NP-MRD: Showing NP-Card for Valdiviamide B (NP0043999)

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Record Information

Version

1.0

Created at

2021-06-22 17:44:44 UTC

Updated at

2021-06-22 17:44:44 UTC

NP-MRD ID

NP0043999

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valdiviamide B

Description

Valdiviamide B is found in Antipathozoanthus hickmani. It was first documented in 2019 (PMID: 31017788). Based on a literature review very few articles have been published on CHEMBL4564528.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119442D          

 29 28  0  0  1  0            999 V2000
   -0.7145   -0.8839    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.1786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.3536    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.3536    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821    3.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    2.8688    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.4841    2.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091    3.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    1.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    1.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    1.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    0.3937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0400   -0.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -0.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7545   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7545   -2.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4690   -2.4938    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -2.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -3.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256   -2.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -2.4937    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3256   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -0.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -0.8437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    0.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  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
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  CHG  2   1  -1   9   1
M  END

NP0043999
     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
   -5.2668   -0.7246    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878   -0.1212   -0.0225 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.0430    1.2533    0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -0.2054   -1.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -0.8868    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -0.3254   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    0.7365   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -0.9892    0.3049 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4816   -0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7180   -0.2622    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    0.2462    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594   -0.5806    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4207   -0.0627    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -1.1916    0.1031 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.5934    1.2914    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8482    1.8340   -0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    2.1495    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259    4.2448    0.2352 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.6047    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726   -1.4658   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8781   -2.5639   -1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -1.3062   -1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8542    0.0910   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5843   -0.0232    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -0.6625    1.2808 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2248    1.1834    0.0988 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -1.8203    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1664   -0.2051    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1676   -0.5275    1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    1.5947    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.9271   -0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8957    0.6617   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3002   -0.2551   -1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -1.0633    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -1.9029   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1628    0.4186    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2109    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.6459    0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9631    2.8271   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156    2.2541    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3408   -2.1014   -1.6969 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  2  0
 20 22  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  6
 10 43  1  0
 10 44  1  0
 12 45  1  0
 16 46  1  0
 19 47  1  0
 22 48  1  0
M  CHG  2   2   1  25  -1
M  END


  Mrv1652306222119442D          

 29 28  0  0  1  0            999 V2000
   -0.7145   -0.8839    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.1786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.3536    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.3536    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821    3.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    2.8688    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.4841    2.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091    3.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    1.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    1.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    1.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    0.3937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0400   -0.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -0.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7545   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7545   -2.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4690   -2.4938    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -2.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -3.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256   -2.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -2.4937    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3256   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -0.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111   -0.8437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    0.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  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
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  CHG  2   1  -1   9   1
M  END
> <DATABASE_ID>
NP0043999

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O-]C(=O)C(F)(F)F.C[N+](C)(C)CC(=O)N[C@@H](CC1=CC(I)=C(O)C(Br)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18BrIN2O4.C2HF3O2/c1-18(2,3)7-12(19)17-11(14(21)22)6-8-4-9(15)13(20)10(16)5-8;3-2(4,5)1(6)7/h4-5,11H,6-7H2,1-3H3,(H2-,17,19,20,21,22);(H,6,7)/t11-;/m0./s1

> <INCHI_KEY>
FKIONDYVAGWSSO-MERQFXBCSA-N

> <FORMULA>
C16H19BrF3IN2O6

> <MOLECULAR_WEIGHT>
599.14

> <EXACT_MASS>
597.94233

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.50632752840352

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}methyl)trimethylazanium trifluoroacetate

