2-(5-(2-chlorophenylamino)-1H-indazol-1-yl)-N-(2-morpholinoethyl)isonicotinamide

ID: ALA2376930

PubChem CID: 71602867

Max Phase: Preclinical

Molecular Formula: C25H25ClN6O2

Molecular Weight: 476.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCN1CCOCC1)c1ccnc(-n2ncc3cc(Nc4ccccc4Cl)ccc32)c1

Standard InChI:  InChI=1S/C25H25ClN6O2/c26-21-3-1-2-4-22(21)30-20-5-6-23-19(15-20)17-29-32(23)24-16-18(7-8-27-24)25(33)28-9-10-31-11-13-34-14-12-31/h1-8,15-17,30H,9-14H2,(H,28,33)

Standard InChI Key:  JAQYMLHJXIRKSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   26.3005  -15.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0153  -16.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0135  -14.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7288  -15.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7291  -15.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5152  -16.1939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5872  -14.7037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8728  -15.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1584  -14.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4445  -15.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4443  -15.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5727  -17.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6379  -18.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8958  -18.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1875  -17.4811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9952  -17.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5447  -17.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3523  -17.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6036  -17.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4073  -18.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9604  -17.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7040  -16.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8947  -16.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5905  -16.3481    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  6  7  1  0
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  7 17  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 16 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2376930

   2-[5-(2-chloroanilino)indazol-1-yl]-N-(2-morpholin-4-ylethyl)pyridine-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.97

Molecular Weight (Monoisotopic): 476.1728

AlogP: 3.88

#Rotatable Bonds: 7

Polar Surface Area: 84.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.94

CX LogP: 3.37

CX LogD: 3.36

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -2.22

References

1. Jiang R, Frackowiak B, Shin Y, Song X, Chen W, Lin L, Cameron MD, Duckett DR, Kamenecka TM..  (2013)  Design and synthesis of 1-aryl-5-anilinoindazoles as c-Jun N-terminal kinase inhibitors.,  23  (9): [PMID:23518277] [10.1016/j.bmcl.2013.02.082]

2. Koch P, Gehringer M, Laufer SA..  (2015)  Inhibitors of c-Jun N-terminal kinases: an update.,  58  (1): [PMID:25415535] [10.1021/jm501212r]

Source

Source(1):

• Scientific Literature