4-(5-((2-chloro-5-fluorophenyl)amino)-6-methyl-1H-pyrazolo[3,4-b]pyridin-1-yl)-N-(oxetan-3-yl)thiophene-2-carboxamide

ID: ALA4863524

PubChem CID: 156155393

Max Phase: Preclinical

Molecular Formula: C21H17ClFN5O2S

Molecular Weight: 457.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2c(cnn2-c2csc(C(=O)NC3COC3)c2)cc1Nc1cc(F)ccc1Cl

Standard InChI:  InChI=1S/C21H17ClFN5O2S/c1-11-17(27-18-5-13(23)2-3-16(18)22)4-12-7-24-28(20(12)25-11)15-6-19(31-10-15)21(29)26-14-8-30-9-14/h2-7,10,14,27H,8-9H2,1H3,(H,26,29)

Standard InChI Key:  YUDWKEAEZWLVGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.1924  -16.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9075  -16.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4772  -16.1419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1924  -17.3816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6638  -16.4809    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2173  -15.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8026  -15.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9955  -15.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1365  -14.3973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2761  -13.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7227  -13.6864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0230  -13.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9387  -14.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6093  -14.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3645  -14.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4452  -13.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7737  -13.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1969  -13.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2768  -12.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0282  -12.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1083  -11.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4360  -10.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6857  -11.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6051  -11.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6988  -12.5327    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0353  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4772  -15.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0624  -14.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4789  -14.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8955  -14.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0174  -10.6167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  1  4  2  0
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  9 13  1  0
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 24 19  1  0
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 15 26  1  0
  3 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 27  1  0
 23 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863524

   ---

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: 457.92

Molecular Weight (Monoisotopic): 457.0776

AlogP: 4.46

#Rotatable Bonds: 5

Polar Surface Area: 81.07

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.69

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -2.03

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