Rac-(2S)-1-[3-[2-fluoro-5-methyl-4-(trifluoromethyl)phenyl]-2-[[(2S)-2-(methylamino)propanoyl]amino]propanoyl]-2-[[(1R)-4-fluorosulfonyloxyindan-1-yl]carbamoyl]pyrrolidine

ID: ALA4552412

Chembl Id: CHEMBL4552412

PubChem CID: 155554597

Max Phase: Preclinical

Molecular Formula: C29H33F5N4O6S

Molecular Weight: 660.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)NC(Cc1cc(C)c(C(F)(F)F)cc1F)C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCc2c(OS(=O)(=O)F)cccc21

Standard InChI:  InChI=1S/C29H33F5N4O6S/c1-15-12-17(21(30)14-20(15)29(31,32)33)13-23(37-26(39)16(2)35-3)28(41)38-11-5-7-24(38)27(40)36-22-10-9-19-18(22)6-4-8-25(19)44-45(34,42)43/h4,6,8,12,14,16,22-24,35H,5,7,9-11,13H2,1-3H3,(H,36,40)(H,37,39)/t16-,22+,23?,24-/m0/s1

Standard InChI Key:  PUZNQYGJYZGRFA-BYAIKGAQSA-N

Alternative Forms

1. Parent:

   

   ALA4552412

   ---

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: 660.66

Molecular Weight (Monoisotopic): 660.2041

AlogP: 3.18

#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: 11.52

CX Basic pKa: 8.60

CX LogP: 3.63

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.26

Np Likeness Score: -0.59

References

1. 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