serratamolide B

ID: ALA465041

PubChem CID: 44567586

Max Phase: Preclinical

Molecular Formula: C28H48N2O8

Molecular Weight: 540.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC/C=C\C[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/C28H48N2O8/c1-3-5-7-9-10-12-14-16-22-18-26(34)30-23(19-31)27(35)37-21(15-13-11-8-6-4-2)17-25(33)29-24(20-32)28(36)38-22/h12,14,21-24,31-32H,3-11,13,15-20H2,1-2H3,(H,29,33)(H,30,34)/b14-12-/t21-,22-,23+,24+/m1/s1

Standard InChI Key:  YMOFMWFDYPVUFF-JYGRAXMSSA-N

Molfile:  

     RDKit          2D

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  6  7  1  0
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 20 31  1  1
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 20 22  1  0
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 31 33  1  0
 16 23  2  0
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  9 10  1  0
 34 35  1  0
 10 24  2  0
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  9 11  1  0
 36 37  1  0
 15 25  2  0
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 21 26  2  0
 37 38  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA465041

   SERRATAMOLIDE B

Molecule Features

Natural Product: No

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: 540.70

Molecular Weight (Monoisotopic): 540.3411

AlogP: 2.84

#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: 10.53

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.14

Np Likeness Score: 1.55

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