705    2.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766   -0.9501    3.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.4804    3.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.6738    2.4306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    1.2970    1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298    1.7618    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393    1.3522    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.9329    0.8796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    1.1424   -0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.4319   -1.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4975    2.5015   -2.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9720    2.3987   -3.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9145    3.8044   -4.1354 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    1.1487   -4.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1129    1.0652   -5.3107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923    0.0108   -3.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.6120   -4.3395 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.1612   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    1.9399   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.9443   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990    0.3028   -1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -0.4755   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.6565    0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.2929    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -3.3177    1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -1.6471    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -2.9012    3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -1.3060    4.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -0.9292    4.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8245    0.7754    2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    1.1633    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    0.3852    2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816    3.4128   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.6865   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    1.5882   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985    3.0294   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  2  0
 10  9  1  0
 15 14  1  1
  9  8  1  0
  8  7  1  0
 14 13  1  0
  7  6  1  0
 13 12  2  0
  6  5  1  0
 12 24  1  0
  5  4  1  0
 21 19  1  0
  4  2  1  0
 23 15  1  0
 19 20  2  0
 15 16  1  0
 17 18  1  0
 16 17  2  0
 21 22  1  0
 17 19  1  0
 10 11  2  0
 24 15  1  0
  2  1  2  3
 12 10  1  0
  2  3  1  0
 24 40  1  0
 24 41  1  0
 23 39  1  0
 16 38  1  0
  9 37  1  0
  8 35  1  0
  8 36  1  0
  7 33  1  0
  7 34  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 28  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇Br₂N₅O₃

Average Mass

463.1300 Da

Monoisotopic Mass

460.96982 Da

IUPAC Name

7,9-dibromo-N-(4-carbamimidamidobutyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

Traditional Name

7,9-dibromo-N-(4-carbamimidamidobutyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

CAS Registry Number

Not Available

SMILES

[H]N=C(N([H])[H])N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=O)C1=NOC2(C([H])=C(Br)C(=O)C(Br)=C2[H])C1([H])[H]

InChI Identifier

InChI=1S/C14H17Br2N5O3/c15-8-5-14(6-9(16)11(8)22)7-10(21-24-14)12(23)19-3-1-2-4-20-13(17)18/h5-6H,1-4,7H2,(H,19,23)(H4,17,18,20)

InChI Key

DMNVUXRRFZWSMP-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Suberea clavata	JEOL database	Buchanan, M. S., et al, J. Nat. Prod. 72, 973 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolines

Sub Class

Isoxazolines

Direct Parent

Isoxazolines

Alternative Parents

Substituents

Alpha-haloketone
Isoxazoline
Carboxamide group
Guanidine
Ketone
Oxime ether
Secondary carboxylic acid amide
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Azacycle
Vinyl bromide
Vinyl halide
Carboximidamide
Bromoalkene
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Haloalkene
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Organobromide
Organonitrogen compound
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	1.13	ALOGPS
logP	1.21	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.27	ChemAxon
pKa (Strongest Basic)	12.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.66 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.97 m³·mol⁻¹	ChemAxon
Polarizability	37.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

24623143

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44139246

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Buchanan, M. S., et al. (2009). Buchanan, M. S., et al, J. Nat. Prod. 72, 973 (2009). J. Nat. Prod..

Showing NP-Card for clavatadine C (NP0034423)

MOL for NP0034423 (clavatadine C)

3D MOL for NP0034423 (clavatadine C)

3D SDF for NP0034423 (clavatadine C)

3D-SDF for NP0034423 (clavatadine C)

PDB for NP0034423 (clavatadine C)

3D PDB for NP0034423 (clavatadine C)

SMILES for NP0034423 (clavatadine C)

INCHI for NP0034423 (clavatadine C)

Structure for NP0034423 (clavatadine C)

3D Structure for NP0034423 (clavatadine C)