(S,E)-1-amino-2-(1-(2-cyano-4-methylpent-2-enoyl)piperidin-2-yl)-4-(4-((4-ethylpyridin-2-yl)carbamoyl)phenyl)-1H-imidazole-5-carboxamide

ID: ALA4876231

PubChem CID: 155307202

Max Phase: Preclinical

Molecular Formula: C30H34N8O3

Molecular Weight: 554.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccnc(NC(=O)c2ccc(-c3nc([C@@H]4CCCCN4C(=O)/C(C#N)=C/C(C)C)n(N)c3C(N)=O)cc2)c1

Standard InChI:  InChI=1S/C30H34N8O3/c1-4-19-12-13-34-24(16-19)35-29(40)21-10-8-20(9-11-21)25-26(27(32)39)38(33)28(36-25)23-7-5-6-14-37(23)30(41)22(17-31)15-18(2)3/h8-13,15-16,18,23H,4-7,14,33H2,1-3H3,(H2,32,39)(H,34,35,40)/b22-15+/t23-/m0/s1

Standard InChI Key:  WVJYWIJSDFPZNN-DWFNGTSHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4876231

   ---

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: 554.66

Molecular Weight (Monoisotopic): 554.2754

AlogP: 3.73

#Rotatable Bonds: 8

Polar Surface Area: 173.02

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.45

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.99

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