NP-MRD: Showing NP-Card for methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate (NP0243569)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 04:08:42 UTC

Updated at

2022-09-07 04:08:42 UTC

NP-MRD ID

NP0243569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate

Description

Methyl 2,3-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})-4-(2-imino-2,3-dihydro-1H-imidazol-4-yl)cyclobutane-1-carboxylate belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate is found in Agelas nakamurai. Methyl 2,3-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})-4-(2-imino-2,3-dihydro-1H-imidazol-4-yl)cyclobutane-1-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161508312D          

 34 37  0  0  0  0            999 V2000
    0.5054    1.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6282   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -0.8799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657   -0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782   -1.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782   -0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    0.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557    1.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.9608    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.2702    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987   -0.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -3.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -4.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -4.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2091   -4.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2953   -5.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -5.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379   -6.3984    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148   -4.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1885   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6735   -2.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -2.0069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -1.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255   -0.6969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6735   -0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 17 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4957   -3.4758   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6200   -2.3644   -0.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815   -2.5080   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653   -3.7046   -1.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406   -1.4621   -0.8165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0393   -0.5862    0.3418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4013    0.8753    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942    1.0209   -0.0575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    2.3123   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234    3.3131   -0.0629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    2.4909   -0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406    1.5102   -0.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9761    2.1043   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6297    1.2430   -1.3156 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7318    3.4571   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194    3.6612   -0.6702 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124   -0.8915    0.3411 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4091    0.0590   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    1.3340    0.3952 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4611    2.2744   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678    1.9285   -1.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6165    3.6082    0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    4.5444    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227    5.6460    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    7.2673    0.6967 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3514    5.3169    1.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    4.0548    1.5283 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515   -1.9756   -0.6558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2782   -3.3248   -0.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058   -3.8108    1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443   -5.0967    1.2857 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411   -5.4289    0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731   -6.7318   -0.0428 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147   -4.3457   -0.6429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5193   -3.9970    0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0688   -4.1925   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5041   -3.2107   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -0.8710   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -0.9654    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3175    1.2800    1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.4398   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182    0.2141   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    0.4535   -0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4599    4.2474   -1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9781    4.6111   -0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8090   -1.3133    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.2113   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169   -0.4473   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687    1.6224    1.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828    4.4290   -0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611    5.9319    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796    3.5538    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -1.9119   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2501   -3.2422    1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9090   -5.7029    2.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137   -6.8808   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913   -7.5739   -0.2271 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 17 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 28  5  1  0
 34 29  1  0
 16 11  1  0
 27 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  6
  6 39  1  1
  7 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  1
 18 47  1  0
 18 48  1  0
 19 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  6
 30 54  1  0
 31 55  1  0
 33 56  1  0
 33 57  1  0
M  END


  Mrv1533004161508312D          

 34 37  0  0  0  0            999 V2000
    0.5054    1.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6282   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -0.8799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657   -0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782   -1.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782   -0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    0.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557    1.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    1.9608    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.2702    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987   -0.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -3.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5054   -4.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -4.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2091   -4.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2953   -5.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -5.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379   -6.3984    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148   -4.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1885   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6735   -2.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -2.0069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -1.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255   -0.6969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6735   -0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 17 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243569

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C(CNC(=O)C2=CC(Br)=CN2)C(CNC(=O)C2=CC(Br)=CN2)C1C1=CNC(N)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H23Br2N7O4/c1-34-20(33)17-12(7-28-19(32)14-3-10(23)5-26-14)11(16(17)15-8-29-21(24)30-15)6-27-18(31)13-2-9(22)4-25-13/h2-5,8,11-12,16-17,25-26H,6-7H2,1H3,(H,27,31)(H,28,32)(H3,24,29,30)

> <INCHI_KEY>
LVDKKOOTMKCMLK-UHFFFAOYSA-N

> <FORMULA>
C21H23Br2N7O4

> <MOLECULAR_WEIGHT>
597.268

> <EXACT_MASS>
595.017828

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
53.688942270253975

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-(2-amino-1H-imidazol-4-yl)-3,4-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})cyclobutane-1-carboxylate

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
0.9606161020000006

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.969317164548762

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.420743384659698

> <JCHEM_PKA_STRONGEST_BASIC>
8.856916829095352

> <JCHEM_POLAR_SURFACE_AREA>
170.77999999999997

> <JCHEM_REFRACTIVITY>
131.6496

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(2-amino-1H-imidazol-4-yl)-3,4-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})cyclobutane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.943   1.963   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.943   0.423   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.277  -0.347   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.611   0.423   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.277  -1.887   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.366  -2.976   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.906  -2.976   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.676  -1.642   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.216  -1.642   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.986  -2.976   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.986  -0.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.360   1.098   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.504   2.129   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       8.343   3.660   0.000  0.00  0.00          Br+0
HETATM   15  C   UNK     0       9.838   1.359   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.518  -0.148   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.277  -4.065   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.277  -5.605   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.943  -6.375   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       0.943  -7.915   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.277  -8.685   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.390  -8.685   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.551 -10.217   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.058 -10.537   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0      -2.684 -11.944   0.000  0.00  0.00          Br+0
HETATM   26  C   UNK     0      -2.828  -9.203   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -1.797  -8.059   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       1.188  -2.976   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.352  -2.976   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.257  -4.222   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      -2.722  -3.746   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -2.722  -2.206   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -3.968  -1.301   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -1.257  -1.730   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   28                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   11                                                       
CONECT   17    6   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   22                                                       
CONECT   28   17    5   29                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   29                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2,3-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})-4-(2-imino-2,3-dihydro-1H-imidazol-4-yl)cyclobutane-1-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₃Br₂N₇O₄

Average Mass

597.2680 Da

Monoisotopic Mass

595.01783 Da

IUPAC Name

methyl 2-(2-amino-1H-imidazol-4-yl)-3,4-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})cyclobutane-1-carboxylate

Traditional Name

methyl 2-(2-amino-1H-imidazol-4-yl)-3,4-bis({[(4-bromo-1H-pyrrol-2-yl)formamido]methyl})cyclobutane-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(CNC(=O)C2=CC(Br)=CN2)C(CNC(=O)C2=CC(Br)=CN2)C1C1=CNC(N)=N1

InChI Identifier

InChI=1S/C21H23Br2N7O4/c1-34-20(33)17-12(7-28-19(32)14-3-10(23)5-26-14)11(16(17)15-8-29-21(24)30-15)6-27-18(31)13-2-9(22)4-25-13/h2-5,8,11-12,16-17,25-26H,6-7H2,1H3,(H,27,31)(H,28,32)(H3,24,29,30)

InChI Key

LVDKKOOTMKCMLK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agelas nakamurai	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
2-heteroaryl carboxamide
Imidazolyl carboxylic acid derivative
Pyrrole-2-carboxamide
Pyrrole-2-carboxylic acid or derivatives
Aryl bromide
Aryl halide
Substituted pyrrole
Imidazole
Heteroaromatic compound
Methyl ester
Azole
Pyrrole
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.6	ALOGPS
logP	0.96	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	8.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	170.78 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	131.65 m³·mol⁻¹	ChemAxon
Polarizability	53.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

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

75296663

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate (NP0243569)

MOL for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

3D MOL for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

3D SDF for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

3D-SDF for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

PDB for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

3D PDB for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

SMILES for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

INCHI for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

Structure for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)

3D Structure for NP0243569 (methyl 2,3-bis({[(4-bromo-1h-pyrrol-2-yl)formamido]methyl})-4-(2-imino-1,3-dihydroimidazol-4-yl)cyclobutane-1-carboxylate)