2-[(5-fluoro-8-quinolyl)methylamino]-N,N-dimethyl-ethanesulfonamide

ID: ALA5092524

PubChem CID: 138046678

Max Phase: Preclinical

Molecular Formula: C14H18FN3O2S

Molecular Weight: 311.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)S(=O)(=O)CCNCc1ccc(F)c2cccnc12

Standard InChI:  InChI=1S/C14H18FN3O2S/c1-18(2)21(19,20)9-8-16-10-11-5-6-13(15)12-4-3-7-17-14(11)12/h3-7,16H,8-10H2,1-2H3

Standard InChI Key:  PCOOGWFOGZFXFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.1410    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -0.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603   -1.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349   -1.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.2057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -1.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275   -0.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5700    1.4439    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  6  1  0
  6  7  1  0
  8  7  2  0
  5  9  1  0
 10  9  2  0
 10  8  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 15 20  2  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5092524

   ---

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: 311.38

Molecular Weight (Monoisotopic): 311.1104

AlogP: 1.35

#Rotatable Bonds: 6

Polar Surface Area: 62.30

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 0.72

CX LogD: 0.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -1.80

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