N-(5-((4-(1-cyclopropyl-1H-indol-3-yl)pyrimidin-2-yl)amino)-4-methoxy-2-(methyl(2-(methylsulfinyl)ethyl)amino)phenyl)acrylamide

ID: ALA4787215

PubChem CID: 162667357

Max Phase: Preclinical

Molecular Formula: C29H32N6O3S

Molecular Weight: 544.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(Nc2nccc(-c3cn(C4CC4)c4ccccc34)n2)c(OC)cc1N(C)CC[S+](C)[O-]

Standard InChI:  InChI=1S/C29H32N6O3S/c1-5-28(36)31-23-16-24(27(38-3)17-26(23)34(2)14-15-39(4)37)33-29-30-13-12-22(32-29)21-18-35(19-10-11-19)25-9-7-6-8-20(21)25/h5-9,12-13,16-19H,1,10-11,14-15H2,2-4H3,(H,31,36)(H,30,32,33)

Standard InChI Key:  HFQLXSDGKCJFHM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   23.1899  -25.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1888  -26.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9036  -26.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6201  -26.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6172  -25.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9018  -25.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3314  -25.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0410  -25.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7530  -25.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3235  -24.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8992  -27.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1826  -28.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4705  -26.9622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7581  -26.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7648  -25.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0530  -25.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3356  -25.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3344  -26.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0467  -26.9557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0571  -24.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7270  -23.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4761  -23.2112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9645  -22.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3923  -23.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6547  -23.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1096  -22.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3022  -22.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0425  -23.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5893  -24.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4669  -25.7258    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.9046  -24.4856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1915  -24.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1943  -23.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4757  -24.4807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9101  -22.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7215  -22.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0566  -21.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1819  -25.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4657  -26.5508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7 10  1  0
  8  9  1  0
  3 11  1  0
 11 12  1  0
  2 13  1  0
 13 14  1  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
 20 21  2  0
 21 22  1  0
 22 25  1  0
 24 20  1  0
 16 20  1  0
 22 23  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  9 30  1  0
  6 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 33 35  2  0
 36 23  1  0
 37 36  1  0
 23 37  1  0
 30 38  1  0
 30 39  1  0
M  CHG  2  30   1  39  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4787215

   ---

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: 544.68

Molecular Weight (Monoisotopic): 544.2257

AlogP: 5.12

#Rotatable Bonds: 11

Polar Surface Area: 107.37

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.65

CX Basic pKa: 2.96

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: -0.88

References

1. Li J,An B,Song X,Zhang Q,Chen C,Wei S,Fan R,Li X,Zou Y.  (2021)  Design, synthesis and biological evaluation of novel 2,4-diaryl pyrimidine derivatives as selective EGFR inhibitors.,  212  [PMID:33429247] [10.1016/j.ejmech.2020.113019]

Source

Source(1):

• Scientific Literature