4-(((2S,4R)-1-acetyl-2-methyl-6-(1H-pyrazol-3-yl)-1,2,3,4-tetrahydroquinolin-4-yl)amino)benzonitrile

ID: ALA5205867

Chembl Id: CHEMBL5205867

PubChem CID: 135124681

Max Phase: Preclinical

Molecular Formula: C22H21N5O

Molecular Weight: 371.44

Names and Identifiers

Canonical SMILES:  CC(=O)N1c2ccc(-c3cc[nH]n3)cc2[C@H](Nc2ccc(C#N)cc2)C[C@@H]1C

Standard InChI:  InChI=1S/C22H21N5O/c1-14-11-21(25-18-6-3-16(13-23)4-7-18)19-12-17(20-9-10-24-26-20)5-8-22(19)27(14)15(2)28/h3-10,12,14,21,25H,11H2,1-2H3,(H,24,26)/t14-,21+/m0/s1

Standard InChI Key:  DFHREBKXJWXHKG-LHSJRXKWSA-N

Alternative Forms

1. Parent:

   

   ALA5205867

   ---

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: 371.44

Molecular Weight (Monoisotopic): 371.1746

AlogP: 4.25

#Rotatable Bonds: 3

Polar Surface Area: 84.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.64

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -1.32

References

1. Chen J, Tang P, Wang Y, Wang J, Yang C, Li Y, Yang G, Wu F, Zhang J, Ouyang L..  (2022)  Targeting Bromodomain-Selective Inhibitors of BET Proteins in Drug Discovery and Development.,  65  (7.0): [PMID:35324195] [10.1021/acs.jmedchem.1c01835]

2. Tang P, Zhang J, Liu J, Chiang CM, Ouyang L..  (2021)  Targeting Bromodomain and Extraterminal Proteins for Drug Discovery: From Current Progress to Technological Development.,  64  (5.0): [PMID:33616410] [10.1021/acs.jmedchem.0c01487]

3. Fu Y, Zhang Y, Sun H..  (2021)  Progress in the development of domain selective inhibitors of the bromo and extra terminal domain family (BET) proteins.,  226  [PMID:34547507] [10.1016/j.ejmech.2021.113853]

Source

Source(1):

• Scientific Literature