N,N,N-trimethyl-3-(octadec-1-en-2-ylsulfonyl)propan-1-aminium chloride

ID: ALA3605580

PubChem CID: 122186573

Max Phase: Preclinical

Molecular Formula: C24H50ClNO2S

Molecular Weight: 416.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CCCCCCCCCCCCCCCC)S(=O)(=O)CCC[N+](C)(C)C.[Cl-]

Standard InChI:  InChI=1S/C24H50NO2S.ClH/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-24(2)28(26,27)23-20-22-25(3,4)5;/h2,6-23H2,1,3-5H3;1H/q+1;/p-1

Standard InChI Key:  VBWFCMBRYMHQOO-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 29 27  0  0  0  0  0  0  0  0999 V2000
   31.0998    0.3750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.0998    1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0998    0.7500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.1390    1.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2998    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7998   -1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3392    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3389    1.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2998    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  1  0
  5  7  1  0
  6  8  1  0
  8  3  1  0
  3  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
M  CHG  2   1  -1   7   1
M  END

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: 416.74

Molecular Weight (Monoisotopic): 416.3557

AlogP: 6.88

#Rotatable Bonds: 20

Polar Surface Area: 34.14

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.16

Np Likeness Score: 0.34

References

1. Murph MM, Jiang GW, Altman MK, Jia W, Nguyen DT, Fambrough JM, Hardman WJ, Nguyen HT, Tran SK, Alshamrani AA, Madan D, Zhang J, Prestwich GD..  (2015)  Vinyl sulfone analogs of lysophosphatidylcholine irreversibly inhibit autotaxin and prevent angiogenesis in melanoma.,  23  (17): [PMID:26190462] [10.1016/j.bmc.2015.06.054]

Source

Source(1):

• Scientific Literature