(S)-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: ALA4475243

PubChem CID: 138617501

Max Phase: Preclinical

Molecular Formula: C23H23N5O2S

Molecular Weight: 433.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC[C@H](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)/t15-/m0/s1

Standard InChI Key:  ZMYXCQOKPQVAIY-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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    9.6138   -7.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8794   -6.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4154   -5.2948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4089   -4.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7976   -4.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6589   -8.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1824   -9.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6666   -9.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4465   -9.5154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4416   -8.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1547   -9.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1547  -10.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8665   -9.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -9.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 20  1  0
 20 21  1  0
 18 22  1  0
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 24 25  1  0
 25 26  1  0
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 27 23  1  0
 23  7  1  6
 26 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475243

   ---

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