(R)-N-(1-Phenylethyl)-6-(4-((2-(piperidin-1-yl)ethyl)amino)phenyl)furo[2,3-d]pyrimidin-4-amine

ID: ALA3891846

PubChem CID: 134136269

Max Phase: Preclinical

Molecular Formula: C27H31N5O

Molecular Weight: 441.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](Nc1ncnc2oc(-c3ccc(NCCN4CCCCC4)cc3)cc12)c1ccccc1

Standard InChI:  InChI=1S/C27H31N5O/c1-20(21-8-4-2-5-9-21)31-26-24-18-25(33-27(24)30-19-29-26)22-10-12-23(13-11-22)28-14-17-32-15-6-3-7-16-32/h2,4-5,8-13,18-20,28H,3,6-7,14-17H2,1H3,(H,29,30,31)/t20-/m1/s1

Standard InChI Key:  WXPVUXPDOICCSW-HXUWFJFHSA-N

Molfile:  

     RDKit          2D

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   15.5653  -25.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2734  -25.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2716  -24.1481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9802  -24.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2472  -24.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7630  -24.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2736  -26.6027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9814  -27.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.2817  -24.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4666  -24.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5121  -24.9624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9219  -25.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7391  -25.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1489  -26.3751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7372  -27.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1435  -27.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9611  -27.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3706  -27.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9627  -26.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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  7  8  2  0
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  9  5  1  0
  3 10  1  0
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 12 14  2  0
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 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 19  1  0
  8 19  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3891846

   ---

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: 441.58

Molecular Weight (Monoisotopic): 441.2529

AlogP: 5.96

#Rotatable Bonds: 8

Polar Surface Area: 66.22

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.98

CX LogP: 4.69

CX LogD: 3.10

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.12

References

1. Han J, Kaspersen SJ, Nervik S, Nørsett KG, Sundby E, Hoff BH..  (2016)  Chiral 6-aryl-furo[2,3-d]pyrimidin-4-amines as EGFR inhibitors.,  119  [PMID:27235841] [10.1016/j.ejmech.2016.04.054]

Source

Source(1):

• Scientific Literature