4-(5-((2-chlorophenyl)amino)-6-fluoro-1H-indazol-1-yl)-N-(2-methoxyethyl)thiophene-2-carboxamide

ID: ALA4876387

PubChem CID: 156155382

Max Phase: Preclinical

Molecular Formula: C21H18ClFN4O2S

Molecular Weight: 444.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCNC(=O)c1cc(-n2ncc3cc(Nc4ccccc4Cl)c(F)cc32)cs1

Standard InChI:  InChI=1S/C21H18ClFN4O2S/c1-29-7-6-24-21(28)20-9-14(12-30-20)27-19-10-16(23)18(8-13(19)11-25-27)26-17-5-3-2-4-15(17)22/h2-5,8-12,26H,6-7H2,1H3,(H,24,28)

Standard InChI Key:  XTFFMIPOKWLBRH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9546   -6.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5310   -6.2982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -7.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7074   -6.6356    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2584   -6.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8456   -5.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0422   -5.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1779   -4.5616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3169   -3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -3.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0604   -3.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764   -4.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6439   -4.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957   -4.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4760   -3.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8076   -3.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2243   -3.3794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3038   -2.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0517   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1315   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4623   -0.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154   -1.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351   -2.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7192   -2.7056    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0634   -5.0215    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5310   -5.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191   -5.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1073   -5.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996   -5.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
 15 26  1  0
  3 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876387

   ---

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: 444.92

Molecular Weight (Monoisotopic): 444.0823

AlogP: 5.00

#Rotatable Bonds: 7

Polar Surface Area: 68.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.15

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -2.06

References

1. Feng Y, Park H, Ryu JC, Yoon SO..  (2021)  N-Aromatic-Substituted Indazole Derivatives as Brain-Penetrant and Orally Bioavailable JNK3 Inhibitors.,  12  (10.0): [PMID:34676036] [10.1021/acsmedchemlett.1c00334]

Source

Source(1):

• Scientific Literature