4-((3-((Cyclopropylmethyl)carbamoyl)-2-methoxyphenyl)-amino)-6-((5-fluoro-4-methyl-pyridin-2-yl)amino)-N-methylnicotinamide

ID: ALA4527672

PubChem CID: 155544232

Max Phase: Preclinical

Molecular Formula: C25H27FN6O3

Molecular Weight: 478.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cnc(Nc2cc(C)c(F)cn2)cc1Nc1cccc(C(=O)NCC2CC2)c1OC

Standard InChI:  InChI=1S/C25H27FN6O3/c1-14-9-21(29-13-18(14)26)32-22-10-20(17(12-28-22)24(33)27-2)31-19-6-4-5-16(23(19)35-3)25(34)30-11-15-7-8-15/h4-6,9-10,12-13,15H,7-8,11H2,1-3H3,(H,27,33)(H,30,34)(H2,28,29,31,32)

Standard InChI Key:  FXNUIYODKGAABX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.6447  -16.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527  -16.5033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0624  -16.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4716  -15.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5951  -14.8619    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485  -14.0488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9380  -14.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3382  -12.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1620  -11.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8670  -11.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6823  -11.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2691  -10.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
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  8  9  2  0
  9 10  1  0
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 11 14  1  0
  6 15  1  0
  1 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 24 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 32 33  1  0
 34 33  1  0
 35 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527672

   ---

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: 478.53

Molecular Weight (Monoisotopic): 478.2129

AlogP: 3.92

#Rotatable Bonds: 9

Polar Surface Area: 117.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 6.91

CX LogP: 4.33

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -1.05

References

1. Wrobleski ST, Moslin R, Lin S, Zhang Y, Spergel S, Kempson J, Tokarski JS, Strnad J, Zupa-Fernandez A, Cheng L, Shuster D, Gillooly K, Yang X, Heimrich E, McIntyre KW, Chaudhry C, Khan J, Ruzanov M, Tredup J, Mulligan D, Xie D, Sun H, Huang C, D'Arienzo C, Aranibar N, Chiney M, Chimalakonda A, Pitts WJ, Lombardo L, Carter PH, Burke JR, Weinstein DS..  (2019)  Highly Selective Inhibition of Tyrosine Kinase 2 (TYK2) for the Treatment of Autoimmune Diseases: Discovery of the Allosteric Inhibitor BMS-986165.,  62  (20): [PMID:31318208] [10.1021/acs.jmedchem.9b00444]

Source

Source(1):

• Scientific Literature