(2S,4S)-Quinolin-3-ylmethyl 2-((((S)-3-Bromo-4,5-dihydroisoxazol-5-yl)methyl)carbamoyl)-4-fluoropyrrolidine-1-carboxylate

ID: ALA3357593

Chembl Id: CHEMBL3357593

PubChem CID: 71487336

Max Phase: Preclinical

Molecular Formula: C20H20BrFN4O4

Molecular Weight: 479.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC[C@@H]1CC(Br)=NO1)[C@@H]1C[C@H](F)CN1C(=O)OCc1cnc2ccccc2c1

Standard InChI:  InChI=1S/C20H20BrFN4O4/c21-18-7-15(30-25-18)9-24-19(27)17-6-14(22)10-26(17)20(28)29-11-12-5-13-3-1-2-4-16(13)23-8-12/h1-5,8,14-15,17H,6-7,9-11H2,(H,24,27)/t14-,15-,17-/m0/s1

Standard InChI Key:  OLFQCLGVJMABDT-ZOBUZTSGSA-N

Alternative Forms

1. Parent:

   

   ALA3357593

   quinolin-3-ylmethyl (2S,4S)-2-[[(5S)-3-bromo-4,5-dihydro-1,2-oxazol-5-yl]methylcarbamoyl]-4-fluoropyrrolidine-1-carboxylate

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

Calculated Properties

Molecular Weight: 479.31

Molecular Weight (Monoisotopic): 478.0652

AlogP: 2.90

#Rotatable Bonds: 5

Polar Surface Area: 93.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.07

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: -0.95

References

1. Klöck C, Herrera Z, Albertelli M, Khosla C..  (2014)  Discovery of potent and specific dihydroisoxazole inhibitors of human transglutaminase 2.,  57  (21): [PMID:25333388] [10.1021/jm501145a]

Source

Source(1):

• Scientific Literature