6-tert-butyl-8-fluoro-2-(3-(hydroxymethyl)-4-(1-methyl-5-(5-(methylsulfonyl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)pyridin-2-yl)phthalazin-1(2H)-one

ID: ALA4097204

PubChem CID: 71257931

Max Phase: Preclinical

Molecular Formula: C30H29FN6O5S

Molecular Weight: 604.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2ccnc(-n3ncc4cc(C(C)(C)C)cc(F)c4c3=O)c2CO)cc(Nc2ccc(S(C)(=O)=O)cn2)c1=O

Standard InChI:  InChI=1S/C30H29FN6O5S/c1-30(2,3)19-10-17-13-34-37(29(40)26(17)23(31)12-19)27-22(16-38)21(8-9-32-27)18-11-24(28(39)36(4)15-18)35-25-7-6-20(14-33-25)43(5,41)42/h6-15,38H,16H2,1-5H3,(H,33,35)

Standard InChI Key:  DZZJULSJYKYSLJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.4105   -8.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4134   -7.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9942   -8.4505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.2778  -11.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2749  -12.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.1768   -8.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4688   -7.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1727   -8.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6873  -13.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 35  2  1  0
  2 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097204

   2'-(6-tert-Butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-3'-hydroxymethyl-5-(5-methanesulfonyl-pyridin-2-ylamino)-1-methyl-1H-[3,4']bipyridinyl-6-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 604.66

Molecular Weight (Monoisotopic): 604.1904

AlogP: 3.62

#Rotatable Bonds: 6

Polar Surface Area: 149.07

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.21

CX Basic pKa: 1.47

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -1.14

References

1. Lou Y, Lopez F, Jiang Y, Han X, Brotherton C, Billedeau R, Gabriel S, Gleason S, Goldstein DM, Hilgenkamp R, Kocer B, Orzechowski L, Tan J, Wovkulich P, Wen B, Fry D, Di Lello P, Chen L, Zhang FJ, Fretland J, Nangia A, Yang T, Owens TD..  (2017)  Mitigation of reactive metabolite formation for a series of 3-amino-2-pyridone inhibitors of Bruton's tyrosine kinase (BTK).,  27  (3): [PMID:28025004] [10.1016/j.bmcl.2016.11.092]

Source

Source(1):

• Scientific Literature