N-((cis)-4-(1,5-Dimethyl-1H-pyrazole-3-carboxamido)-cyclohexyl)-5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)-biphenyl-3-yloxy)nicotinamide

ID: ALA3287739

PubChem CID: 44520546

Max Phase: Preclinical

Molecular Formula: C35H39FN6O5

Molecular Weight: 642.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@H]2CC[C@@H](NC(=O)c3cc(F)cnc3Oc3cccc(-c4ccc(O)cc4CN4CCOCC4)c3)CC2)nn1C

Standard InChI:  InChI=1S/C35H39FN6O5/c1-22-16-32(40-41(22)2)34(45)39-27-8-6-26(7-9-27)38-33(44)31-19-25(36)20-37-35(31)47-29-5-3-4-23(18-29)30-11-10-28(43)17-24(30)21-42-12-14-46-15-13-42/h3-5,10-11,16-20,26-27,43H,6-9,12-15,21H2,1-2H3,(H,38,44)(H,39,45)/t26-,27+

Standard InChI Key:  HHMPSPSPFJQPAI-MKPDMIMOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3287739

   N-[4-[(1,5-dimethylpyrazole-3-carbonyl)amino]cyclohexyl]-5-fluoro-2-[3-[4-hydroxy-2-(morpholin-4-ylmethyl)phenyl]phenoxy]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: 642.73

Molecular Weight (Monoisotopic): 642.2966

AlogP: 4.73

#Rotatable Bonds: 9

Polar Surface Area: 130.84

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.29

CX Basic pKa: 6.60

CX LogP: 4.13

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.24

Np Likeness Score: -1.34

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