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

ID: ALA4872493

PubChem CID: 156165218

Max Phase: Preclinical

Molecular Formula: C20H16ClN5O2S

Molecular Weight: 425.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1COC1)c1cc(-n2ncc3cc(Nc4ccccc4Cl)cnc32)cs1

Standard InChI:  InChI=1S/C20H16ClN5O2S/c21-16-3-1-2-4-17(16)24-13-5-12-7-23-26(19(12)22-8-13)15-6-18(29-11-15)20(27)25-14-9-28-10-14/h1-8,11,14,24H,9-10H2,(H,25,27)

Standard InChI Key:  AJMFKZZQEDNOJZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   17.1817  -13.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8894  -13.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4739  -13.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1817  -14.5732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4739  -12.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0535  -11.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4756  -11.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8978  -11.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6380  -13.6808    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1849  -13.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7762  -12.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9769  -12.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1085  -11.6192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2434  -10.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6967  -10.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9868  -10.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9029  -11.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5662  -11.9338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3139  -11.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3943  -10.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7299  -10.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1384  -10.4411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8030  -10.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7206  -11.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3844  -12.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1295  -11.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2068  -11.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5420  -10.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9759  -12.0670    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  5  1  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  2  2  0
 11 13  1  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  1  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
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872493

   ---

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: 425.90

Molecular Weight (Monoisotopic): 425.0713

AlogP: 4.01

#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: 0.60

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.99

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