ID: ALA2441555

Max Phase: Preclinical

Molecular Formula: C20H34ClNO2

Molecular Weight: 319.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCc1ccc(CO[C@H]2CN[C@H](CO)C2)cc1.Cl

Standard InChI:  InChI=1S/C20H33NO2.ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)16-23-20-13-19(15-22)21-14-20;/h9-12,19-22H,2-8,13-16H2,1H3;1H/t19-,20+;/m0./s1

Standard InChI Key:  ICGWLOCGXMULOL-CMXBXVFLSA-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: 319.49

Molecular Weight (Monoisotopic): 319.2511

AlogP: 3.83

#Rotatable Bonds: 11

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.97

CX LogP: 4.43

CX LogD: 1.94

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: 0.79

References

1. Fransson R, McCracken AN, Chen B, McMonigle RJ, Edinger AL, Hanessian S..  (2013)  Design, Synthesis, and Anti-leukemic Activity of Stereochemically Defined Constrained Analogs of FTY720 (Gilenya).,  4  (10): [PMID:24273632] [10.1021/ml4002425]

2. Perryman MS, Tessier J, Wiher T, O'Donoghue H, McCracken AN, Kim SM, Nguyen DG, Simitian GS, Viana M, Rafelski S, Edinger AL, Hanessian S..  (2016)  Effects of stereochemistry, saturation, and hydrocarbon chain length on the ability of synthetic constrained azacyclic sphingolipids to trigger nutrient transporter down-regulation, vacuolation, and cell death.,  24  (18): [PMID:27475534] [10.1016/j.bmc.2016.07.038]

Source

Source(1):

• Scientific Literature