ID: ALA4549447

Max Phase: Preclinical

Molecular Formula: C21H37Cl2N3O2

Molecular Weight: 361.53

Molecule Type: Unknown

Representations

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

Standard InChI:  InChI=1S/C21H35N3O2.2ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)16-26-20-13-19(15-25)24(14-20)21(22)23;;/h9-12,19-20,25H,2-8,13-16H2,1H3,(H3,22,23);2*1H/t19-,20+;;/m1../s1

Standard InChI Key:  RPTLSFOYUFQPOS-AAYDIPMQSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 361.53

Molecular Weight (Monoisotopic): 361.2729

AlogP: 3.43

#Rotatable Bonds: 11

Polar Surface Area: 82.57

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 11.36

CX LogP: 3.92

CX LogD: 1.52

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.32

Np Likeness Score: 0.31

References

1. 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