2-Hydroxy-N-[3-(hydroxy-oct-2-enoyl-amino)-propyl]-2-{[3-(hydroxy-oct-2-enoyl-amino)-propylcarbamoyl]-methyl}-succinamic acid

ID: ALA65682

PubChem CID: 11813928

Max Phase: Preclinical

Molecular Formula: C28H48N4O9

Molecular Weight: 584.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C=C/C(=O)N(O)CCCNC(=O)CC(O)(CC(=O)NCCCN(O)C(=O)/C=C/CCCCC)C(=O)O

Standard InChI:  InChI=1S/C28H48N4O9/c1-3-5-7-9-11-15-25(35)31(40)19-13-17-29-23(33)21-28(39,27(37)38)22-24(34)30-18-14-20-32(41)26(36)16-12-10-8-6-4-2/h11-12,15-16,39-41H,3-10,13-14,17-22H2,1-2H3,(H,29,33)(H,30,34)(H,37,38)/b15-11+,16-12+

Standard InChI Key:  ZYPXWYPUWAXTQR-JOBJLJCHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA65682

   Acinetoferrin

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: 584.71

Molecular Weight (Monoisotopic): 584.3421

AlogP: 2.30

#Rotatable Bonds: 23

Polar Surface Area: 196.81

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: -1.88

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.05

Np Likeness Score: 0.35

References

1. Guo H, Naser SA, Ghobrial G, Phanstiel O..  (2002)  Synthesis and biological evaluation of new citrate-based siderophores as potential probes for the mechanism of iron uptake in mycobacteria.,  45  (10): [PMID:11985473] [10.1021/jm0104522]

Source

Source(1):

• Scientific Literature