N-(5-(2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2-dihydrobenzo[h][1,6]naphthyridin-9-yl)pyridine-2-yl)propionamide

ID: ALA4525212

PubChem CID: 155249545

Max Phase: Preclinical

Molecular Formula: C27H19F3N4O2

Molecular Weight: 488.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1ccc(-c2ccc3ncc4ccc(=O)n(-c5cccc(C(F)(F)F)c5)c4c3c2)cn1

Standard InChI:  InChI=1S/C27H19F3N4O2/c1-2-24(35)33-23-10-7-17(14-32-23)16-6-9-22-21(12-16)26-18(15-31-22)8-11-25(36)34(26)20-5-3-4-19(13-20)27(28,29)30/h3-15H,2H2,1H3,(H,32,33,35)

Standard InChI Key:  OSCKRJSVFBISNB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    6.7095  -27.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7083  -28.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4164  -28.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4146  -26.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232  -27.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1239  -28.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8325  -28.4085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5407  -27.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0037  -26.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049  -25.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979  -25.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893  -25.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921  -26.7814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2997  -27.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1111  -25.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1103  -24.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4011  -24.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6948  -24.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021  -25.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4118  -25.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3969  -23.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1025  -23.0964    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6871  -23.1038    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3919  -22.6874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8222  -26.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5326  -27.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2357  -26.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2346  -25.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5243  -25.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8150  -25.9519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5217  -24.7233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8810  -25.5525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739  -25.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4655  -25.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662  -25.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1752  -26.7793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 26  1  0
 25  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1  9  1  0
 30 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 25 26  2  0
 25 30  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 12 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525212

   ---

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: 488.47

Molecular Weight (Monoisotopic): 488.1460

AlogP: 5.97

#Rotatable Bonds: 4

Polar Surface Area: 76.88

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.12

CX Basic pKa: 3.82

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -1.43

References

1. Hao T, Li Y, Fan S, Li W, Wang S, Li S, Cao R, Zhong W..  (2019)  Design, synthesis and pharmacological evaluation of a novel mTOR-targeted anti-EV71 agent.,  175  [PMID:31082764] [10.1016/j.ejmech.2019.04.048]

Source

Source(1):

• Scientific Literature