(S)-3-((2S,3S)-3-hydroxy-2-methyl-4-methylenedecanoyl)-4-isopropyloxazolidin-2-one

ID: ALA3765653

PubChem CID: 49846978

Max Phase: Preclinical

Molecular Formula: C18H31NO4

Molecular Weight: 325.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CCCCCC)[C@@H](O)[C@H](C)C(=O)N1C(=O)OC[C@@H]1C(C)C

Standard InChI:  InChI=1S/C18H31NO4/c1-6-7-8-9-10-13(4)16(20)14(5)17(21)19-15(12(2)3)11-23-18(19)22/h12,14-16,20H,4,6-11H2,1-3,5H3/t14-,15+,16+/m0/s1

Standard InChI Key:  CUDWZXIFWQVCFD-ARFHVFGLSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    0.7500   -1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548    0.7651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    0.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    2.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3040    3.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3071    5.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079    5.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461    5.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350    3.3761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    7.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421    2.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689    5.6254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119    8.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9150    9.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158   10.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2190   11.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2591   12.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  2  6  2  0
  7  8  1  0
  7  9  1  0
  4  7  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 10 15  2  0
 13 16  1  0
 11 17  1  1
 12 18  1  1
  3 10  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765653

   (4S)-3-[(2S,3S)-3-hydroxy-2-methyl-4-methylidenedecanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one

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: 325.45

Molecular Weight (Monoisotopic): 325.2253

AlogP: 3.51

#Rotatable Bonds: 9

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: 0.95

References

1. Singh S, Gajulapati V, Gajulapati K, Goo JI, Park YH, Jung HY, Lee SY, Choi JH, Kim YK, Lee K, Heo TH, Choi Y..  (2016)  Structure-activity relationship study of a series of novel oxazolidinone derivatives as IL-6 signaling blockers.,  26  (4): [PMID:26810262] [10.1016/j.bmcl.2016.01.016]

Source

Source(1):

• Scientific Literature