3-{[4-(3-Pyridyl)pyrimidin-2-yl]amino}-1,2,3,4-tetrahydroquinoline-6-carbohydroxamicAcid

ID: ALA3415445

Chembl Id: CHEMBL3415445

PubChem CID: 56933019

Max Phase: Preclinical

Molecular Formula: C19H18N6O2

Molecular Weight: 362.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc2c(c1)CC(Nc1nccc(-c3cccnc3)n1)CN2

Standard InChI:  InChI=1S/C19H18N6O2/c26-18(25-27)12-3-4-16-14(8-12)9-15(11-22-16)23-19-21-7-5-17(24-19)13-2-1-6-20-10-13/h1-8,10,15,22,27H,9,11H2,(H,25,26)(H,21,23,24)

Standard InChI Key:  YWYZSTJJOZEEKF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3415445

   N-hydroxy-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide

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: 362.39

Molecular Weight (Monoisotopic): 362.1491

AlogP: 2.11

#Rotatable Bonds: 4

Polar Surface Area: 112.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: 4.36

CX LogP: 1.24

CX LogD: 1.23

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -1.12

References

1. Lin X, Chen W, Qiu Z, Guo L, Zhu W, Li W, Wang Z, Zhang W, Zhang Z, Rong Y, Zhang M, Yu L, Zhong S, Zhao R, Wu X, Wong JC, Tang G..  (2015)  Design and synthesis of orally bioavailable aminopyrrolidinone histone deacetylase 6 inhibitors.,  58  (6): [PMID:25734520] [10.1021/jm502011f]

2.  (2014)  N-hydroxy-benzamids for the treatment of cancer, 

Source

Source(2):

• Scientific Literature
• BindingDB Database