NP-MRD: Showing NP-Card for Factumycin (NP0332932)

This compound has been merged with an existing record. Please view the record: NP0022070

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Record Information

Version

2.0

Created at

2024-05-02 07:24:10 UTC

Updated at

2024-11-01 01:35:37 UTC

NP-MRD ID

NP0332932

Natural Product DOI

https://doi.org/10.57994/2213

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Factumycin

Description

FACTUMYCIN belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom. Factumycin was first documented in 2015 (PMID: 25621700). Based on a literature review a small amount of articles have been published on FACTUMYCIN (PMID: 38632045) (PMID: 29705162).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142310012D          

 56 57  0  0  1  0            999 V2000
    1.8927   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -8.9349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4802   -9.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8483   -9.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2555   -9.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987  -10.7440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1740  -11.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668  -11.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987  -11.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543  -11.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915  -10.9921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3595  -11.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477  -11.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230  -11.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549  -12.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483  -10.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -8.2204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1927   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -6.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677   -6.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0802   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6677   -4.6480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3177   -4.6480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -10.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -11.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -13.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -13.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -13.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677  -13.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427  -13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677  -11.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -11.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -9.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12  9  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
  4 18  1  6  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 29 26  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 43 50  1  0  0  0  0
 50 51  2  0  0  0  0
 42 52  2  0  0  0  0
 41 53  1  0  0  0  0
 29 54  1  1  0  0  0
 25 55  1  0  0  0  0
 19 56  2  0  0  0  0
M  END


  Mrv2104 01142310012D          

 56 57  0  0  1  0            999 V2000
    1.8927   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -8.9349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4802   -9.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8483   -9.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2555   -9.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987  -10.7440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1740  -11.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668  -11.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987  -11.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543  -11.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915  -10.9921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3595  -11.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477  -11.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230  -11.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549  -12.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483  -10.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -8.2204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1927   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -6.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677   -6.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0802   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6677   -4.6480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3177   -4.6480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -10.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -11.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177  -13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -13.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052  -13.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -13.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677  -13.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427  -13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677  -11.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -11.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802  -11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -9.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12  9  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
  4 18  1  6  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 29 26  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 43 50  1  0  0  0  0
 50 51  2  0  0  0  0
 42 52  2  0  0  0  0
 41 53  1  0  0  0  0
 29 54  1  1  0  0  0
 25 55  1  0  0  0  0
 19 56  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C(=O)NC\C=C\C=C(/C)[C@@H](OC)[C@H](C)[C@@H](O)[C@H](O)\C=C\C=C\C=C\C=C(/C)C(=O)C1=C(O)C=CN(C)C1=O)[C@]1(O)C[C@H](O)C(C)(C)[C@@H](O1)\C=C\C=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C44H62N2O10/c1-10-12-16-24-36-43(6,7)35(49)28-44(54,56-36)32(11-2)41(52)45-26-20-19-22-30(4)40(55-9)31(5)39(51)34(48)23-18-15-13-14-17-21-29(3)38(50)37-33(47)25-27-46(8)42(37)53/h10,12-25,27,31-32,34-36,39-40,47-49,51,54H,11,26,28H2,1-9H3,(H,45,52)/b12-10+,15-13+,17-14+,20-19+,23-18+,24-16+,29-21+,30-22+/t31-,32-,34-,35+,36+,39-,40-,44+/m1/s1

> <INCHI_KEY>
HMBDLBWGDMNPDW-XJDJTWLWSA-N

> <FORMULA>
C44H62N2O10

> <MOLECULAR_WEIGHT>
778.984

> <EXACT_MASS>
778.440446204

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
87.93830715393398

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(2E,4E,6S,7R,8R,9R,10E,12E,14E,16E)-8,9-dihydroxy-18-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-6-methoxy-5,7,17-trimethyl-18-oxooctadeca-2,4,10,12,14,16-hexaen-1-yl]-2-[(2S,4S,6S)-2,4-dihydroxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dien-1-yl]oxan-2-yl]butanamide

> <JCHEM_LOGP>
5.024384611333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.528558858541562

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.556047740984743

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8329019817878827

> <JCHEM_POLAR_SURFACE_AREA>
186.09

> <JCHEM_REFRACTIVITY>
228.1703000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(2E,4E,6S,7R,8R,9R,10E,12E,14E,16E)-8,9-dihydroxy-18-(4-hydroxy-1-methyl-2-oxopyridin-3-yl)-6-methoxy-5,7,17-trimethyl-18-oxooctadeca-2,4,10,12,14,16-hexaen-1-yl]-2-[(2S,4S,6S)-2,4-dihydroxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dien-1-yl]oxan-2-yl]butanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JAN-23         0                                  
HETATM    1  C   UNK     0       3.533 -14.011   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.763 -15.345   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.533 -16.678   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.763 -18.012   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.583 -17.022   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.210 -18.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.478 -20.055   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.925 -20.582   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.298 -21.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.478 -22.035   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.528 -22.379   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.851 -20.519   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.671 -21.508   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.776 -20.982   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.956 -21.972   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.403 -21.445   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.583 -22.435   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.583 -19.002   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.073 -16.678   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.843 -15.345   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.383 -15.345   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.153 -14.011   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.693 -14.011   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.463 -12.677   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003 -12.677   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.773 -11.344   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.003 -10.010   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.773  -8.676   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.313 -11.344   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.083 -10.010   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.313  -8.676   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.623 -10.010   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.393  -8.676   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      17.393 -11.344   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.623 -12.677   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.393 -14.011   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.623 -15.345   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.393 -16.678   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.623 -18.012   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      17.393 -19.346   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.623 -20.679   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.393 -22.013   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.623 -23.347   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.393 -24.680   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      18.933 -24.680   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      16.623 -26.014   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.083 -26.014   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0      14.313 -24.680   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0      12.773 -24.680   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      15.083 -23.347   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      14.313 -22.013   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      18.933 -22.013   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      15.083 -20.679   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.083 -12.677   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      12.773 -14.011   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       5.843 -18.012   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6   18                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12    4                                                       
CONECT   19    3   20   56                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   55                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   54                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   53                                                  
CONECT   42   41   43   52                                                  
CONECT   43   42   44   50                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   43   51                                                  
CONECT   51   50                                                            
CONECT   52   42                                                            
CONECT   53   41                                                            
CONECT   54   29                                                            
CONECT   55   25                                                            
CONECT   56   19                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₆₂N₂O₁₀

