4-(5-(piperidin-4-ylmethoxy)-2-(p-tolyl)pyridin-3-yl)benzonitrile

ID: ALA3759201

Chembl Id: CHEMBL3759201

PubChem CID: 127027348

Max Phase: Preclinical

Molecular Formula: C25H25N3O

Molecular Weight: 383.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ncc(OCC3CCNCC3)cc2-c2ccc(C#N)cc2)cc1

Standard InChI:  InChI=1S/C25H25N3O/c1-18-2-6-22(7-3-18)25-24(21-8-4-19(15-26)5-9-21)14-23(16-28-25)29-17-20-10-12-27-13-11-20/h2-9,14,16,20,27H,10-13,17H2,1H3

Standard InChI Key:  JQPWKVGXPWCDEE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3759201

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.50

Molecular Weight (Monoisotopic): 383.1998

AlogP: 4.97

#Rotatable Bonds: 5

Polar Surface Area: 57.94

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 4.75

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.81

References

1. Wu F, Zhou C, Yao Y, Wei L, Feng Z, Deng L, Song Y..  (2016)  3-(Piperidin-4-ylmethoxy)pyridine Containing Compounds Are Potent Inhibitors of Lysine Specific Demethylase 1.,  59  (1): [PMID:26652247] [10.1021/acs.jmedchem.5b01361]

2. Wang S, Zhao LJ, Zheng YC, Shen DD, Miao EF, Qiao XP, Zhao LJ, Liu Y, Huang R, Yu B, Liu HM..  (2017)  Design, synthesis and biological evaluation of [1,2,4]triazolo[1,5-a]pyrimidines as potent lysine specific demethylase 1 (LSD1/KDM1A) inhibitors.,  125  [PMID:27769034] [10.1016/j.ejmech.2016.10.021]

3. Zhang X, Huang H, Zhang Z, Yan J, Wu T, Yin W, Sun Y, Wang X, Gu Y, Zhao D, Cheng M..  (2021)  Design, synthesis and biological evaluation of novel benzofuran derivatives as potent LSD1 inhibitors.,  220  [PMID:33945992] [10.1016/j.ejmech.2021.113501]

4. Song Y, Zhang H, Yang X, Shi Y, Yu B..  (2022)  Annual review of lysine-specific demethylase 1 (LSD1/KDM1A) inhibitors in 2021.,  228  [PMID:34915312] [10.1016/j.ejmech.2021.114042]

Source

Source(1):

• Scientific Literature