2-(9H-Carbazol-9-yl)-N-ethyl-N-(4-fluorobenzyl)acetamide

ID: ALA4551915

PubChem CID: 155555765

Max Phase: Preclinical

Molecular Formula: C23H21FN2O

Molecular Weight: 360.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(Cc1ccc(F)cc1)C(=O)Cn1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C23H21FN2O/c1-2-25(15-17-11-13-18(24)14-12-17)23(27)16-26-21-9-5-3-7-19(21)20-8-4-6-10-22(20)26/h3-14H,2,15-16H2,1H3

Standard InChI Key:  SENZHCJSQXTVHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.2141  -25.3288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8014  -26.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5516  -25.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7524  -25.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2022  -26.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4567  -27.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2553  -27.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8771  -25.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6209  -26.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1669  -27.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9692  -27.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2226  -26.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749  -25.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2124  -24.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9192  -24.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9175  -23.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6319  -24.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6284  -22.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2089  -22.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2071  -22.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3411  -23.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3387  -24.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0506  -24.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7625  -24.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7581  -23.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0457  -22.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4758  -24.4947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  0
  8  1  1  0
  1  3  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
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  7  2  1  0
  8  9  2  0
  9 10  1  0
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  1 14  1  0
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 15 16  1  0
 15 17  2  0
 16 18  1  0
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 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551915

   ---

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: 360.43

Molecular Weight (Monoisotopic): 360.1638

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 25.24

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -1.53

References

1. Cheng HWA, Sokias R, Werry EL, Ittner LM, Reekie TA, Du J, Gao Q, Hibbs DE, Kassiou M..  (2019)  First Nondiscriminating Translocator Protein Ligands Produced from a Carbazole Scaffold.,  62  (17): [PMID:31419132] [10.1021/acs.jmedchem.9b00980]

Source

Source(1):

• Scientific Literature