US8822505, 13

ID: ALA3671334

Chembl Id: CHEMBL3671334

PubChem CID: 71679559

Max Phase: Preclinical

Molecular Formula: C24H22BrClFN5O4S

Molecular Weight: 610.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1(NC(=O)[C@@H]2C[C@@H](S(=O)(=O)c3ccccc3Cl)CN2C(=O)C2(c3ncc(Br)cc3F)CNC2)CC1

Standard InChI:  InChI=1S/C24H22BrClFN5O4S/c25-14-7-17(27)20(30-9-14)24(12-29-13-24)22(34)32-10-15(37(35,36)19-4-2-1-3-16(19)26)8-18(32)21(33)31-23(11-28)5-6-23/h1-4,7,9,15,18,29H,5-6,8,10,12-13H2,(H,31,33)/t15-,18+/m1/s1

Standard InChI Key:  NSNODLMCUTYBRZ-QAPCUYQASA-N

Alternative Forms

1. Parent:

   

   ALA3671334

   (2S,4R)-1-[3-(5-Bromo-3-fluoro-pyridin-2-yl)-azetidine-3-carbonyl]-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide

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: 610.89

Molecular Weight (Monoisotopic): 609.0248

AlogP: 2.09

#Rotatable Bonds: 6

Polar Surface Area: 132.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.54

CX Basic pKa: 8.06

CX LogP: 1.55

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: -1.21

References

1.  (2014)  Azetidine derivatives, 

2. Cons BD, Twigg DG, Kumar R, Chessari G..  (2022)  Electrostatic Complementarity in Structure-Based Drug Design.,  65  (11.0): [PMID:35512344] [10.1021/acs.jmedchem.2c00164]

Source

Source(2):

• Scientific Literature
• BindingDB Database