NP-MRD: Showing NP-Card for (-)-Ceratinamide A (NP0069690)

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Record Information

Version

2.0

Created at

2022-04-28 15:03:20 UTC

Updated at

2022-04-28 15:03:20 UTC

NP-MRD ID

NP0069690

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Ceratinamide A

Description

Ceratinamide A belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. (-)-Ceratinamide A is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on Ceratinamide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217032D          

 36 38  0  0  1  0            999 V2000
   -1.6980   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -5.0725    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -3.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -3.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -2.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234   -3.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7714   -3.7581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9429   -4.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7571   -2.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5762   -2.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1639   -2.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0777   -3.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3825   -4.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4810   -5.0073    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.7795   -4.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5060   -3.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9406   -2.6453    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -2.5975    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1270   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8415   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5559   -5.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2704   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9849   -5.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  1  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  4 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    9.5208   -0.9010    0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2557   -1.1196    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3231   -1.8844    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058   -1.2760   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328    0.5779   -0.5246 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.5744   -1.8131   -1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969   -2.7571   -0.6650 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0425   -3.8229    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2338   -4.1575    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -3.2953    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578   -4.0072    1.8541 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.8783   -3.3178   -1.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140   -2.3388   -2.2065 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7006   -1.5559   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977   -0.4240   -1.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809   -0.1597   -2.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.4330   -0.3224 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    1.5633   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8179    1.1084   -0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    0.1624    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -0.3611    0.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302    0.3829   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551    0.7288    1.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6010    0.1646    2.8634 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4994    1.4641    1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0671    1.8836    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3256    2.6878    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4940    1.7481   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7687    2.4167   -0.0762 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1840    3.2563    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4419    3.4315    1.9562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4601    1.5482   -1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2814    0.7913   -1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5373    0.3441   -2.8867 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4081   -2.0306   -0.0128 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8556   -1.0321    0.8152 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4577   -0.3868   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9678   -1.9039    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1420   -0.3056    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0048   -2.2592   -2.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -0.9291   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3677   -5.1725    1.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854    0.2058    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280    2.0667    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    2.3274   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4372    2.0016   -0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.5503   -1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774   -0.6990    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487    0.6271    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9880    1.7330    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3503    3.2861    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3358    3.4194   -0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3962    1.0676   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4303    1.0994    0.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3948    2.2792   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1428    3.7565    0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742    1.8581   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732   -2.7812    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935   -0.2801    0.2944 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
  4  6  1  0
  6  7  1  0
  7 12  1  6
 12 13  1  0
 13 14  2  0
 14 35  1  0
 35 36  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 26 32  1  0
 32 33  2  0
 33 34  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  3  1  0
 35  7  1  0
 33 22  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  6 40  1  0
  6 41  1  0
 35 58  1  1
 36 59  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 25 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 32 57  1  0
  9 42  1  0
M  END


  Mrv1652304282217032D          

 36 38  0  0  1  0            999 V2000
   -1.6980   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9836   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -5.0725    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -3.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -3.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -3.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -2.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234   -3.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7714   -3.7581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9429   -4.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7571   -2.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5762   -2.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1639   -2.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0777   -3.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3825   -4.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4810   -5.0073    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.7795   -4.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5060   -3.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9406   -2.6453    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -2.5975    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1270   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8415   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5559   -5.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2704   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9849   -5.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  1  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  4 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0069690

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)C[C@@]2(ON=C([C@@H]2O)C(=O)NCCCOC2=C(Br)C=C(CCNC=O)C=C2Br)OC=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C22H23Br4N3O7/c1-33-18-15(25)9-22(35-10-16(18)26)20(31)17(29-36-22)21(32)28-4-2-6-34-19-13(23)7-12(8-14(19)24)3-5-27-11-30/h7-8,10-11,20,31H,2-6,9H2,1H3,(H,27,30)(H,28,32)/t20-,22-/m0/s1

> <INCHI_KEY>
ZKHAUYSBCGRQON-UNMCSNQZSA-N

> <FORMULA>
C22H23Br4N3O7

> <MOLECULAR_WEIGHT>
761.056

> <EXACT_MASS>
756.826952

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
58.76336377484657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5S)-8,10-dibromo-N-{3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl}-4-hydroxy-9-methoxy-1,6-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