Average Mass

778.9840 Da

Monoisotopic Mass

778.44045 Da

IUPAC Name

(2S)-N-[(2E,4E,6S,7R,8R,9R,10E,12E,14E,16E)-8,9-dihydroxy-18-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-6-methoxy-5,7,17-trimethyl-18-oxooctadeca-2,4,10,12,14,16-hexaen-1-yl]-2-[(2S,4S,6S)-2,4-dihydroxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dien-1-yl]oxan-2-yl]butanamide

Traditional Name

(2S)-N-[(2E,4E,6S,7R,8R,9R,10E,12E,14E,16E)-8,9-dihydroxy-18-(4-hydroxy-1-methyl-2-oxopyridin-3-yl)-6-methoxy-5,7,17-trimethyl-18-oxooctadeca-2,4,10,12,14,16-hexaen-1-yl]-2-[(2S,4S,6S)-2,4-dihydroxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dien-1-yl]oxan-2-yl]butanamide

CAS Registry Number

Not Available

SMILES

CC[C@H](C(=O)NC\C=C\C=C(/C)[C@@H](OC)[C@H](C)[C@@H](O)[C@H](O)\C=C\C=C\C=C\C=C(/C)C(=O)C1=C(O)C=CN(C)C1=O)[C@]1(O)C[C@H](O)C(C)(C)[C@@H](O1)\C=C\C=C\C

InChI Identifier

InChI=1S/C44H62N2O10/c1-10-12-16-24-36-43(6,7)35(49)28-44(54,56-36)32(11-2)41(52)45-26-20-19-22-30(4)40(55-9)31(5)39(51)34(48)23-18-15-13-14-17-21-29(3)38(50)37-33(47)25-27-46(8)42(37)53/h10,12-25,27,31-32,34-36,39-40,47-49,51,54H,11,26,28H2,1-9H3,(H,45,52)/b12-10+,15-13+,17-14+,20-19+,23-18+,24-16+,29-21+,30-22+/t31-,32-,34-,35+,36+,39-,40-,44+/m1/s1

InChI Key

HMBDLBWGDMNPDW-XJDJTWLWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl3, experimental)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 800.20479934, CDCl₃, simulated)	eparkins@purdue.edu	Purdue University	Elizabeth Parkinson	2024-05-02	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
toxytricini		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Halopyridines

Direct Parent

Polyhalopyridines

Alternative Parents

Substituents

Polyhalopyridine
Aryl ketone
Methylpyridine
Hydroxypyridine
Dihydropyridine
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Oxane
N-acyl-amine
Hemiketal
Fatty amide
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Alpha,beta-unsaturated ketone
Tertiary carboxylic acid amide
Enone
Acryloyl-group
Secondary alcohol
Lactam
Ketone
Carboxamide group
Oxacycle
Azacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
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	5.02	ChemAxon
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.09 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	228.17 m³·mol⁻¹	ChemAxon
Polarizability	87.94 Å³	ChemAxon
Number of Rings	2	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Alwali AY, Santos D, Aguilar C, Birch A, Rodriguez-Orduna L, Roberts CB, Modi R, Licona-Cassani C, Parkinson EI: Discovery of Streptomyces species CS-62, a novel producer of the Acinetobacter baumannii selective antibiotic factumycin. J Ind Microbiol Biotechnol. 2024 Jan 9;51:kuae014. doi: 10.1093/jimb/kuae014. [PubMed:38632045 ]
Charousova I, Medo J, Hleba L, Javorekova S: Streptomyces globosus DK15 and Streptomyces ederensis ST13 as new producers of factumycin and tetrangomycin antibiotics. Braz J Microbiol. 2018 Oct-Dec;49(4):816-822. doi: 10.1016/j.bjm.2017.12.007. Epub 2018 Mar 1. [PubMed:29705162 ]
Gui C, Li Q, Mo X, Qin X, Ma J, Ju J: Discovery of a new family of Dieckmann cyclases essential to tetramic acid and pyridone-based natural products biosynthesis. Org Lett. 2015 Feb 6;17(3):628-31. doi: 10.1021/ol5036497. Epub 2015 Jan 26. [PubMed:25621700 ]

Showing NP-Card for Factumycin (NP0332932)

MOL for NP0332932 (Factumycin)

3D MOL for NP0332932 (Factumycin)

3D SDF for NP0332932 (Factumycin)

3D-SDF for NP0332932 (Factumycin)

PDB for NP0332932 (Factumycin)

3D PDB for NP0332932 (Factumycin)

SMILES for NP0332932 (Factumycin)

INCHI for NP0332932 (Factumycin)

Structure for NP0332932 (Factumycin)

3D Structure for NP0332932 (Factumycin)