(E)-N1-(3,5-Difluorophenyl)-N3-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)malonamide

ID: ALA4532945

PubChem CID: 141763990

Max Phase: Preclinical

Molecular Formula: C23H17F2N5O2

Molecular Weight: 433.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CC(=O)Nc1ccc2c(/C=C/c3ccccn3)n[nH]c2c1)Nc1cc(F)cc(F)c1

Standard InChI:  InChI=1S/C23H17F2N5O2/c24-14-9-15(25)11-18(10-14)28-23(32)13-22(31)27-17-4-6-19-20(29-30-21(19)12-17)7-5-16-3-1-2-8-26-16/h1-12H,13H2,(H,27,31)(H,28,32)(H,29,30)/b7-5+

Standard InChI Key:  NFEFCHHFONMKLC-FNORWQNLSA-N

Molfile:  

 
     RDKit          2D

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   17.5033   -5.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2130   -5.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2101   -4.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5015   -4.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0144   -4.3763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5371   -5.0388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0197   -5.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9163   -4.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6255   -4.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3317   -4.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6286   -5.4307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0409   -4.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7471   -4.1969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0440   -5.4254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4564   -4.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.1650   -5.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8721   -5.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8664   -4.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1574   -4.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0136   -6.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3029   -6.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2968   -7.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5857   -8.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5793   -8.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2844   -9.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9976   -8.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0005   -8.1404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1677   -6.6432    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5711   -4.1795    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  4  6  1  0
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 11 13  2  0
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 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
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 22 17  1  0
  9 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 19 31  1  0
 21 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532945

   ---

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: 433.42

Molecular Weight (Monoisotopic): 433.1350

AlogP: 4.37

#Rotatable Bonds: 6

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 4.59

CX LogP: 3.74

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.53

References

1. Liu X, Wang B, Chen C, Qi Z, Zou F, Wang J, Hu C, Wang A, Ge J, Liu Q, Yu K, Hu Z, Jiang Z, Wang W, Wang L, Wang W, Ren T, Bai M, Liu Q, Liu J..  (2019)  Discovery of ( E)- N¹-(3-Fluorophenyl)- N³-(3-(2-(pyridin-2-yl)vinyl)-1 H-indazol-6-yl)malonamide (CHMFL-KIT-033) as a Novel c-KIT T670I Mutant Selective Kinase Inhibitor for Gastrointestinal Stromal Tumors (GISTs).,  62  (10): [PMID:31046271] [10.1021/acs.jmedchem.9b00176]

Source

Source(1):

• Scientific Literature