2-(4'-(((3S,5R)-3,5-Dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoro-N-((cis)-4-(2-hydroxy-5-methylbenzamido)cyclohexyl)nicotinamide

ID: ALA3288030

PubChem CID: 59190451

Max Phase: Preclinical

Molecular Formula: C44H53FN6O5

Molecular Weight: 764.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(C(=O)N[C@H]2CC[C@@H](NC(=O)c3cc(F)cnc3Oc3cccc(-c4ccc(CN5C[C@@H](C)N[C@@H](C)C5)cc4CN4CCOCC4)c3)CC2)c1

Standard InChI:  InChI=1S/C44H53FN6O5/c1-28-7-14-41(52)39(19-28)42(53)48-35-9-11-36(12-10-35)49-43(54)40-22-34(45)23-46-44(40)56-37-6-4-5-32(21-37)38-13-8-31(26-51-24-29(2)47-30(3)25-51)20-33(38)27-50-15-17-55-18-16-50/h4-8,13-14,19-23,29-30,35-36,47,52H,9-12,15-18,24-27H2,1-3H3,(H,48,53)(H,49,54)/t29-,30+,35-,36+

Standard InChI Key:  JHTLYFBBYQROBV-DZHYTCOUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3288030

   2-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]-2-(morpholin-4-ylmethyl)phenyl]phenoxy]-5-fluoro-N-[4-[(2-hydroxy-5-methylbenzoyl)amino]cyclohexyl]pyridine-3-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: 764.94

Molecular Weight (Monoisotopic): 764.4061

AlogP: 6.18

#Rotatable Bonds: 11

Polar Surface Area: 128.29

Molecular Species: BASE

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.49

CX Basic pKa: 9.45

CX LogP: 5.54

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.14

Np Likeness Score: -0.99

References

1. De Savi C, Cox RJ, Warner DJ, Cook AR, Dickinson MR, McDonough A, Morrill LC, Parker B, Andrews G, Young SS, Gilmour PS, Riley R, Dearman MS..  (2014)  Efficacious inhaled PDE4 inhibitors with low emetic potential and long duration of action for the treatment of COPD.,  57  (11): [PMID:24785301] [10.1021/jm5001216]

Source

Source(1):

• Scientific Literature