N-(2-((3-(4-(aminomethyl)phenyl)propyl)(methyl)amino)ethyl)naphthalene-2-sulfonamide

ID: ALA415045

PubChem CID: 10112313

Max Phase: Preclinical

Molecular Formula: C23H29N3O2S

Molecular Weight: 411.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCCc1ccc(CN)cc1)CCNS(=O)(=O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C23H29N3O2S/c1-26(15-4-5-19-8-10-20(18-24)11-9-19)16-14-25-29(27,28)23-13-12-21-6-2-3-7-22(21)17-23/h2-3,6-13,17,25H,4-5,14-16,18,24H2,1H3

Standard InChI Key:  JHMVBRYMDMZHLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    7.3837    0.7681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7984    1.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0969    0.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0937   -0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5367    0.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8452    0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5370   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8224   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8233   -1.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5440   -2.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2696   -1.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2733   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6732    0.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9570    1.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    0.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342   -0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740   -0.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.0434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3882    1.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0994    0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5275    0.7769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424    1.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9556    0.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705    1.1828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5252   -0.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  4  1  0
  4  5  2  0
  5  9  1  0
  8  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  8  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28  1  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA415045

   N-(2-((3-(4-(aminomethyl)phenyl)propyl)(methyl)amino)ethyl)naphthalene-2-sulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.57

Molecular Weight (Monoisotopic): 411.1980

AlogP: 3.14

#Rotatable Bonds: 10

Polar Surface Area: 75.43

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: 9.28

CX LogP: 3.09

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.14

References

1. Miyazaki Y, Kato Y, Manabe T, Shimada H, Mizuno M, Egusa T, Ohkouchi M, Shiromizu I, Matsusue T, Yamamoto I..  (2006)  Synthesis and evaluation of 4-substituted benzylamine derivatives as beta-tryptase inhibitors.,  16  (11): [PMID:16540315] [10.1016/j.bmcl.2006.02.064]

Source

Source(1):

• Scientific Literature