5-(4-chlorophenyl)-N-((1-methyl-1H-imidazol-2-yl)methyl)-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamide

ID: ALA2017463

Chembl Id: CHEMBL2017463

PubChem CID: 70687522

Max Phase: Preclinical

Molecular Formula: C26H26ClN5O2

Molecular Weight: 475.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccnc1CN(C(=O)c1ccc(-c2ccc(Cl)cc2)o1)c1ccc(N2CCNCC2)cc1

Standard InChI:  InChI=1S/C26H26ClN5O2/c1-30-15-14-29-25(30)18-32(22-8-6-21(7-9-22)31-16-12-28-13-17-31)26(33)24-11-10-23(34-24)19-2-4-20(27)5-3-19/h2-11,14-15,28H,12-13,16-18H2,1H3

Standard InChI Key:  XBEPLNIHFRVFRL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2017463

   5-(4-chlorophenyl)-N-[(1-methylimidazol-2-yl)methyl]-N-(4-piperazin-1-ylphenyl)furan-2-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: 475.98

Molecular Weight (Monoisotopic): 475.1775

AlogP: 4.59

#Rotatable Bonds: 6

Polar Surface Area: 66.54

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.88

CX LogP: 3.64

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.83

References

1. Huang X, Shipps GW, Cheng CC, Spacciapoli P, Zhang X, McCoy MA, Wyss DF, Yang X, Achab A, Soucy K, Montavon DK, Murphy DM, Whitehurst CE..  (2011)  Discovery and Hit-to-Lead Optimization of Non-ATP Competitive MK2 (MAPKAPK2) Inhibitors.,  2  (8): [PMID:24900358] [10.1021/ml200113y]

Source

Source(1):

• Scientific Literature