N-(1,1-Dioxo-hexahydro-1lambda[6]-thiopyran-3-yl)-4-[4-((S)-3-hydroxy-1-aza-bicyclo[2.2.2]oct-3-ylethynyl)-phenoxy]-benzamide

ID: ALA1940315

Chembl Id: CHEMBL1940315

PubChem CID: 57391205

Max Phase: Preclinical

Molecular Formula: C27H30N2O5S

Molecular Weight: 494.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCS(=O)(=O)C1)c1ccc(Oc2ccc(C#C[C@]3(O)CN4CCC3CC4)cc2)cc1

Standard InChI:  InChI=1S/C27H30N2O5S/c30-26(28-23-2-1-17-35(32,33)18-23)21-5-9-25(10-6-21)34-24-7-3-20(4-8-24)11-14-27(31)19-29-15-12-22(27)13-16-29/h3-10,22-23,31H,1-2,12-13,15-19H2,(H,28,30)/t23?,27-/m0/s1

Standard InChI Key:  IOEYWFCDGXVEFG-JVHFYALYSA-N

Alternative Forms

1. Parent:

   

   ALA1940315

   N-(1,1-dioxothian-3-yl)-4-[4-[2-[(3S)-3-hydroxy-1-azabicyclo[2.2.2]octan-3-yl]ethynyl]phenoxy]benzamide

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: 494.61

Molecular Weight (Monoisotopic): 494.1875

AlogP: 2.59

#Rotatable Bonds: 4

Polar Surface Area: 95.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: 8.09

CX LogP: 1.85

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.63

Np Likeness Score: -0.60

References

1. De Savi C, Morley AD, Nash I, Karoutchi G, Page K, Ting A, Gerhardt S..  (2012)  Lead optimisation of selective non-zinc binding inhibitors of MMP13. Part 2.,  22  (1): [PMID:22153941] [10.1016/j.bmcl.2011.11.034]

2. De Savi C, Morley AD, Nash I, Karoutchi G, Page K, Ting A, Gerhardt S..  (2012)  Lead optimisation of selective non-zinc binding inhibitors of MMP13. Part 2.,  22  (1): [PMID:22153941] [10.1016/j.bmcl.2011.11.034]

3. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data