1-((S)-3-aminopyrrolidin-1-yl)-2-(2-(2-(benzyloxy)-3,5-difluorophenyl)cyclopropylamino)ethanone

ID: ALA4878787

PubChem CID: 147241267

Max Phase: Preclinical

Molecular Formula: C22H25F2N3O2

Molecular Weight: 401.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@H]1CCN(C(=O)CNC2CC2c2cc(F)cc(F)c2OCc2ccccc2)C1

Standard InChI:  InChI=1S/C22H25F2N3O2/c23-15-8-18(22(19(24)9-15)29-13-14-4-2-1-3-5-14)17-10-20(17)26-11-21(28)27-7-6-16(25)12-27/h1-5,8-9,16-17,20,26H,6-7,10-13,25H2/t16-,17?,20?/m0/s1

Standard InChI Key:  CKUYVNUTAMQXJN-VXESANQCSA-N

Molfile:  

 
     RDKit          2D

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    8.5222   -8.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371   -9.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9536   -8.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9506   -7.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2353   -7.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -7.4917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2369   -9.9692    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2329   -6.6663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5171   -6.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5147   -5.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2298   -5.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2277   -4.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5114   -3.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7959   -4.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8015   -5.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6622   -7.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4872   -7.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0720   -6.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2032   -7.8898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9161   -7.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6321   -7.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3450   -7.4692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6353   -8.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0975   -7.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6472   -7.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2319   -6.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4257   -6.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4679   -7.2657    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
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  6  1  1  0
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  9 10  1  0
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 12 13  1  0
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 15 16  2  0
 16 11  1  0
 18 17  1  0
 19 18  1  0
 17 19  1  0
  5 17  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 23  1  0
 26 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4878787

   ---

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: 401.46

Molecular Weight (Monoisotopic): 401.1915

AlogP: 2.55

#Rotatable Bonds: 7

Polar Surface Area: 67.59

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.39

CX LogP: 1.89

CX LogD: -0.75

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -1.07

References

1. Dai XJ, Liu Y, Xiong XP, Xue LP, Zheng YC, Liu HM..  (2020)  Tranylcypromine Based Lysine-Specific Demethylase 1 Inhibitor: Summary and Perspective.,  63  (23.0): [PMID:32931269] [10.1021/acs.jmedchem.0c00919]

Source

Source(1):

• Scientific Literature