3-{2-Ethyl-6-methyl-4-[5-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-propionic acid

ID: ALA3105479

Chembl Id: CHEMBL3105479

PubChem CID: 69263869

Max Phase: Preclinical

Molecular Formula: C25H28N2O3S

Molecular Weight: 436.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(-c2noc(-c3sc(C)c4c3C[C@@H]3[C@H]4C3(C)C)n2)cc(C)c1CCC(=O)O

Standard InChI:  InChI=1S/C25H28N2O3S/c1-6-14-10-15(9-12(2)16(14)7-8-19(28)29)23-26-24(30-27-23)22-17-11-18-21(25(18,4)5)20(17)13(3)31-22/h9-10,18,21H,6-8,11H2,1-5H3,(H,28,29)/t18-,21-/m1/s1

Standard InChI Key:  JVFNCNSLPZOKHG-WIYYLYMNSA-N

Alternative Forms

1. Parent:

   

   ALA3105479

   3-[2-ethyl-6-methyl-4-[5-[(2S,4R)-3,3,9-trimethyl-8-thiatricyclo[4.3.0.02,4]nona-1(9),6-dien-7-yl]-1,2,4-oxadiazol-3-yl]phenyl]propanoic 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: 436.58

Molecular Weight (Monoisotopic): 436.1821

AlogP: 5.96

#Rotatable Bonds: 6

Polar Surface Area: 76.22

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.11

CX Basic pKa: ┄

CX LogP: 7.35

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.08

References

1. Bolli MH, Müller C, Mathys B, Abele S, Birker M, Bravo R, Bur D, Hess P, Kohl C, Lehmann D, Nayler O, Rey M, Meyer S, Scherz M, Schmidt G, Steiner B, Treiber A, Velker J, Weller T..  (2013)  Novel S1P1 receptor agonists--part 1: From pyrazoles to thiophenes.,  56  (23): [PMID:24266709] [10.1021/jm4014373]

Source

Source(1):

• Scientific Literature