3-(5-(4-(4-(3,5-difluoro-2-oxopyridin-1(2H)-yl)phenyl)piperazin-1-yl)pentyl)-1H-indole-5-carbonitrile

ID: ALA4876897

PubChem CID: 164628896

Max Phase: Preclinical

Molecular Formula: C29H30FN5O

Molecular Weight: 483.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2[nH]cc(CCCCCN3CCN(c4ccc(-n5cc(F)ccc5=O)cc4)CC3)c2c1

Standard InChI:  InChI=1S/C29H30FN5O/c30-24-6-12-29(36)35(21-24)26-9-7-25(8-10-26)34-16-14-33(15-17-34)13-3-1-2-4-23-20-32-28-11-5-22(19-31)18-27(23)28/h5-12,18,20-21,32H,1-4,13-17H2

Standard InChI Key:  STLRJMYMVOSCSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    5.7770  -18.6616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5243  -18.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4403  -17.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419  -17.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333  -16.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4161  -16.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075  -17.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4161  -18.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333  -18.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075  -15.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989  -15.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0468  -16.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8240  -17.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4305  -16.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2077  -16.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8183  -16.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5914  -16.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7621  -17.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5394  -17.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1500  -17.1384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9792  -16.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2020  -16.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9231  -17.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0938  -18.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8711  -18.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4817  -17.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3109  -17.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5337  -16.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8612  -17.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6426  -17.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8133  -18.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2027  -19.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4255  -18.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2548  -18.1488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6946  -16.8025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3709  -20.0015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
 10 11  3  0
  6 10  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 29 34  1  0
 29 35  2  0
 26 34  1  0
 20 23  1  0
 16 17  1  0
  3 12  1  0
 32 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876897

   ---

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: 483.59

Molecular Weight (Monoisotopic): 483.2434

AlogP: 4.86

#Rotatable Bonds: 8

Polar Surface Area: 68.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 5.20

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.26

References

1. Xu T, Xue Y, Lu J, Jin C..  (2021)  Synthesis and biological evaluation of 1-(4-(piperazin-1-yl)phenyl)pyridin-2(1H)-one derivatives as potential SSRIs.,  223  [PMID:34182358] [10.1016/j.ejmech.2021.113644]

Source

Source(1):

• Scientific Literature