1-(3-(4-Amino-5-(7-methoxy-5-methylbenzo[b]thiophen-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidin-1-yl)prop-2-en-1-one

ID: ALA4560984

PubChem CID: 132245890

Max Phase: Preclinical

Molecular Formula: C23H23N5O2S

Molecular Weight: 433.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(n2cc(-c3cc4cc(C)cc(OC)c4s3)c3c(N)ncnc32)C1

Standard InChI:  InChI=1S/C23H23N5O2S/c1-4-19(29)27-6-5-15(10-27)28-11-16(20-22(24)25-12-26-23(20)28)18-9-14-7-13(2)8-17(30-3)21(14)31-18/h4,7-9,11-12,15H,1,5-6,10H2,2-3H3,(H2,24,25,26)

Standard InChI Key:  ZMYXCQOKPQVAIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.9110  -23.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9098  -23.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6220  -24.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6202  -22.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3330  -23.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3378  -23.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1219  -24.1388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6034  -23.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1142  -22.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3790  -24.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6178  -21.8410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3621  -22.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9064  -25.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3906  -26.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1705  -25.9913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1656  -25.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8787  -26.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8787  -27.2191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5905  -25.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3023  -26.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1394  -21.7707    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8754  -21.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3518  -20.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1328  -20.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7389  -20.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5652  -19.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7800  -19.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1772  -19.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5216  -20.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6957  -21.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6026  -18.5494    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
  7 10  1  0
  4 11  1  0
  9 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 10  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 12 21  1  0
 21 24  1  0
 23 22  1  0
 22 12  2  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
 25 29  1  0
 29 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560984

   ---

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: 433.54

Molecular Weight (Monoisotopic): 433.1572

AlogP: 4.17

#Rotatable Bonds: 4

Polar Surface Area: 86.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.48

CX LogP: 3.33

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.57

References

1. Wang Y, Li L, Fan J, Dai Y, Jiang A, Geng M, Ai J, Duan W..  (2018)  Discovery of Potent Irreversible Pan-Fibroblast Growth Factor Receptor (FGFR) Inhibitors.,  61  (20): [PMID:29522671] [10.1021/acs.jmedchem.7b01843]

Source

Source(1):

• Scientific Literature