(2E,4E,6E)-9-[((2S,3R)-3-hydroxy-4-{[(3E,5E,7RS)-7-hydroxy-4-methylhexadeca-3,5-dienoyl]amino}-2-methylbutanoyl)amino]nona-2,4,6-trienoic acid

ID: ALA464336

PubChem CID: 11548446

Max Phase: Preclinical

Molecular Formula: C31H50N2O6

Molecular Weight: 546.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(O)/C=C/C(C)=C/CC(=O)NC[C@H](O)[C@H](C)C(=O)NCC/C=C/C=C/C=C/C(=O)O

Standard InChI:  InChI=1S/C31H50N2O6/c1-4-5-6-7-8-11-14-17-27(34)21-19-25(2)20-22-29(36)33-24-28(35)26(3)31(39)32-23-16-13-10-9-12-15-18-30(37)38/h9-10,12-13,15,18-21,26-28,34-35H,4-8,11,14,16-17,22-24H2,1-3H3,(H,32,39)(H,33,36)(H,37,38)/b12-9+,13-10+,18-15+,21-19+,25-20+/t26-,27?,28-/m0/s1

Standard InChI Key:  WBVCUTBXBMPSBQ-UQLNNEGESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA464336

   PSEUDOTRIENIC ACID A

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: 546.75

Molecular Weight (Monoisotopic): 546.3669

AlogP: 4.75

#Rotatable Bonds: 22

Polar Surface Area: 135.96

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.65

CX Basic pKa: ┄

CX LogP: 4.51

CX LogD: 1.83

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.08

Np Likeness Score: 1.70

References

1. Pohanka A, Broberg A, Johansson M, Kenne L, Levenfors J..  (2005)  Pseudotrienic acids A and B, two bioactive metabolites from Pseudomonas sp. MF381-IODS.,  68  (9): [PMID:16180818] [10.1021/np050243a]

Source

Source(1):

• Scientific Literature