(S)-2-(1-acryloylpiperidin-2-yl)-1-amino-4-(4-((4-isopropylpyridin-2-yl)carbamoyl)phenyl)-1H-imidazole-5-carboxamide

ID: ALA4878506

PubChem CID: 155286743

Max Phase: Preclinical

Molecular Formula: C27H31N7O3

Molecular Weight: 501.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCCC[C@H]1c1nc(-c2ccc(C(=O)Nc3cc(C(C)C)ccn3)cc2)c(C(N)=O)n1N

Standard InChI:  InChI=1S/C27H31N7O3/c1-4-22(35)33-14-6-5-7-20(33)26-32-23(24(25(28)36)34(26)29)17-8-10-18(11-9-17)27(37)31-21-15-19(16(2)3)12-13-30-21/h4,8-13,15-16,20H,1,5-7,14,29H2,2-3H3,(H2,28,36)(H,30,31,37)/t20-/m0/s1

Standard InChI Key:  OZEAFTQATIOIKV-FQEVSTJZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4878506

   ---

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: 501.59

Molecular Weight (Monoisotopic): 501.2488

AlogP: 3.37

#Rotatable Bonds: 7

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: 3.37

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.86

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