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

ID: ALA464542

PubChem CID: 11519209

Max Phase: Preclinical

Molecular Formula: C29H46N2O6

Molecular Weight: 518.70

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pseudotrienic acid B | PSEUDOTRIENIC ACID B|(2E,4E,6E)-9-[[(2S,3R)-3-hydroxy-4-[[(3E,5E)-7-hydroxy-4-methyltetradeca-3,5-dienoyl]amino]-2-methylbutanoyl]amino]nona-2,4,6-trienoic acid|CHEMBL464542|CHEBI:213653

Canonical SMILES:  CCCCCCCC(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/C29H46N2O6/c1-4-5-6-9-12-15-25(32)19-17-23(2)18-20-27(34)31-22-26(33)24(3)29(37)30-21-14-11-8-7-10-13-16-28(35)36/h7-8,10-11,13,16-19,24-26,32-33H,4-6,9,12,14-15,20-22H2,1-3H3,(H,30,37)(H,31,34)(H,35,36)/b10-7+,11-8+,16-13+,19-17+,23-18+/t24-,25?,26-/m0/s1

Standard InChI Key:  KUBFEPFJIGSSKC-DXIDGMHMSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA464542

   PSEUDOTRIENIC ACID 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: 518.70

Molecular Weight (Monoisotopic): 518.3356

AlogP: 3.97

#Rotatable Bonds: 20

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: 3.62

CX LogD: 0.94

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.09

Np Likeness Score: 1.79

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