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
-1.980244690138412

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.00660552793363

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3959890442948217

> <JCHEM_PKA_STRONGEST_BASIC>
-5.052943796167272

> <JCHEM_POLAR_SURFACE_AREA>
86.63

> <JCHEM_REFRACTIVITY>
106.8689

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
({[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}methyl)trimethylazanium trifluoroacetate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043999
     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
   -5.2668   -0.7246    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878   -0.1212   -0.0225 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.0430    1.2533    0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -0.2054   -1.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -0.8868    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -0.3254   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    0.7365   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -0.9892    0.3049 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4816   -0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7180   -0.2622    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    0.2462    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594   -0.5806    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4207   -0.0627    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -1.1916    0.1031 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.5934    1.2914    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8482    1.8340   -0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    2.1495    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259    4.2448    0.2352 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.6047    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726   -1.4658   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8781   -2.5639   -1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -1.3062   -1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    1.2190   -0.2422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    0.0910   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.0186   -0.1838 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5843   -0.0232    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -0.6625    1.2808 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056   -0.7891   -0.9097 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    1.1834    0.0988 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -1.8203    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1664   -0.2051    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1676   -0.5275    1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    1.5947    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.9271   -0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5013    1.4394    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986   -1.1752   -1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.6617   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3002   -0.2551   -1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -1.0633    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -1.9029   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -1.8685    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063    0.4602   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    0.4186    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2109    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.6459    0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9631    2.8271   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156    2.2541    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3408   -2.1014   -1.6969 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  2  0
 20 22  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  6
 10 43  1  0
 10 44  1  0
 12 45  1  0
 16 46  1  0
 19 47  1  0
 22 48  1  0
M  CHG  2   2   1  25  -1
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.334  -1.650   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0       0.000  -0.880   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -1.650   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000   0.660   0.000  0.00  0.00           C+0
HETATM    5  F   UNK     0       0.000   2.200   0.000  0.00  0.00           F+0
HETATM    6  F   UNK     0       1.540   0.660   0.000  0.00  0.00           F+0
HETATM    7  F   UNK     0      -1.540   0.660   0.000  0.00  0.00           F+0
HETATM    8  C   UNK     0       5.940   6.125   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.274   5.355   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0       6.504   4.021   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.044   6.689   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.607   4.585   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.607   3.045   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.274   2.275   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       9.941   2.275   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       9.941   0.735   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.275  -0.035   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.275  -1.575   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.608  -2.345   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.608  -3.885   0.000  0.00  0.00           C+0
HETATM   21  I   UNK     0      13.942  -4.655   0.000  0.00  0.00           I+0
HETATM   22  C   UNK     0      11.275  -4.655   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.275  -6.195   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.941  -3.885   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0       8.607  -4.655   0.000  0.00  0.00          Br+0
HETATM   26  C   UNK     0       9.941  -2.345   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.607  -0.035   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.607  -1.575   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.274   0.735   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8    9                                                            
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   18                                                       
CONECT   27   16   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    NP0043999
HETATM    1  C1  UNL     1      -5.267  -0.725   0.614  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.088  -0.121  -0.023  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -4.043   1.253   0.352  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.284  -0.205  -1.458  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.942  -0.887   0.386  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.662  -0.325  -0.037  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.579   0.736  -0.701  1.00  0.00           O  
HETATM    8  N2  UNL     1      -0.465  -0.989   0.305  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.846  -0.482  -0.087  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.718  -0.262   1.108  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.070   0.246   0.811  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.159  -0.581   0.636  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.421  -0.063   0.346  1.00  0.00           C  
HETATM   14 BR1  UNL     1       6.929  -1.192   0.103  1.00  0.00          BR  
HETATM   15  C11 UNL     1       5.593   1.291   0.231  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.848   1.834  -0.059  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.506   2.149   0.404  1.00  0.00           C  
HETATM   18  I1  UNL     1       4.726   4.245   0.235  1.00  0.00           I  
HETATM   19  C13 UNL     1       3.265   1.605   0.691  1.00  0.00           C  
HETATM   20  C14 UNL     1       1.473  -1.466  -0.987  1.00  0.00           C  
HETATM   21  O3  UNL     1       0.878  -2.564  -1.270  1.00  0.00           O  
HETATM   22  O4  UNL     1       2.708  -1.306  -1.589  1.00  0.00           O  
HETATM   23  O5  UNL     1       1.389   1.219  -0.242  1.00  0.00           O  
HETATM   24  C15 UNL     1       0.854   0.091  -0.121  1.00  0.00           C  
HETATM   25  O6  UNL     1       1.674  -1.019  -0.184  1.00  0.00           O1-
HETATM   26  C16 UNL     1      -0.584  -0.023   0.077  1.00  0.00           C  
HETATM   27  F1  UNL     1      -0.903  -0.662   1.281  1.00  0.00           F  
HETATM   28  F2  UNL     1      -1.206  -0.789  -0.910  1.00  0.00           F  
HETATM   29  F3  UNL     1      -1.225   1.183   0.099  1.00  0.00           F  
HETATM   30  H1  UNL     1      -5.286  -1.820   0.483  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.166  -0.205   0.274  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.168  -0.528   1.707  1.00  0.00           H  
HETATM   33  H4  UNL     1      -5.086   1.595   0.528  1.00  0.00           H  
HETATM   34  H5  UNL     1      -3.657   1.927  -0.467  1.00  0.00           H  
HETATM   35  H6  UNL     1      -3.501   1.439   1.304  1.00  0.00           H  
HETATM   36  H7  UNL     1      -4.799  -1.175  -1.677  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.896   0.662  -1.800  1.00  0.00           H  
HETATM   38  H9  UNL     1      -3.300  -0.255  -1.965  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.963  -1.063   1.486  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.034  -1.903  -0.072  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.489  -1.868   0.852  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.706   0.460  -0.664  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.163   0.419   1.797  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.862  -1.211   1.691  1.00  0.00           H  
HETATM   45  H16 UNL     1       4.084  -1.646   0.722  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.963   2.827  -0.141  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.416   2.254   0.827  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.341  -2.101  -1.697  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    5
CONECT    3   33   34   35
CONECT    4   36   37   38
CONECT    5    6   39   40
CONECT    6    7    7    8
CONECT    8    9   41
CONECT    9   10   20   42
CONECT   10   11   43   44
CONECT   11   12   12   19
CONECT   12   13   45
CONECT   13   14   15   15
CONECT   15   16   17
CONECT   16   46
CONECT   17   18   19   19
CONECT   19   47
CONECT   20   21   21   22
CONECT   22   48
CONECT   23   24   24
CONECT   24   25   26
CONECT   26   27   28   29
END

