3-(4-hexylphenyl)sulfonyl-N-(2-naphthylmethyl)-7-azabicyclo[2.2.1]heptan-2-amine

ID: ALA4541926

Chembl Id: CHEMBL4541926

PubChem CID: 73017594

Max Phase: Preclinical

Molecular Formula: C29H36N2O2S

Molecular Weight: 476.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCc1ccc(S(=O)(=O)C2C3CCC(N3)C2NCc2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C29H36N2O2S/c1-2-3-4-5-8-21-12-15-25(16-13-21)34(32,33)29-27-18-17-26(31-27)28(29)30-20-22-11-14-23-9-6-7-10-24(23)19-22/h6-7,9-16,19,26-31H,2-5,8,17-18,20H2,1H3

Standard InChI Key:  JBMMVEUBYWJFBW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4541926

   3-(4-hexylphenyl)sulfonyl-N-(naphthalen-2-ylmethyl)-7-azabicyclo[2.2.1]heptan-2-amine

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: 476.69

Molecular Weight (Monoisotopic): 476.2497

AlogP: 5.40

#Rotatable Bonds: 10

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.08

CX LogP: 6.31

CX LogD: 5.55

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -0.07

References

1. Bobrovs R, Jaudzems K, Jirgensons A..  (2019)  Exploiting Structural Dynamics To Design Open-Flap Inhibitors of Malarial Aspartic Proteases.,  62  (20): [PMID:31062983] [10.1021/acs.jmedchem.9b00184]

2. Cheuka PM, Dziwornu G, Okombo J, Chibale K..  (2020)  Plasmepsin Inhibitors in Antimalarial Drug Discovery: Medicinal Chemistry and Target Validation (2000 to Present).,  63  (9): [PMID:31913032] [10.1021/acs.jmedchem.9b01622]

Source

Source(1):

• Scientific Literature