N-[(S)-3-(2-Ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-1,2,4-oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-acetamide

ID: ALA3800336

PubChem CID: 49871977

Max Phase: Preclinical

Molecular Formula: C27H36N4O6

Molecular Weight: 512.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(-c2noc(-c3cc(OC)nc(C(CC)CC)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO

Standard InChI:  InChI=1S/C27H36N4O6/c1-6-17(7-2)22-11-20(12-24(29-22)35-5)27-30-26(31-37-27)19-9-16(4)25(18(8-3)10-19)36-15-21(33)13-28-23(34)14-32/h9-12,17,21,32-33H,6-8,13-15H2,1-5H3,(H,28,34)/t21-/m0/s1

Standard InChI Key:  WIAYBOGKYOFFEX-NRFANRHFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3800336

   N-[(2S)-3-(2-Ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-acetamide

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: 512.61

Molecular Weight (Monoisotopic): 512.2635

AlogP: 3.43

#Rotatable Bonds: 13

Polar Surface Area: 139.83

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.41

CX Basic pKa: 1.62

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -0.66

References

1. Bolli MH, Lescop C, Birker M, de Kanter R, Hess P, Kohl C, Nayler O, Rey M, Sieber P, Velker J, Weller T, Steiner B..  (2016)  Novel S1P1 receptor agonists - Part 5: From amino-to alkoxy-pyridines.,  115  [PMID:27027817] [10.1016/j.ejmech.2016.03.020]

2. Dyckman AJ..  (2017)  Modulators of Sphingosine-1-phosphate Pathway Biology: Recent Advances of Sphingosine-1-phosphate Receptor 1 (S1P1) Agonists and Future Perspectives.,  60  (13): [PMID:28291340] [10.1021/acs.jmedchem.6b01575]

Source

Source(1):

• Scientific Literature