NP0043999
     RDKit          3D

48 47  0  0  0  0  0  0  0  0999 V2000
   -5.2668   -0.7246    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878   -0.1212   -0.0225 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.0430    1.2533    0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -0.2054   -1.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -0.8868    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -0.3254   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788    0.7365   -0.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -0.9892    0.3049 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4816   -0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7180   -0.2622    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    0.2462    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594   -0.5806    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4207   -0.0627    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -1.1916    0.1031 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.5934    1.2914    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8482    1.8340   -0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    2.1495    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259    4.2448    0.2352 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.6047    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726   -1.4658   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8781   -2.5639   -1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7081   -1.3062   -1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    1.2190   -0.2422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    0.0910   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.0186   -0.1838 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5843   -0.0232    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -0.6625    1.2808 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2056   -0.7891   -0.9097 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    1.1834    0.0988 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -1.8203    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1664   -0.2051    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1676   -0.5275    1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    1.5947    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.9271   -0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5013    1.4394    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986   -1.1752   -1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.6617   -1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3002   -0.2551   -1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634   -1.0633    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -1.9029   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -1.8685    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063    0.4602   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    0.4186    1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.2109    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -1.6459    0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9631    2.8271   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156    2.2541    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3408   -2.1014   -1.6969 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
  9 20  1  0
 20 21  2  0
 20 22  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  8 41  1  0
  9 42  1  6
 10 43  1  0
 10 44  1  0
 12 45  1  0
 16 46  1  0
 19 47  1  0
 22 48  1  0
M  CHG  2   2   1  25  -1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉BrF₃IN₂O₆

Average Mass

599.1400 Da

Monoisotopic Mass

597.94233 Da

IUPAC Name

({[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}methyl)trimethylazanium trifluoroacetate

Traditional Name

({[(1S)-2-(3-bromo-4-hydroxy-5-iodophenyl)-1-carboxyethyl]carbamoyl}methyl)trimethylazanium trifluoroacetate

CAS Registry Number

Not Available

SMILES

[O-]C(=O)C(F)(F)F.C[N+](C)(C)CC(=O)N[C@@H](CC1=CC(I)=C(O)C(Br)=C1)C(O)=O

InChI Identifier

InChI=1S/C14H18BrIN2O4.C2HF3O2/c1-18(2,3)7-12(19)17-11(14(21)22)6-8-4-9(15)13(20)10(16)5-8;3-2(4,5)1(6)7/h4-5,11H,6-7H2,1-3H3,(H2-,17,19,20,21,22);(H,6,7)/t11-;/m0./s1

InChI Key

FKIONDYVAGWSSO-MERQFXBCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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
Antipathozoanthus hickmani	Linigton's dataset	31017788

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	0.75	ALOGPS
logP	-2	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.4	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.87 m³·mol⁻¹	ChemAxon
Polarizability	38.51 Å³	ChemAxon
Number of Rings	1	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155560074

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guillen PO, Jaramillo KB, Jennings L, Genta-Jouve G, de la Cruz M, Cautain B, Reyes F, Rodriguez J, Thomas OP: Halogenated Tyrosine Derivatives from the Tropical Eastern Pacific Zoantharians Antipathozoanthus hickmani and Parazoanthus darwini. J Nat Prod. 2019 May 24;82(5):1354-1360. doi: 10.1021/acs.jnatprod.9b00173. Epub 2019 Apr 24. [PubMed:31017788 ]

Showing NP-Card for Valdiviamide B (NP0043999)

MOL for NP0043999 (Valdiviamide B)

3D MOL for NP0043999 (Valdiviamide B)

3D SDF for NP0043999 (Valdiviamide B)

3D-SDF for NP0043999 (Valdiviamide B)

PDB for NP0043999 (Valdiviamide B)

3D PDB for NP0043999 (Valdiviamide B)

SMILES for NP0043999 (Valdiviamide B)

INCHI for NP0043999 (Valdiviamide B)

Structure for NP0043999 (Valdiviamide B)

3D Structure for NP0043999 (Valdiviamide B)