[(Hex)-(DHtyr)-(L-Htyr)-(D-Phe)]

ID: ALA453142

Chembl Id: CHEMBL453142

PubChem CID: 637849

Max Phase: Preclinical

Molecular Formula: C35H43N3O7

Molecular Weight: 617.74

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Spiroidesin | Spiroidesin|CHEMBL453142|SCHEMBL16431192|CHEBI:198456|DTXSID001306552|(2R)-2-[[(2S)-2-[[(2R)-2-(hexanoylamino)-4-(4-hydroxyphenyl)butanoyl]amino]-4-(4-hydroxyphenyl)butanoyl]amino]-3-phenylpropanoic acid|2-[2-[2-Hexanoylamino-4-(4-hydroxy-phenyl)-butyrylamino]-4-(4-hydroxy-phenyl)-butyrylamino]-3-phenyl-propionic acid|D-phenylalanine, N-[(2S)-4-(4-hydroxyphenyl)-2-[[(2R)-4-(4-hydroxyphenyl)-1-oxo-2-[(1-oxohexyl)amino]butyl]amino]-1-oxobutyl]-|InChI=1/C35H43N3O7/c1-2-3-5-10-32(41)36Show More⌵

Canonical SMILES:  CCCCCC(=O)N[C@H](CCc1ccc(O)cc1)C(=O)N[C@@H](CCc1ccc(O)cc1)C(=O)N[C@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C35H43N3O7/c1-2-3-5-10-32(41)36-29(21-15-24-11-17-27(39)18-12-24)33(42)37-30(22-16-25-13-19-28(40)20-14-25)34(43)38-31(35(44)45)23-26-8-6-4-7-9-26/h4,6-9,11-14,17-20,29-31,39-40H,2-3,5,10,15-16,21-23H2,1H3,(H,36,41)(H,37,42)(H,38,43)(H,44,45)/t29-,30+,31-/m1/s1

Standard InChI Key:  XFLVJFHNXBWJDL-MJSOWUPRSA-N

Alternative Forms

1. Parent:

   

   ALA453142

   SPIROIDESIN

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: 617.74

Molecular Weight (Monoisotopic): 617.3101

AlogP: 4.03

#Rotatable Bonds: 18

Polar Surface Area: 165.06

Molecular Species: ACID

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.82

CX Basic pKa: ┄

CX LogP: 5.45

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: 0.16

References

1. Kaya K, Mahakhant A, Keovara L, Sano T, Kubo T, Takagi H..  (2002)  Spiroidesin, a novel lipopeptide from the cyanobacterium Anabaena spiroides that inhibits cell growth of the cyanobacterium Microcystis aeruginosa.,  65  (6): [PMID:12088439] [10.1021/np010660x]

Source

Source(1):

• Scientific Literature