ID: ALA514348

Max Phase: Preclinical

Molecular Formula: C22H28N2O3S

Molecular Weight: 400.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC[C@H](N)C(=O)N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1

Standard InChI:  InChI=1S/C22H28N2O3S/c1-2-9-21(23)22(25)24-19(15-14-18-10-5-3-6-11-18)16-17-28(26,27)20-12-7-4-8-13-20/h3-8,10-13,16-17,19,21H,2,9,14-15,23H2,1H3,(H,24,25)/b17-16+/t19-,21-/m0/s1

Standard InChI Key:  GLJZTHKUTGOBFU-LIIHMFIASA-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: 400.54

Molecular Weight (Monoisotopic): 400.1821

AlogP: 3.22

#Rotatable Bonds: 10

Polar Surface Area: 89.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.04

CX LogP: 3.49

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.01

References

1. Li J, Petrassi HM, Tumanut C, Masick BT, Trussell C, Harris JL..  (2009)  Substrate optimization for monitoring cathepsin C activity in live cells.,  17  (3): [PMID:18313933] [10.1016/j.bmc.2008.02.002]

2. Arastu-Kapur S, Ponder EL, Fonović UP, Yeoh S, Yuan F, Fonović M, Grainger M, Phillips CI, Powers JC, Bogyo M..  (2008)  Identification of proteases that regulate erythrocyte rupture by the malaria parasite Plasmodium falciparum.,  4  (3): [PMID:18246061] [10.1038/nchembio.70]

Source

Source(1):

• Scientific Literature