2-Fluoroethyl (4-oxo-4-(phenethylamino)butyl)carbamate

ID: ALA4567347

PubChem CID: 144562551

Max Phase: Preclinical

Molecular Formula: C15H21FN2O3

Molecular Weight: 296.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCNC(=O)OCCF)NCCc1ccccc1

Standard InChI:  InChI=1S/C15H21FN2O3/c16-9-12-21-15(20)18-10-4-7-14(19)17-11-8-13-5-2-1-3-6-13/h1-3,5-6H,4,7-12H2,(H,17,19)(H,18,20)

Standard InChI Key:  AHHVDDFQICGGPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   16.8639   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5716   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9870   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6947   -7.6106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9870   -6.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4024   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1101   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8178   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1561   -7.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5244   -7.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2317   -7.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2321   -6.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5194   -5.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8151   -6.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4484   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7407   -7.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4484   -8.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0330   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3253   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6176   -7.6106    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567347

   ---

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: 296.34

Molecular Weight (Monoisotopic): 296.1536

AlogP: 1.82

#Rotatable Bonds: 9

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -0.85

References

1. Gromek SM, deMayo JA, Maxwell AT, West AM, Pavlik CM, Zhao Z, Li J, Wiemer AJ, Zweifach A, Balunas MJ..  (2016)  Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity.,  24  (21): [PMID:27614919] [10.1016/j.bmc.2016.08.040]

Source

Source(1):

• Scientific Literature