> <JCHEM_LOGP>
3.2040895643333327

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.593738689771186

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.737847815204669

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9662792958326801

> <JCHEM_POLAR_SURFACE_AREA>
127.71000000000001

> <JCHEM_REFRACTIVITY>
146.58610000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5S)-8,10-dibromo-N-{3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl}-4-hydroxy-9-methoxy-1,6-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -3.170  -9.469   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.503  -8.699   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.503  -7.159   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.170  -6.389   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.836  -7.159   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.836  -8.699   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -0.502  -9.469   0.000  0.00  0.00          Br+0
HETATM    8  O   UNK     0      -0.502  -6.389   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.831  -7.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.165  -6.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.499  -7.159   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.832  -6.389   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.166  -7.159   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.166  -8.699   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.500  -6.389   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.661  -4.857   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       9.167  -4.537   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.937  -5.871   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.907  -7.015   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.227  -8.521   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.747  -4.561   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      12.276  -4.377   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.373  -5.457   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.212  -6.989   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.914  -7.818   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.457  -7.320   0.000  0.00  0.00           C+0
HETATM   27 Br   UNK     0      12.098  -9.347   0.000  0.00  0.00          Br+0
HETATM   28  O   UNK     0      14.522  -7.799   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      15.878  -7.069   0.000  0.00  0.00           C+0
HETATM   30 Br   UNK     0      14.822  -4.938   0.000  0.00  0.00          Br+0
HETATM   31 Br   UNK     0      -3.170  -4.849   0.000  0.00  0.00          Br+0
HETATM   32  C   UNK     0      -5.837  -9.469   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.171  -8.699   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      -8.504  -9.469   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      -9.838  -8.699   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -11.172  -9.469   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   31                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21   26                                             
CONECT   19   18   15   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   18                                                       
CONECT   27   25                                                            
CONECT   28   24   29                                                       
CONECT   29   28                                                            
CONECT   30   23                                                            
CONECT   31    4                                                            
CONECT   32    2   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃Br₄N₃O₇

Average Mass

761.0560 Da

Monoisotopic Mass

756.82695 Da

IUPAC Name

(4S,5S)-8,10-dibromo-N-{3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl}-4-hydroxy-9-methoxy-1,6-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

Traditional Name

(4S,5S)-8,10-dibromo-N-{3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl}-4-hydroxy-9-methoxy-1,6-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

CAS Registry Number

Not Available

SMILES

COC1=C(Br)C[C@@]2(ON=C([C@@H]2O)C(=O)NCCCOC2=C(Br)C=C(CCNC=O)C=C2Br)OC=C1Br

InChI Identifier

InChI=1S/C22H23Br4N3O7/c1-33-18-15(25)9-22(35-10-16(18)26)20(31)17(29-36-22)21(32)28-4-2-6-34-19-13(23)7-12(8-14(19)24)3-5-27-11-30/h7-8,10-11,20,31H,2-6,9H2,1H3,(H,27,30)(H,28,32)/t20-,22-/m0/s1

InChI Key

ZKHAUYSBCGRQON-UNMCSNQZSA-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
Pseudoceratina purpurea	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Isoxazoline
Carboxamide group
Oxime ether
Secondary alcohol
Secondary carboxylic acid amide
Oxacycle
Azacycle
Carboxylic acid derivative
Ether
Bromoalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl bromide
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.2	ChemAxon
pKa (Strongest Acidic)	11.74	ChemAxon
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	127.71 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	146.59 m³·mol⁻¹	ChemAxon
Polarizability	58.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00028022

Chemspider ID

8923029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10747703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Ceratinamide A (NP0069690)

MOL for NP0069690 ((-)-Ceratinamide A)

3D MOL for NP0069690 ((-)-Ceratinamide A)

3D SDF for NP0069690 ((-)-Ceratinamide A)

3D-SDF for NP0069690 ((-)-Ceratinamide A)

PDB for NP0069690 ((-)-Ceratinamide A)

3D PDB for NP0069690 ((-)-Ceratinamide A)

SMILES for NP0069690 ((-)-Ceratinamide A)

INCHI for NP0069690 ((-)-Ceratinamide A)

Structure for NP0069690 ((-)-Ceratinamide A)

3D Structure for NP0069690 ((-)-Ceratinamide A)