4-(4-(2-Butylbenzofuran-3-carbonyl)phenoxy)-1-(piperidin-1-yl)-butan-1-one

ID: ALA4874389

PubChem CID: 164626961

Max Phase: Preclinical

Molecular Formula: C28H33NO4

Molecular Weight: 447.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1oc2ccccc2c1C(=O)c1ccc(OCCCC(=O)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C28H33NO4/c1-2-3-11-25-27(23-10-5-6-12-24(23)33-25)28(31)21-14-16-22(17-15-21)32-20-9-13-26(30)29-18-7-4-8-19-29/h5-6,10,12,14-17H,2-4,7-9,11,13,18-20H2,1H3

Standard InChI Key:  FXITUARNFZMFHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.0887  -31.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6212  -30.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.7888  -32.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3398  -32.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1471  -32.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6982  -31.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5054  -32.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7615  -32.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0564  -31.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8629  -31.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4130  -30.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1607  -30.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3530  -29.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7975  -30.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874389

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.58

Molecular Weight (Monoisotopic): 447.2410

AlogP: 6.18

#Rotatable Bonds: 10

Polar Surface Area: 59.75

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.54

CX LogD: 5.54

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -0.46

References

1. Zhang J, Zou L, Shi D, Liu J, Zhang J, Zhao R, Wang G, Zhang L, Ouyang L, Liu B..  (2021)  Structure-Guided Design of a Small-Molecule Activator of Sirtuin-3 that Modulates Autophagy in Triple Negative Breast Cancer.,  64  (19.0): [PMID:34605238] [10.1021/acs.jmedchem.0c02268]

Source

Source(1):

• Scientific Literature