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

ID: ALA293172

PubChem CID: 10794205

Max Phase: Preclinical

Molecular Formula: C32H56N4O9

Molecular Weight: 640.82

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)OC(C)(C)C

Standard InChI:  InChI=1S/C32H56N4O9/c1-6-8-10-12-14-18-28(39)35(43)22-16-20-33-26(37)24-32(42,30(41)45-31(3,4)5)25-27(38)34-21-17-23-36(44)29(40)19-15-13-11-9-7-2/h14-15,18-19,42-44H,6-13,16-17,20-25H2,1-5H3,(H,33,37)(H,34,38)/b18-14+,19-15+

Standard InChI Key:  XPQACTZLMOTDSL-JSAVKQRWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA293172

   tert-butyl 2-hydroxy-4-[3-[hydroxy-[(E)-oct-2-enoyl]amino]propylamino]-2-[2-[3-[hydroxy-[(E)-oct-2-enoyl]amino]propylamino]-2-oxoethyl]-4-oxobutanoate

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: 640.82

Molecular Weight (Monoisotopic): 640.4047

AlogP: 3.56

#Rotatable Bonds: 23

Polar Surface Area: 185.81

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.51

CX Basic pKa: ┄

CX LogP: 2.71

CX LogD: 2.68

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.04

Np Likeness Score: 0.21

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