2-amino-2-(2-(4'-(2-ethyloxazol-4-yl)biphenyl-4-yl)ethyl)propane-1,3-diol hydrochloride

ID: ALA3781508

Chembl Id: CHEMBL3781508

PubChem CID: 71487023

Max Phase: Preclinical

Molecular Formula: C22H27ClN2O3

Molecular Weight: 366.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc(-c2ccc(-c3ccc(CCC(N)(CO)CO)cc3)cc2)co1.Cl

Standard InChI:  InChI=1S/C22H26N2O3.ClH/c1-2-21-24-20(13-27-21)19-9-7-18(8-10-19)17-5-3-16(4-6-17)11-12-22(23,14-25)15-26;/h3-10,13,25-26H,2,11-12,14-15,23H2,1H3;1H

Standard InChI Key:  MTMMJPYZUSQJHW-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

Calculated Properties

Molecular Weight: 366.46

Molecular Weight (Monoisotopic): 366.1943

AlogP: 3.19

#Rotatable Bonds: 8

Polar Surface Area: 92.51

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.38

CX LogP: 2.88

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: 0.03

References

1. Xiao Q, Jin J, Wang X, Hu J, Xi M, Tian Y, Yin D..  (2016)  Synthesis, identification, and biological activity of metabolites of two novel selective S1P1 agonists.,  24  (10): [PMID:27068143] [10.1016/j.bmc.2016.03.059]

2. Xiao Q, Hu M, Chen S, Jin J, Li L, Hu J, Xie P, Yin D..  (2020)  S1P₁-selective agonist prodrug IMMH002 is phosphorylated in rats to form an S-configured enantiomer: Synthesis, verification, and biological activity of the in vivo active metabolite.,  30  (11): [PMID:32249117] [10.1016/j.bmcl.2020.127141]

Source

Source(1):

• Scientific Literature