serratamolide E

ID: ALA464876

PubChem CID: 24862330

Max Phase: Preclinical

Molecular Formula: C24H42N2O8

Molecular Weight: 486.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Serratamolide E | CHEMBL464876

Canonical SMILES:  CCCCCCC[C@@H]1CC(=O)N[C@@H](CO)C(=O)O[C@H](CCCCC)CC(=O)N[C@@H](CO)C(=O)O1

Standard InChI:  InChI=1S/C24H42N2O8/c1-3-5-7-8-10-12-18-14-22(30)26-19(15-27)23(31)33-17(11-9-6-4-2)13-21(29)25-20(16-28)24(32)34-18/h17-20,27-28H,3-16H2,1-2H3,(H,25,29)(H,26,30)/t17-,18-,19+,20+/m1/s1

Standard InChI Key:  PTVPABPUSZNBMJ-ZRNYENFQSA-N

Molfile:  

     RDKit          2D

 34 34  0  0  0  0  0  0  0  0999 V2000
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    9.8576   -4.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2586   -4.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9997   -5.6724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1835   -5.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9979   -6.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0756   -7.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2553   -7.0931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0069   -7.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4052   -7.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277   -8.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6324   -7.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5432   -5.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8251   -6.0240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7083   -7.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4267   -6.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -8.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9913   -4.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6859   -4.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4185   -4.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5791   -7.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8489   -8.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1514   -7.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4212   -8.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7237   -7.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9983   -8.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1133   -4.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8460   -4.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 16  2  0
  1  3  1  0
  7 17  2  0
  2  4  1  0
 13 18  2  0
  3  5  1  0
  6 19  1  6
  4  6  1  0
 19 20  1  0
  5  7  1  0
  9 21  1  6
  6  8  1  0
 21 22  1  0
  7  9  1  0
 12 23  1  1
  8 10  1  0
  3 24  1  1
  9 11  1  0
 24 25  1  0
 12 10  1  0
 25 26  1  0
 11 13  1  0
 26 33  1  0
 12 14  1  0
 23 27  1  0
 13 14  1  0
 27 28  1  0
 28 29  1  0
  8 15  2  0
 29 30  1  0
  1  2  1  0
 30 31  1  0
 31 32  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA464876

   SERRATAMOLIDE E

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.61

Molecular Weight (Monoisotopic): 486.2941

AlogP: 1.50

#Rotatable Bonds: 12

Polar Surface Area: 151.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: 1.17

References

1. Dwivedi D, Jansen R, Molinari G, Nimtz M, Johri BN, Wray V..  (2008)  Antimycobacterial serratamolides and diacyl peptoglucosamine derivatives from Serratia sp.,  71  (4): [PMID:18303848] [10.1021/np7007126]

Source

Source(1):

• Scientific Literature