4-[(1S,2R)/(1R,2S)-2-[(Cyclopropylmethyl)amino)cyclopropyl)-N-(6-fluoro-4-methylpyridin-3-yl)-N-methylbenzamide

ID: ALA5291155

Max Phase: Preclinical

Molecular Formula: C21H24FN3O

Molecular Weight: 353.44

Names and Identifiers

Canonical SMILES:  Cc1cc(F)ncc1N(C)C(=O)c1ccc([C@@H]2C[C@H]2NCC2CC2)cc1

Standard InChI:  InChI=1S/C21H24FN3O/c1-13-9-20(22)24-12-19(13)25(2)21(26)16-7-5-15(6-8-16)17-10-18(17)23-11-14-3-4-14/h5-9,12,14,17-18,23H,3-4,10-11H2,1-2H3/t17-,18+/m0/s1

Standard InChI Key:  VUPIIHSYRDZCSU-ZWKOTPCHSA-N

Molfile:  

 
     RDKit          2D

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   -4.7525    1.7994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0380    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115    0.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3261    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0380    0.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8971    0.1496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8971   -0.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827    0.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827    1.3871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4682    0.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4682   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577   -0.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4971   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.6758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115    0.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    0.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393    1.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7525    0.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0854   -1.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577    0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    0.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8971    1.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  3  2  0
  5  4  1  0
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  7  6  1  0
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 16 15  1  1
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 15 24  2  0
 24 25  1  0
 25 12  2  0
  4 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291155

   ---

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: 353.44

Molecular Weight (Monoisotopic): 353.1903

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.93

CX LogP: 3.34

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: -1.26

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