serratamolide D

ID: ALA516546

PubChem CID: 24862374

Max Phase: Preclinical

Molecular Formula: C27H48N2O8

Molecular Weight: 528.69

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Serratamolide D | CHEMBL516546

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

Standard InChI:  InChI=1S/C27H48N2O8/c1-3-5-7-9-11-13-15-21-17-25(33)29-22(18-30)26(34)36-20(14-12-10-8-6-4-2)16-24(32)28-23(19-31)27(35)37-21/h20-23,30-31H,3-19H2,1-2H3,(H,28,32)(H,29,33)/t20-,21-,22+,23+/m1/s1

Standard InChI Key:  QDXNTPHOGIOVCV-LUKWVAJMSA-N

Molfile:  

     RDKit          2D

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  9 21  1  6
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 12 23  1  1
  8 10  1  0
  3 24  1  1
  9 11  1  0
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 12 14  1  0
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 23 30  1  0
  8 15  2  0
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  1  2  1  0
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  2 16  2  0
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  1  3  1  0
 33 36  1  0
  7 17  2  0
 29 34  1  0
 34 35  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA516546

   SERRATAMOLIDE D

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: 528.69

Molecular Weight (Monoisotopic): 528.3411

AlogP: 2.67

#Rotatable Bonds: 15

Polar Surface Area: 151.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.55

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.19

Np Likeness Score: 1.07

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