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

ID: ALA4521898

PubChem CID: 132246037

Max Phase: Preclinical

Molecular Formula: C20H17N5OS

Molecular Weight: 375.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC(n2cc(-c3cc4ccccc4s3)c3c(N)ncnc32)C1

Standard InChI:  InChI=1S/C20H17N5OS/c1-2-17(26)24-8-13(9-24)25-10-14(18-19(21)22-11-23-20(18)25)16-7-12-5-3-4-6-15(12)27-16/h2-7,10-11,13H,1,8-9H2,(H2,21,22,23)

Standard InChI Key:  HLRISBLSHWIQBN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.2085  -14.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9207  -14.7039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9189  -13.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6317  -13.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6365  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4206  -14.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8980  -13.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4129  -13.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9165  -12.2369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6608  -12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4381  -12.1667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.1700  -11.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6505  -11.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4315  -11.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0376  -10.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8598   -9.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0745   -9.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4759  -10.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6763  -15.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3096  -16.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0398  -16.4160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4107  -15.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2529  -17.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6697  -17.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0459  -17.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6249  -16.8430    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
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  9  5  1  0
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  9 11  1  0
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 15 16  1  0
 16 17  2  0
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 19 14  1  0
 20 21  1  0
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  7 20  1  0
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 24 25  2  0
 24 26  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521898

   ---

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: 375.46

Molecular Weight (Monoisotopic): 375.1154

AlogP: 3.46

#Rotatable Bonds: 3

Polar Surface Area: 77.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.46

CX LogP: 2.92

CX LogD: 2.87

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.67

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