N-(2-(3-(4-(aminomethyl)phenyl)propylamino)ethyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide

ID: ALA438621

PubChem CID: 10111743

Max Phase: Preclinical

Molecular Formula: C21H30N4O2S

Molecular Weight: 402.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCc1ccc(CCCNCCNS(=O)(=O)c2ccc3c(c2)CNCC3)cc1

Standard InChI:  InChI=1S/C21H30N4O2S/c22-15-18-5-3-17(4-6-18)2-1-10-23-12-13-25-28(26,27)21-8-7-19-9-11-24-16-20(19)14-21/h3-8,14,23-25H,1-2,9-13,15-16,22H2

Standard InChI Key:  AXAWARWVQYJXEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.0675   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0811    0.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4963   -0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5060    0.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8022    1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8120    2.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5331    2.4251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2407    1.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2271    1.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3464   -0.4288    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9468    0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7933   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0857   -0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3430   -0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641   -0.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7717   -0.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4890   -0.3877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2004   -0.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9178   -0.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -0.8323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 28 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA438621

   N-(2-(3-(4-(aminomethyl)phenyl)propylamino)ethyl)-1,2,3,4-tetrahydroisoquinoline-7-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: 402.56

Molecular Weight (Monoisotopic): 402.2089

AlogP: 1.29

#Rotatable Bonds: 10

Polar Surface Area: 96.25

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.37

CX Basic pKa: 9.47

CX LogP: 1.34

CX LogD: -2.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.80

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