4-(3-((4-aminopiperidin-1-yl)methyl)-6-p-tolylbenzofuran-5-yl)benzonitrile

ID: ALA4875708

PubChem CID: 164628209

Max Phase: Preclinical

Molecular Formula: C28H27N3O

Molecular Weight: 421.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc3occ(CN4CCC(N)CC4)c3cc2-c2ccc(C#N)cc2)cc1

Standard InChI:  InChI=1S/C28H27N3O/c1-19-2-6-21(7-3-19)26-15-28-27(14-25(26)22-8-4-20(16-29)5-9-22)23(18-32-28)17-31-12-10-24(30)11-13-31/h2-9,14-15,18,24H,10-13,17,30H2,1H3

Standard InChI Key:  MLETXFGRTIAXND-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.5961   -1.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5949   -2.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3030   -2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0127   -2.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0098   -1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3012   -1.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8872   -1.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1794   -0.8819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7175   -2.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7174   -3.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4250   -4.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4210   -2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1291   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1315   -3.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9108   -3.9940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3900   -3.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9068   -2.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1570   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -1.7193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0124   -4.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3042   -3.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5972   -4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5972   -4.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3101   -5.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0142   -4.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8902   -5.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5040   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2997   -2.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5540   -1.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0062   -0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2040   -0.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3534   -1.2133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  3  0
  1  7  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
  4  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 17 18  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 10 20  1  0
 23 26  1  0
 19 27  1  0
 19 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875708

   ---

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: 421.54

Molecular Weight (Monoisotopic): 421.2154

AlogP: 5.87

#Rotatable Bonds: 4

Polar Surface Area: 66.19

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.11

CX LogP: 4.95

CX LogD: 1.98

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -0.72

References

1. Zhang X, Huang H, Zhang Z, Yan J, Wu T, Yin W, Sun Y, Wang X, Gu Y, Zhao D, Cheng M..  (2021)  Design, synthesis and biological evaluation of novel benzofuran derivatives as potent LSD1 inhibitors.,  220  [PMID:33945992] [10.1016/j.ejmech.2021.113501]

Source

Source(1):

• Scientific Literature