1-(5-bromo-8-quinolyl)-N-[(1-methylsulfonylcyclopropyl)methyl]methanamine

ID: ALA5087602

PubChem CID: 166631996

Max Phase: Preclinical

Molecular Formula: C15H17BrN2O2S

Molecular Weight: 369.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)C1(CNCc2ccc(Br)c3cccnc23)CC1

Standard InChI:  InChI=1S/C15H17BrN2O2S/c1-21(19,20)15(6-7-15)10-17-9-11-4-5-13(16)12-3-2-8-18-14(11)12/h2-5,8,17H,6-7,9-10H2,1H3

Standard InChI Key:  ZCUCFZYHBWLLTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.7840    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2130   -0.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2032   -1.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779   -1.0271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562    0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7846    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4988   -0.2057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4988   -1.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7846   -0.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127    1.4437    0.0000 Br  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
 15 17  2  0
 15 18  2  0
 14 19  1  0
 19 20  1  0
 14 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087602

   ---

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: 369.28

Molecular Weight (Monoisotopic): 368.0194

AlogP: 2.66

#Rotatable Bonds: 5

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 1.83

CX LogD: 1.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -0.90

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