(E)-5-Fluoro-N-(4-hydroxy-3-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzyl)-2-morpholinobenzamide

ID: ALA5186345

Chembl Id: CHEMBL5186345

PubChem CID: 168282665

Max Phase: Preclinical

Molecular Formula: C21H22FN3O5

Molecular Weight: 415.42

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc(CNC(=O)c2cc(F)ccc2N2CCOCC2)ccc1O)NO

Standard InChI:  InChI=1S/C21H22FN3O5/c22-16-3-4-18(25-7-9-30-10-8-25)17(12-16)21(28)23-13-14-1-5-19(26)15(11-14)2-6-20(27)24-29/h1-6,11-12,26,29H,7-10,13H2,(H,23,28)(H,24,27)/b6-2+

Standard InChI Key:  HHJQJANZQXJINS-QHHAFSJGSA-N

Alternative Forms

1. Parent:

   

   ALA5186345

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 415.42

Molecular Weight (Monoisotopic): 415.1543

AlogP: 1.82

#Rotatable Bonds: 6

Polar Surface Area: 111.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.04

CX Basic pKa: 0.19

CX LogP: 1.85

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -1.24

References

1. Zhu H, Tan Y, He C, Liu Y, Duan Y, Zhu W, Zheng T, Li D, Xu J, Yang DH, Chen ZS, Xu S..  (2022)  Discovery of a Novel Vascular Disrupting Agent Inhibiting Tubulin Polymerization and HDACs with Potent Antitumor Effects.,  65  (16.0): [PMID:35926141] [10.1021/acs.jmedchem.2c00681]

Source

Source(1):

• Scientific Literature