2-(4-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)phenyl)-N-(3,4,5-trimethoxyphenyl)acetamide

ID: ALA4790509

PubChem CID: 162668583

Max Phase: Preclinical

Molecular Formula: C23H23N5O4

Molecular Weight: 433.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)Cc2ccc(Nc3ncnc4[nH]ccc34)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C23H23N5O4/c1-30-18-11-16(12-19(31-2)21(18)32-3)27-20(29)10-14-4-6-15(7-5-14)28-23-17-8-9-24-22(17)25-13-26-23/h4-9,11-13H,10H2,1-3H3,(H,27,29)(H2,24,25,26,28)

Standard InChI Key:  CJHCJVQXCMYMNE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.8452   -3.7681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8441   -4.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5521   -4.9966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5503   -3.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2589   -3.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2637   -4.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0438   -4.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5211   -4.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0360   -3.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5479   -2.5421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2544   -2.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9612   -2.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6672   -2.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6652   -1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9513   -0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2482   -1.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3711   -0.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0806   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7865   -0.8944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0841   -2.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4960   -1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4976   -2.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2062   -2.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9131   -2.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9069   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1977   -0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6114   -0.8724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6231   -2.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2093   -3.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5032   -3.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6277   -3.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3223   -1.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 24 28  1  0
 23 29  1  0
 29 30  1  0
 28 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790509

   ---

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: 433.47

Molecular Weight (Monoisotopic): 433.1750

AlogP: 3.91

#Rotatable Bonds: 8

Polar Surface Area: 110.39

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 5.72

CX LogP: 3.15

CX LogD: 3.14

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.00

References

1. Lakkaniga NR,Gunaganti N,Zhang L,Belachew B,Frett B,Leung YK,Li HY.  (2020)  Pyrrolo[2,3-d]pyrimidine derivatives as inhibitors of RET: Design, synthesis and biological evaluation.,  206  [PMID:32823007] [10.1016/j.ejmech.2020.112691]

Source

Source(1):

• Scientific Literature