ID: ALA1446389

Max Phase: Preclinical

Molecular Formula: C21H18N2O

Molecular Weight: 314.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#CC(Nc1ccccc1)c1ccccc1OCc1ccccc1

Standard InChI:  InChI=1S/C21H18N2O/c22-15-20(23-18-11-5-2-6-12-18)19-13-7-8-14-21(19)24-16-17-9-3-1-4-10-17/h1-14,20,23H,16H2

Standard InChI Key:  OCHKGCOPTZOXOP-UHFFFAOYSA-N

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

Properties

Molecular Weight: 314.39

Molecular Weight (Monoisotopic): 314.1419

AlogP: 4.94

#Rotatable Bonds: 6

Polar Surface Area: 45.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.41

CX Basic pKa: 0.31

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.04

References

1. PubChem BioAssay data set, 

2. Deng X, Lin F, Zhang Y, Li Y, Zhou L, Lou B, Li Y, Dong J, Ding T, Jiang X, Wang R, Ye D..  (2014)  Identification of small molecule sphingomyelin synthase inhibitors.,  73  [PMID:24374347] [10.1016/j.ejmech.2013.12.002]

3. Li YL, Qi XY, Jiang H, Deng XD, Dong YP, Ding TB, Zhou L, Men P, Chu Y, Wang RX, Jiang XC, Ye DY..  (2015)  Discovery, synthesis and biological evaluation of 2-(4-(N-phenethylsulfamoyl)phenoxy)acetamides (SAPAs) as novel sphingomyelin synthase 1 inhibitors.,  23  (18): [PMID:26314925] [10.1016/j.bmc.2015.07.060]

4. Qi XY, Cao Y, Li YL, Mo MG, Zhou L, Ye DY..  (2017)  Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine.,  27  (15): [PMID:28619536] [10.1016/j.bmcl.2017.05.074]

5. Li Y, Huang T, Lou B, Ye D, Qi X, Li X, Hu S, Ding T, Chen Y, Cao Y, Mo M, Dong J, Wei M, Chu Y, Li H, Jiang XC, Cheng N, Zhou L..  (2019)  Discovery, synthesis and anti-atherosclerotic activities of a novel selective sphingomyelin synthase 2 inhibitor.,  163  [PMID:30580239] [10.1016/j.ejmech.2018.12.028]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays