4-[(1S,2R)/(1R,2S)-2-[(Cyclopropylmethyl)amino)cyclopropyl)phenyl)(3-fluoroazetidin-1-yl)methanone

ID: ALA5270703

Max Phase: Preclinical

Molecular Formula: C17H21FN2O

Molecular Weight: 288.37

Names and Identifiers

Canonical SMILES:  O=C(c1ccc([C@@H]2C[C@H]2NCC2CC2)cc1)N1CC(F)C1

Standard InChI:  InChI=1S/C17H21FN2O/c18-14-9-20(10-14)17(21)13-5-3-12(4-6-13)15-7-16(15)19-8-11-1-2-11/h3-6,11,14-16,19H,1-2,7-10H2/t15-,16+/m0/s1

Standard InChI Key:  CRFTYPZVLZZIHU-JKSUJKDBSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -1.7460    1.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    0.3575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575    0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4748   -0.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6776   -0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891   -0.6516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316   -0.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154   -0.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1088   -0.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338   -0.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483   -0.4678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3627    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    1.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944    0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172    0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  4  3  1  0
  4  5  1  0
  6  5  1  0
  3  6  1  0
  5  7  1  0
  8  2  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 17  1  0
 18 16  1  0
 19 13  1  0
 19 12  1  0
 11 20  2  0
 20 21  1  0
 21  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270703

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 288.37

Molecular Weight (Monoisotopic): 288.1638

AlogP: 2.34

#Rotatable Bonds: 5

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 1.94

CX LogD: -0.52

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -1.01

References

1. Matsuda S, Hattori Y, Matsumiya K, McQuade P, Yamashita T, Aida J, Sandiego CM, Gouasmat A, Carroll VM, Barret O, Tamagnan G, Koike T, Kimura H..  (2021)  Design, Synthesis, and Evaluation of [¹⁸F]T-914 as a Novel Positron-Emission Tomography Tracer for Lysine-Specific Demethylase 1.,  64  (17.0): [PMID:34423983] [10.1021/acs.jmedchem.1c00653]

Source

Source(1):

• Scientific Literature