5-(3-(3-fluorophenyl)-3-(1-((2-methyl-6-(2-methyl-4-(methylsulfonamido)phenoxy)pyridin-3-yl)methyl)piperidin-4-yl)ureido)picolinamide

ID: ALA1914527

PubChem CID: 57394634

Max Phase: Preclinical

Molecular Formula: C33H36FN7O5S

Molecular Weight: 661.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NS(C)(=O)=O)ccc1Oc1ccc(CN2CCC(N(C(=O)Nc3ccc(C(N)=O)nc3)c3cccc(F)c3)CC2)c(C)n1

Standard InChI:  InChI=1S/C33H36FN7O5S/c1-21-17-25(39-47(3,44)45)9-11-30(21)46-31-12-7-23(22(2)37-31)20-40-15-13-27(14-16-40)41(28-6-4-5-24(34)18-28)33(43)38-26-8-10-29(32(35)42)36-19-26/h4-12,17-19,27,39H,13-16,20H2,1-3H3,(H2,35,42)(H,38,43)

Standard InChI Key:  UNMDCYHNYHSQNY-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1914527

   5-[[(3-Fluorophenyl)-[1-[[6-[4-(methanesulfonamido)-2-methylphenoxy]-2-methylpyridin-3-yl]methyl]piperidin-4-yl]carbamoyl]amino]pyridine-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: 661.76

Molecular Weight (Monoisotopic): 661.2483

AlogP: 5.20

#Rotatable Bonds: 10

Polar Surface Area: 159.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.27

CX Basic pKa: 7.44

CX LogP: 2.79

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.21

Np Likeness Score: -1.80

References

1. Duan M, Kazmierski WM, Chong PY, Deanda F, Edelstein M, Ferris R, Peckham J, Wheelan P, Xiong Z, Zhang H, Nishizawa R, Takaoka Y..  (2011)  Discovery of novel pyridyl carboxamides as potent CCR5 antagonists and optimization of their pharmacokinetic profile in rats.,  21  (21): [PMID:21920742] [10.1016/j.bmcl.2011.08.080]

Source

Source(1):

• Scientific Literature