NP-MRD: Showing NP-Card for 3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid (NP0155155)

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Record Information

Version

2.0

Created at

2022-09-02 12:09:49 UTC

Updated at

2022-09-02 12:09:50 UTC

NP-MRD ID

NP0155155

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid

Description

3-({7,22-Dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24aH-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Based on a literature review very few articles have been published on 3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24aH-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022214092D          

 42 43  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057   -2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -2.1395    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
   -1.4198   -0.8096    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
   -0.0000    0.0000    0.0000 N   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    0.8250    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
    1.4289    1.6500    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
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.6271    0.0000 O   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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 21  1  4  0  0  0
 23 24  2  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
  8 39  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END

     RDKit          3D

 80 81  0  0  0  0  0  0  0  0999 V2000
    7.3655   -2.5296   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9173   -2.8556   -1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255   -4.1828   -2.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0946   -1.9146   -1.8435 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6751   -1.8853   -2.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0856   -1.5426   -0.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -1.4379   -0.6827 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710   -0.9601    0.9982 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2479   -1.9175    2.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018   -2.2594    3.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819   -1.8591    3.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -2.3618    3.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3854   -3.5665    2.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3531   -4.1193    1.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7509   -3.7179    0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1388    3.4037   -2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1288    2.3699   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0233    2.3093   -1.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    3.1792   -0.4124 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1965    3.0601   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527    4.6096   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073    5.1014    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916    6.3366    1.1314 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0949    3.9578    1.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2609    4.1027    3.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    2.8402    1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5868    1.1075    2.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    0.4214    1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -0.8728   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356   -0.2187   -3.5918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -0.6470   -3.3878 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0814   -1.8778   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7002   -0.4126   -4.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
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 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
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  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  0
  2  1  1  0
  2  3  1  0
  5 40  1  0
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 40 41  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
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 36 29  1  0
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 17 59  1  1
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 39 78  1  0
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  8 50  1  6
  6 48  1  0
  6 49  1  0
  5 47  1  6
  1 43  1  0
  1 44  1  0
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  3 46  1  0
 42 80  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
M  END


  Mrv1652309022214092D          

 42 43  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7537   -2.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0000    0.8250    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
    1.4289    1.6500    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
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.6271    0.0000 O   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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 21  1  4  0  0  0
 23 24  2  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
  8 39  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155155

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CN=C(O)C=CC=CC=CC2(C)CC(=O)C(O)=C2C(=O)CC(SCC(N=C(C)O)C(O)=O)C=CC=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H38N2O7S/c1-22-14-10-6-4-5-7-11-15-24(42-21-25(31(40)41)34-23(2)35)18-26(36)29-30(39)27(37)19-32(29,3)17-13-9-8-12-16-28(38)33-20-22/h4-17,22,24-25,39H,18-21H2,1-3H3,(H,33,38)(H,34,35)(H,40,41)

> <INCHI_KEY>
MRJJUYFTHHDJQK-UHFFFAOYSA-N

> <FORMULA>
C32H38N2O7S

> <MOLECULAR_WEIGHT>
594.72

> <EXACT_MASS>
594.239972746

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
65.59556252062526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24aH-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
2.533894656003713

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.0867262609468975

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.631740705812284

> <JCHEM_PKA_STRONGEST_BASIC>
7.138375654703468

> <JCHEM_POLAR_SURFACE_AREA>
156.85

> <JCHEM_REFRACTIVITY>
174.40060000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,24H-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       6.668  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       5.335  -3.080   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.161  -6.152   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.667  -6.472   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.437  -5.138   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.407  -3.994   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.650  -1.511   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.829   3.842   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.133   2.786   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.038   1.540   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.578   1.540   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.133   0.294   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.609  -1.171   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   36                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    8                                                       
CONECT   40    5   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Value	Source
3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24ah-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24ah-cyclopenta[i]azacyclotricosan-19-yl}sulphanyl)-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24ah-cyclopenta[i]azacyclotricosan-19-yl}sulphanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid	Generator

Chemical Formula

C₃₂H₃₈N₂O₇S

Average Mass

594.7200 Da

Monoisotopic Mass

594.23997 Da

IUPAC Name

3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,21H,23H,24H,24aH-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid

Traditional Name

3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9H,10H,19H,20H,24H-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid

CAS Registry Number

Not Available

SMILES

CC1CN=C(O)C=CC=CC=CC2(C)CC(=O)C(O)=C2C(=O)CC(SCC(N=C(C)O)C(O)=O)C=CC=CC=CC=C1

InChI Identifier

InChI=1S/C32H38N2O7S/c1-22-14-10-6-4-5-7-11-15-24(42-21-25(31(40)41)34-23(2)35)18-26(36)29-30(39)27(37)19-32(29,3)17-13-9-8-12-16-28(38)33-20-22/h4-17,22,24-25,39H,18-21H2,1-3H3,(H,33,38)(H,34,35)(H,40,41)

InChI Key

MRJJUYFTHHDJQK-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Alpha-amino acid or derivatives
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Acetamide
Vinylogous acid
Carboxamide group
Ketone
Cyclic ketone
Lactam
Secondary carboxylic acid amide
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Enol
Dialkylthioether
Sulfenyl compound
Monocarboxylic acid or derivatives
Azacycle
Thioether
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.44	ALOGPS
logP	2.53	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	7.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	156.85 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	174.4 m³·mol⁻¹	ChemAxon
Polarizability	65.6 Å³	ChemAxon
Number of Rings	2	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

75038331

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid (NP0155155)

MOL for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D MOL for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D SDF for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D-SDF for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

PDB for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D PDB for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

SMILES for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

INCHI for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

Structure for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D Structure for NP0155155 (3-({7,22-dihydroxy-10,24a-dimethyl-21,23-dioxo-9h,10h,19h,20h,24h-cyclopenta[i]azacyclotricosan-19-yl}sulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid)