N-((cis)-4-(2-(4'-(((3S,5R)-3,5-Dimethylpiperazin-1-yl)-methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide

ID: ALA3288029

PubChem CID: 59190544

Max Phase: Preclinical

Molecular Formula: C41H50FN7O4S

Molecular Weight: 755.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1csc(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)n1

Standard InChI:  InChI=1S/C41H50FN7O4S/c1-26-21-49(22-27(2)44-26)23-29-7-12-36(31(17-29)24-48-13-15-52-16-14-48)30-5-4-6-35(18-30)53-40-37(19-32(42)20-43-40)38(50)46-33-8-10-34(11-9-33)47-39(51)41-45-28(3)25-54-41/h4-7,12,17-20,25-27,33-34,44H,8-11,13-16,21-24H2,1-3H3,(H,46,50)(H,47,51)/t26-,27+,33-,34+

Standard InChI Key:  BIEGUOUGXUGXQL-IDXOVHGGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3288029

   N-[4-[[2-[3-[4-[[(3R,5S)-3,5-dimethylpiperazin-1-yl]methyl]-2-(morpholin-4-ylmethyl)phenyl]phenoxy]-5-fluoropyridine-3-carbonyl]amino]cyclohexyl]-4-methyl-1,3-thiazole-2-carboxamide

2. Alternative Forms:

   

   ALA3288029

   N-[4-[[2-[3-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]-2-(morpholin-4-ylmethyl)phenyl]phenoxy]-5-fluoropyridine-3-carbonyl]amino]cyclohexyl]-4-methyl-1,3-thiazole-2-carboxamide;2,2,2-trifluoroacetic acid

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: 755.96

Molecular Weight (Monoisotopic): 755.3629

AlogP: 5.93

#Rotatable Bonds: 11

Polar Surface Area: 120.95

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.20

CX Basic pKa: 9.39

CX LogP: 4.82

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.17

Np Likeness Score: -1.30

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