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

ID: ALA4567572

PubChem CID: 132245921

Max Phase: Preclinical

Molecular Formula: C23H23N5O3S

Molecular Weight: 449.54

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H23N5O3S/c1-4-19(29)27-6-5-14(10-27)28-11-16(20-22(24)25-12-26-23(20)28)18-8-13-7-15(30-2)9-17(31-3)21(13)32-18/h4,7-9,11-12,14H,1,5-6,10H2,2-3H3,(H2,24,25,26)

Standard InChI Key:  XJYAEHFIXFRYPU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   38.2250   -5.6006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2238   -6.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9360   -6.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9342   -5.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6470   -5.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6518   -6.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4359   -6.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9174   -5.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4282   -5.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6930   -7.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9318   -4.3663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6761   -4.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2204   -8.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7046   -8.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4845   -8.5166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4796   -7.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1927   -8.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1927   -9.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9045   -8.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6163   -8.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4534   -4.2960    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.1894   -3.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6658   -3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4468   -3.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0529   -2.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8792   -2.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940   -1.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4912   -2.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8356   -3.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9166   -1.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5188   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4441   -2.6220    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
 27 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567572

   ---

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: 449.54

Molecular Weight (Monoisotopic): 449.1522

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 95.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.48

CX LogP: 2.66

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.49

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