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

ID: ALA4873538

PubChem CID: 164625404

Max Phase: Preclinical

Molecular Formula: C27H31NO4

Molecular Weight: 433.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1oc2ccccc2c1C(=O)c1ccc(OCCCC(=O)N2CCCC2)cc1

Standard InChI:  InChI=1S/C27H31NO4/c1-2-3-10-24-26(22-9-4-5-11-23(22)32-24)27(30)20-13-15-21(16-14-20)31-19-8-12-25(29)28-17-6-7-18-28/h4-5,9,11,13-16H,2-3,6-8,10,12,17-19H2,1H3

Standard InChI Key:  LVSNFURAXPVUAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.6556  -31.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3686  -30.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8746  -31.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3630  -31.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8742  -30.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1880  -31.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9368  -32.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1894  -33.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9956  -33.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4838  -32.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3557  -33.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9067  -32.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7139  -32.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2649  -32.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0721  -32.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3284  -33.1942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6232  -31.7961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4410  -31.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7753  -31.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1613  -30.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4476  -30.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 14  1  0
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 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873538

   ---

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: 433.55

Molecular Weight (Monoisotopic): 433.2253

AlogP: 5.79

#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: 5.10

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.30

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