N-((S)-1-oxo-6-((1R,2S)-2-phenylcyclopropylamino)-1-(3-(trifluoromethyl)benzylamino)hexan-2-yl)biphenyl-4-carboxamide

ID: ALA4878920

PubChem CID: 102127476

Max Phase: Preclinical

Molecular Formula: C36H36F3N3O2

Molecular Weight: 599.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](CCCCN[C@@H]1C[C@H]1c1ccccc1)C(=O)NCc1cccc(C(F)(F)F)c1)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C36H36F3N3O2/c37-36(38,39)30-15-9-10-25(22-30)24-41-35(44)32(16-7-8-21-40-33-23-31(33)28-13-5-2-6-14-28)42-34(43)29-19-17-27(18-20-29)26-11-3-1-4-12-26/h1-6,9-15,17-20,22,31-33,40H,7-8,16,21,23-24H2,(H,41,44)(H,42,43)/t31-,32-,33+/m0/s1

Standard InChI Key:  SVRXJVGEJNTFDZ-XFCANUNOSA-N

Molfile:  

 
     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
   12.4878   -4.7001    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9044   -5.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3167   -4.6976    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7654   -5.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7643   -6.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4791   -7.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1956   -6.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928   -5.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4774   -5.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0509   -5.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3365   -5.8379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6219   -5.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9075   -5.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6217   -4.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1929   -5.4260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9077   -6.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4786   -5.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7640   -5.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4788   -6.6636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679   -4.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -4.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3388   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3416   -5.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0560   -5.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6223   -7.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6225   -7.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3371   -8.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3373   -9.1380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0519   -9.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4638  -10.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8761   -9.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631  -11.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7471  -11.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7470  -12.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4621  -12.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1789  -12.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1754  -11.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -4.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -3.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988   -3.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027   -4.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -4.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6217   -5.8286    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 13 16  1  6
 15 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 16 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 29 28  1  6
 30 29  1  0
 31 30  1  0
 29 31  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 30 32  1  1
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
 22 38  1  0
  8  2  1  0
  2 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878920

   N-[(2S)-1-oxo-6-[[(1R,2S)-2-phenylcyclopropyl]amino]-1-[[3-(trifluoromethyl)phenyl]methylamino]hexan-2-yl]-4-phenylbenzamide

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: 599.70

Molecular Weight (Monoisotopic): 599.2760

AlogP: 7.10

#Rotatable Bonds: 13

Polar Surface Area: 70.23

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.92

CX Basic pKa: 9.99

CX LogP: 7.03

CX LogD: 4.52

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: -0.78

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