(S)-1-amino-2-(1-(but-2-ynoyl)piperidin-2-yl)-4-(4-((5-fluoro-4-methylpyridin-2-yl)carbamoyl)phenyl)-1H-imidazole-5-carboxamide

ID: ALA4877159

PubChem CID: 155286727

Max Phase: Preclinical

Molecular Formula: C26H26FN7O3

Molecular Weight: 503.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC#CC(=O)N1CCCC[C@H]1c1nc(-c2ccc(C(=O)Nc3cc(C)c(F)cn3)cc2)c(C(N)=O)n1N

Standard InChI:  InChI=1S/C26H26FN7O3/c1-3-6-21(35)33-12-5-4-7-19(33)25-32-22(23(24(28)36)34(25)29)16-8-10-17(11-9-16)26(37)31-20-13-15(2)18(27)14-30-20/h8-11,13-14,19H,4-5,7,12,29H2,1-2H3,(H2,28,36)(H,30,31,37)/t19-/m0/s1

Standard InChI Key:  VHUWNCIMWYRTIU-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

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 33 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877159

   ---

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: 503.54

Molecular Weight (Monoisotopic): 503.2081

AlogP: 2.53

#Rotatable Bonds: 5

Polar Surface Area: 149.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.68

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: -1.18

References

1. Ma C, Li Q, Zhao M, Fan G, Zhao J, Zhang D, Yang S, Zhang S, Gao D, Mao L, Zhu L, Li W, Xu G, Jiang Y, Ding Q..  (2021)  Discovery of 1-Amino-1H-imidazole-5-carboxamide Derivatives as Highly Selective, Covalent Bruton's Tyrosine Kinase (BTK) Inhibitors.,  64  (21.0): [PMID:34672559] [10.1021/acs.jmedchem.1c01559]

Source

Source(1):

• Scientific Literature