NP-MRD: Showing NP-Card for 3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid (NP0172216)

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Record Information

Version

2.0

Created at

2022-09-03 09:04:17 UTC

Updated at

2022-09-03 09:04:17 UTC

NP-MRD ID

NP0172216

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid

Description

3-(4-Chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid is found in Streptomyces platensis. 3-(4-Chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171520002D          

 33 33  0  0  0  0            999 V2000
    4.3974   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  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
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 64 64  0  0  0  0  0  0  0  0999 V2000
    0.6089    0.2300   -4.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4119    0.6859   -3.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4129    2.1874   -3.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514    0.3373   -3.9014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -0.0438   -2.1390 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1738    0.2935   -1.5984 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1846   -0.6637   -1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8943   -1.8750   -1.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5051   -0.3375   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -1.5477   -0.6311 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8533   -2.5426    0.2537 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732   -1.1690   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8471   -0.4168    1.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -1.1301    2.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4553   -0.2662    3.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555    0.9857    3.4053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    0.2080   -1.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392    0.7556   -0.0007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4927   -0.1770   -1.3061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348   -0.0323   -0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6272    0.5025    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7030    0.6806    1.6609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4364   -0.3420    2.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4898   -0.1198    3.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1806   -1.2108    3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8111    1.1682    3.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1389    1.4607    4.5370 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0888    2.2296    2.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4465    3.5288    3.2769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0499    1.9751    2.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8922   -0.5025   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9519   -0.4143   -0.3792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9360   -1.0565   -2.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837   -0.8272   -4.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6405    0.2462   -4.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359    0.8070   -5.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2502    2.5701   -2.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619    2.6157   -4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427    2.5751   -3.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7640    0.7198   -4.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1527   -1.1225   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809    1.2831   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3507    0.1075    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0700    0.3997   -1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5102   -2.0677   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8575   -2.3735    0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0201   -3.5133   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2868   -0.5346   -0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4329   -2.0651   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9264   -0.2083    1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629    0.5818    0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2076   -1.3483    2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8181   -2.0869    2.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -0.8283    4.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302   -0.1464    3.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0111    1.0014    2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3860    1.3304    4.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.6553   -2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586    0.8898    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032   -1.3586    1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9759   -2.1571    3.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9397    4.3196    2.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4907    2.8063    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6838   -0.5523   -3.1410 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
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  6  7  1  0
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 13 14  1  0
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 22 23  2  0
 23 24  1  0
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 28 30  2  0
 20 31  1  0
 31 33  1  0
 31 32  2  0
 30 22  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
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  4 40  1  0
  5 41  1  6
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 16 57  1  0
 19 58  1  0
 21 59  1  0
 23 60  1  0
 25 61  1  0
 29 62  1  0
 30 63  1  0
 33 64  1  0
M  END


  Mrv1533004171520002D          

 33 33  0  0  0  0            999 V2000
    4.3974   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
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 21 22  1  4  0  0  0
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 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172216

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)C(NC(=O)CC(N)CCCCN)C(=O)NC(=CC1=CC(O)=C(Cl)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H31ClN4O7/c1-21(2,33)18(26-16(29)10-12(24)5-3-4-6-23)19(30)25-13(20(31)32)7-11-8-14(27)17(22)15(28)9-11/h7-9,12,18,27-28,33H,3-6,10,23-24H2,1-2H3,(H,25,30)(H,26,29)(H,31,32)

> <INCHI_KEY>
LGIARSLOMQCKGX-UHFFFAOYSA-N

> <FORMULA>
C21H31ClN4O7

> <MOLECULAR_WEIGHT>
486.95

> <EXACT_MASS>
486.1881271

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.80297050408175

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(4-chloro-3,5-dihydroxyphenyl)-2-[2-(3,7-diaminoheptanamido)-3-hydroxy-3-methylbutanamido]prop-2-enoic acid

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-4.5942876982837975

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.660978740288615

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2827661409931084

> <JCHEM_PKA_STRONGEST_BASIC>
10.279099551136856

> <JCHEM_POLAR_SURFACE_AREA>
208.22999999999996

> <JCHEM_REFRACTIVITY>
122.58339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-chloro-3,5-dihydroxyphenyl)-2-[2-(3,7-diaminoheptanamido)-3-hydroxy-3-methylbutanamido]prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       8.208  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.128  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.002  -3.080   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      12.003  -0.770   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      18.672  -3.080   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   28  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   22                                                       
CONECT   31   20   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Value	Source
3-(4-Chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoate	Generator

Chemical Formula

C₂₁H₃₁ClN₄O₇

Average Mass

486.9500 Da

Monoisotopic Mass

486.18813 Da

IUPAC Name

3-(4-chloro-3,5-dihydroxyphenyl)-2-[2-(3,7-diaminoheptanamido)-3-hydroxy-3-methylbutanamido]prop-2-enoic acid

Traditional Name

3-(4-chloro-3,5-dihydroxyphenyl)-2-[2-(3,7-diaminoheptanamido)-3-hydroxy-3-methylbutanamido]prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(O)C(NC(=O)CC(N)CCCCN)C(=O)NC(=CC1=CC(O)=C(Cl)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C21H31ClN4O7/c1-21(2,33)18(26-16(29)10-12(24)5-3-4-6-23)19(30)25-13(20(31)32)7-11-8-14(27)17(22)15(28)9-11/h7-9,12,18,27-28,33H,3-6,10,23-24H2,1-2H3,(H,25,30)(H,26,29)(H,31,32)

InChI Key

LGIARSLOMQCKGX-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
Streptomyces platensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hydroxycinnamic acid or derivatives
Hydroxycinnamic acid
Coumaric acid or derivatives
Cinnamic acid
Cinnamic acid or derivatives
Alpha-amino acid or derivatives
2-chlorophenol
2-halophenol
Resorcinol
Halobenzene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Chlorobenzene
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Tertiary alcohol
Amino acid or derivatives
Amino acid
Monocarboxylic acid or derivatives
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organohalogen compound
Alcohol
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organochloride
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.72	ALOGPS
logP	-4.6	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	10.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	208.23 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	122.58 m³·mol⁻¹	ChemAxon
Polarizability	48.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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

85201039

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid (NP0172216)

MOL for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

3D MOL for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

3D SDF for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

3D-SDF for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

PDB for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

3D PDB for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

SMILES for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

INCHI for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

Structure for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)

3D Structure for NP0172216 (3-(4-chloro-3,5-dihydroxyphenyl)-2-({2-[(3,7-diamino-1-hydroxyheptylidene)amino]-1,3-dihydroxy-3-methylbutylidene}amino)prop-2-enoic acid)