4-((S)-3-((S)-2-(((R)-4-Fluoro-2,3-dihydro-1H-inden-1-yl)carbamoyl)pyrrolidin-1-yl)-2-((S)-2-(methylamino)propanamido)-3-oxopropyl)phenyl Fluoro-Sulfate

ID: ALA4437401

Chembl Id: CHEMBL4437401

PubChem CID: 155512591

Max Phase: Preclinical

Molecular Formula: C27H32F2N4O6S

Molecular Weight: 578.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@@H](Cc1ccc(OS(=O)(=O)F)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCc2c(F)cccc21

Standard InChI:  InChI=1S/C27H32F2N4O6S/c1-16(30-2)25(34)32-23(15-17-8-10-18(11-9-17)39-40(29,37)38)27(36)33-14-4-7-24(33)26(35)31-22-13-12-19-20(22)5-3-6-21(19)28/h3,5-6,8-11,16,22-24,30H,4,7,12-15H2,1-2H3,(H,31,35)(H,32,34)/t16-,22+,23-,24-/m0/s1

Standard InChI Key:  VYJTVHQPRHYCQH-ZFIFVKQDSA-N

Alternative Forms

1. Parent:

   

   ALA4437401

   ---

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: 578.64

Molecular Weight (Monoisotopic): 578.2011

AlogP: 1.85

#Rotatable Bonds: 10

Polar Surface Area: 133.91

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.78

CX Basic pKa: 8.60

CX LogP: 2.24

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.37

Np Likeness Score: -0.53

References

1. Gambini L, Baggio C, Udompholkul P, Jossart J, Salem AF, Perry JJP, Pellecchia M..  (2019)  Covalent Inhibitors of Protein-Protein Interactions Targeting Lysine, Tyrosine, or Histidine Residues.,  62  (11): [PMID:31095386] [10.1021/acs.jmedchem.9b00561]

2. Baggio C, Udompholkul P, Gambini L, Salem AF, Jossart J, Perry JJP, Pellecchia M..  (2019)  Aryl-fluorosulfate-based Lysine Covalent Pan-Inhibitors of Apoptosis Protein (IAP) Antagonists with Cellular Efficacy.,  62  (20): [PMID:31550155] [10.1021/acs.jmedchem.9b01108]

Source

Source(1):

• Scientific Literature