N-(2-((4-(Pyridin-3-yl)phenethyl)amino)ethyl)isoquinoline-5-sulfonamide

ID: ALA4537870

PubChem CID: 155548730

Max Phase: Preclinical

Molecular Formula: C24H24N4O2S

Molecular Weight: 432.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(NCCNCCc1ccc(-c2cccnc2)cc1)c1cccc2cnccc12

Standard InChI:  InChI=1S/C24H24N4O2S/c29-31(30,24-5-1-3-22-18-27-14-11-23(22)24)28-16-15-25-13-10-19-6-8-20(9-7-19)21-4-2-12-26-17-21/h1-9,11-12,14,17-18,25,28H,10,13,15-16H2

Standard InChI Key:  WSIKRQWUOAHLHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.4033   -5.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9988   -4.5606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5899   -5.2637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4145   -4.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1222   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8299   -4.5606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7068   -4.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2914   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8809   -3.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8836   -4.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5910   -4.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.2916   -1.7058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5892   -2.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5376   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2453   -4.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9530   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6595   -4.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3668   -4.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3672   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6545   -2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9502   -3.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0702   -2.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7788   -3.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4854   -2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4848   -2.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7716   -1.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0678   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  6 18  1  0
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 20 21  2  0
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 30 31  2  0
 31 26  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537870

   ---

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: 432.55

Molecular Weight (Monoisotopic): 432.1620

AlogP: 3.41

#Rotatable Bonds: 9

Polar Surface Area: 83.98

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.06

CX Basic pKa: 8.80

CX LogP: 2.40

CX LogD: 1.22

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.14

References

1. Grimm SH, Gagestein B, Keijzer JF, Liu N, Wijdeven RH, Lenselink EB, Tuin AW, van den Nieuwendijk AMCH, van Westen GJP, van Boeckel CAA, Overkleeft HS, Neefjes J, van der Stelt M..  (2019)  Comprehensive structure-activity-relationship of azaindoles as highly potent FLT3 inhibitors.,  27  (5): [PMID:30661740] [10.1016/j.bmc.2019.01.006]

Source

Source(1):

• Scientific Literature