(4S)-4-[[(5-chloro-8-quinolyl)methylamino]methyl]-1-methyl-piperidin-2-one

ID: ALA5089996

PubChem CID: 166631747

Max Phase: Preclinical

Molecular Formula: C17H20ClN3O

Molecular Weight: 317.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC[C@H](CNCc2ccc(Cl)c3cccnc23)CC1=O

Standard InChI:  InChI=1S/C17H20ClN3O/c1-21-8-6-12(9-16(21)22)10-19-11-13-4-5-15(18)14-3-2-7-20-17(13)14/h2-5,7,12,19H,6,8-11H2,1H3/t12-/m0/s1

Standard InChI Key:  LODXNPITSUCBCC-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.8556    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392   -0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349   -1.4393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -1.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -0.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698    1.0315    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    0.6190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417    1.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
  1 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  6
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 15 20  1  0
 17 21  2  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5089996

   ---

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: 317.82

Molecular Weight (Monoisotopic): 317.1295

AlogP: 2.85

#Rotatable Bonds: 4

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: 9.63

CX LogP: 1.83

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: -1.09

References

1. Levit Kaplan A, Strachan RT, Braz JM, Craik V, Slocum S, Mangano T, Amabo V, O'Donnell H, Lak P, Basbaum AI, Roth BL, Shoichet BK..  (2022)  Structure-Based Design of a Chemical Probe Set for the 5-HT_5A Serotonin Receptor.,  65  (5.0): [PMID:35195401] [10.1021/acs.jmedchem.1c02031]

Source

Source(1):

• Scientific Literature