4-(2-(6-(4-methylpiperazine-1-carbonyl)naphthalen-2-yl)ethylamino)quinoline-6-carbonitrile

ID: ALA4878072

Chembl Id: CHEMBL4878072

PubChem CID: 146403432

Max Phase: Preclinical

Molecular Formula: C28H27N5O

Molecular Weight: 449.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2ccc3cc(CCNc4ccnc5ccc(C#N)cc45)ccc3c2)CC1

Standard InChI:  InChI=1S/C28H27N5O/c1-32-12-14-33(15-13-32)28(34)24-6-5-22-16-20(2-4-23(22)18-24)8-10-30-27-9-11-31-26-7-3-21(19-29)17-25(26)27/h2-7,9,11,16-18H,8,10,12-15H2,1H3,(H,30,31)

Standard InChI Key:  AFUHWZUYZJGVKM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4878072

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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: 449.56

Molecular Weight (Monoisotopic): 449.2216

AlogP: 4.30

#Rotatable Bonds: 5

Polar Surface Area: 72.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.95

CX LogP: 3.61

CX LogD: 2.93

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -1.36

References

1.  (2020)  Quinoline-based compounds and methods of inhibiting cdk8/19, 

2. Zhang L, Cheng C, Li J, Wang L, Chumanevich AA, Porter DC, Mindich A, Gorbunova S, Roninson IB, Chen M, McInnes C..  (2022)  A Selective and Orally Bioavailable Quinoline-6-Carbonitrile-Based Inhibitor of CDK8/19 Mediator Kinase with Tumor-Enriched Pharmacokinetics.,  65  (4.0): [PMID:35114084] [10.1021/acs.jmedchem.1c01951]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data