rac-7-(1-acryloylpiperidin-4-yl)-2-(4-bromo-3,5-dimethoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA5286702

Chembl Id: CHEMBL5286702

Max Phase: Preclinical

Molecular Formula: C23H28BrN5O4

Molecular Weight: 518.41

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCC(C2CCNc3c(C(N)=O)c(-c4cc(OC)c(Br)c(OC)c4)nn32)CC1

Standard InChI:  InChI=1S/C23H28BrN5O4/c1-4-18(30)28-9-6-13(7-10-28)15-5-8-26-23-19(22(25)31)21(27-29(15)23)14-11-16(32-2)20(24)17(12-14)33-3/h4,11-13,15,26H,1,5-10H2,2-3H3,(H2,25,31)

Standard InChI Key:  SRXKFAPDNBKKAP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5286702

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 518.41

Molecular Weight (Monoisotopic): 517.1325

AlogP: 3.21

#Rotatable Bonds: 6

Polar Surface Area: 111.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.80

CX Basic pKa: 2.54

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.45

References

1. Guo Y, Hu N, Liu Y, Zhang W, Yu D, Shi G, Zhang B, Yin L, Wei M, Yuan X, Luo L, Wang F, Song X, Xin L, Wei Q, Li Y, Guo Y, Chen S, Zhang T, Zhang S, Zhou X, Zhang C, Su D, Liu J, Cheng Z, Zhang J, Xing H, Sun H, Li X, Zhao Y, He M, Wu Y, Guo Y, Sun X, Tian A, Zhou C, Young S, Liu X, Wang L, Wang Z..  (2023)  Discovery of BGB-8035, a Highly Selective Covalent Inhibitor of Bruton's Tyrosine Kinase for B-Cell Malignancies and Autoimmune Diseases.,  66  (6): [PMID:36912866] [10.1021/acs.jmedchem.2c01938]

Source

Source(1):

• Scientific Literature