1-((2S,3R)-2-(Hydroxymethyl)-3-(4-((E)-oct-1-en-1-yl)phenyl)pyrrolidin-1-yl)ethan-1-one

ID: ALA4457876

Chembl Id: CHEMBL4457876

PubChem CID: 155525567

Max Phase: Preclinical

Molecular Formula: C21H31NO2

Molecular Weight: 329.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC/C=C/c1ccc([C@H]2CCN(C(C)=O)[C@@H]2CO)cc1

Standard InChI:  InChI=1S/C21H31NO2/c1-3-4-5-6-7-8-9-18-10-12-19(13-11-18)20-14-15-22(17(2)24)21(20)16-23/h8-13,20-21,23H,3-7,14-16H2,1-2H3/b9-8+/t20-,21-/m1/s1

Standard InChI Key:  SDKNLXUTEMIAES-OBDVNYBASA-N

Alternative Forms

1. Parent:

   

   ALA4457876

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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

Calculated Properties

Molecular Weight: 329.48

Molecular Weight (Monoisotopic): 329.2355

AlogP: 4.37

#Rotatable Bonds: 8

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: 0.92

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