N-(5-((5-chloro-4-(1-cyclopropyl-1H-indol-3-yl)pyrimidin-2-yl)amino)-2-((2-(dimethylamino)ethyl)thio)-4-methoxyphenyl)acrylamide

ID: ALA4781799

PubChem CID: 162664930

Max Phase: Preclinical

Molecular Formula: C29H31ClN6O2S

Molecular Weight: 563.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(Nc2ncc(Cl)c(-c3cn(C4CC4)c4ccccc34)n2)c(OC)cc1SCCN(C)C

Standard InChI:  InChI=1S/C29H31ClN6O2S/c1-5-27(37)32-23-14-22(25(38-4)15-26(23)39-13-12-35(2)3)33-29-31-16-21(30)28(34-29)20-17-36(18-10-11-18)24-9-7-6-8-19(20)24/h5-9,14-18H,1,10-13H2,2-4H3,(H,32,37)(H,31,33,34)

Standard InChI Key:  AWRBHGGTOIVRNP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
    5.0818  -20.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807  -21.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7955  -21.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5120  -21.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090  -20.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7937  -19.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2232  -19.7704    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9329  -20.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6449  -19.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7911  -22.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745  -22.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624  -21.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499  -21.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566  -20.1836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449  -19.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276  -20.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2262  -21.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386  -21.4183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9490  -18.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189  -18.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680  -17.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8565  -17.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841  -18.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465  -17.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015  -17.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1940  -17.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344  -18.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812  -18.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3588  -20.1884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7965  -18.9481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0834  -18.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862  -17.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676  -18.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020  -17.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6134  -16.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9484  -16.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0738  -19.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3576  -21.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191  -19.7620    0.0000 Cl  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
  8  9  1  0
  3 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  2  0
 20 21  1  0
 21 24  1  0
 23 19  1  0
 15 19  1  0
 21 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  9 29  1  0
  6 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  2  0
 35 22  1  0
 36 35  1  0
 22 36  1  0
 29 37  1  0
 29 38  1  0
 16 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781799

   ---

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: 563.13

Molecular Weight (Monoisotopic): 562.1918

AlogP: 6.62

#Rotatable Bonds: 11

Polar Surface Area: 84.31

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.71

CX Basic pKa: 8.64

CX LogP: 5.82

CX LogD: 4.56

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -1.14

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