4-[[[1-(2-Fluorophenyl)cyclopentyl]amino]methyl]-2-[(4-methylpiperazin-1-yl)methyl]phenol

ID: ALA3590544

Chembl Id: CHEMBL3590544

Cas Number: 1287451-26-6

PubChem CID: 46965865

Max Phase: Preclinical

Molecular Formula: C24H32FN3O

Molecular Weight: 397.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2cc(CNC3(c4ccccc4F)CCCC3)ccc2O)CC1

Standard InChI:  InChI=1S/C24H32FN3O/c1-27-12-14-28(15-13-27)18-20-16-19(8-9-23(20)29)17-26-24(10-4-5-11-24)21-6-2-3-7-22(21)25/h2-3,6-9,16,26,29H,4-5,10-15,17-18H2,1H3

Standard InChI Key:  RMYLFPZPIDTXQK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3590544

   4-(((1-(2-Fluorophenyl)cyclopentyl)amino)methyl)-2-((4-methylpiperazin-1-yl)methyl)phenol

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: 397.54

Molecular Weight (Monoisotopic): 397.2529

AlogP: 3.84

#Rotatable Bonds: 6

Polar Surface Area: 38.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.96

CX Basic pKa: 8.24

CX LogP: 3.55

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -0.95

References

1. Torrente E, Parodi C, Ercolani L, De Mei C, Ferrari A, Scarpelli R, Grimaldi B..  (2015)  Synthesis and in Vitro Anticancer Activity of the First Class of Dual Inhibitors of REV-ERBβ and Autophagy.,  58  (15): [PMID:26135471] [10.1021/acs.jmedchem.5b00511]

2. He S, Li Q, Jiang X, Lu X, Feng F, Qu W, Chen Y, Sun H..  (2018)  Design of Small Molecule Autophagy Modulators: A Promising Druggable Strategy.,  61  (11): [PMID:29211480] [10.1021/acs.jmedchem.7b01019]

3. Uriz-Huarte A,Date A,Ang H,Ali S,Brady HJM,Fuchter MJ.  (2020)  The transcriptional repressor REV-ERB as a novel target for disease.,  30  (17): [PMID:32738989] [10.1016/j.bmcl.2020.127395]

4. Ye W, Fan C, Fu K, Wang X, Lin J, Nian S, Liu C, Zhou W..  (2022)  The SAR and action mechanisms of autophagy inhibitors that eliminate drug resistance.,  244  [PMID:36283182] [10.1016/j.ejmech.2022.114846]

Source

Source(1):

• Scientific Literature