4-[4-(Diethylphosphorylamino)-1H-indazol-6-yl]-5-ethyl-2-fluoro-phenol

ID: ALA4483484

PubChem CID: 155540488

Max Phase: Preclinical

Molecular Formula: C19H23FN3O2P

Molecular Weight: 375.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NP(=O)(CC)CC)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C19H23FN3O2P/c1-4-12-9-19(24)16(20)10-14(12)13-7-17-15(11-21-22-17)18(8-13)23-26(25,5-2)6-3/h7-11,24H,4-6H2,1-3H3,(H,21,22)(H,23,25)

Standard InChI Key:  BDFYRODIKBHYDQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0075  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7172  -13.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7144  -12.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0058  -11.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4175  -11.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1270  -12.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8327  -11.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8301  -11.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1159  -10.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4131  -11.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2995  -13.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3007  -12.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5202  -12.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0365  -12.6649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5182  -13.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0073  -14.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5357  -10.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1293  -13.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1099   -9.8003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8381  -13.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7149  -14.7123    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.7147  -15.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4228  -14.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1370  -15.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4224  -15.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3483  -16.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 12  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  3  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  1 16  1  0
  8 17  1  0
  6 18  1  0
  9 19  1  0
 18 20  1  0
 16 21  1  0
 21 22  1  0
 21 23  2  0
 21 24  1  0
 22 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483484

   ---

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: 375.38

Molecular Weight (Monoisotopic): 375.1512

AlogP: 5.37

#Rotatable Bonds: 6

Polar Surface Area: 78.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.40

CX Basic pKa: 1.66

CX LogP: 2.87

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.61

References

1. Ritzén A, Sørensen MD, Dack KN, Greve DR, Jerre A, Carnerup MA, Rytved KA, Bagger-Bahnsen J..  (2016)  Fragment-Based Discovery of 6-Arylindazole JAK Inhibitors.,  7  (6): [PMID:27326341] [10.1021/acsmedchemlett.6b00087]

Source

Source(1):

• Scientific Literature