(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)-1-(1-(2-fluoro-4-iodophenyl)cyclopropanecarbonyl)pyrrolidine-2-carboxamide

ID: ALA2335184

Chembl Id: CHEMBL2335184

PubChem CID: 51031602

Max Phase: Preclinical

Molecular Formula: C25H22ClFIN3O4S

Molecular Weight: 641.89

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(c3ccc(I)cc3F)CC2)CC1

Standard InChI:  InChI=1S/C25H22ClFIN3O4S/c26-18-3-1-2-4-21(18)36(34,35)16-12-20(22(32)30-24(14-29)7-8-24)31(13-16)23(33)25(9-10-25)17-6-5-15(28)11-19(17)27/h1-6,11,16,20H,7-10,12-13H2,(H,30,32)/t16-,20+/m1/s1

Standard InChI Key:  NLFFQMNSKGRRRW-UZLBHIALSA-N

Alternative Forms

1. Parent:

   

   ALA2335184

   (2S,4R)-4-(2-chlorophenyl)sulfonyl-N-(1-cyanocyclopropyl)-1-[1-(2-fluoro-4-iodophenyl)cyclopropanecarbonyl]pyrrolidine-2-carboxamide

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: 641.89

Molecular Weight (Monoisotopic): 641.0048

AlogP: 3.73

#Rotatable Bonds: 6

Polar Surface Area: 107.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.64

CX Basic pKa:

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.48

Np Likeness Score: -1.32

References

1. Wilcken R, Zimmermann MO, Lange A, Joerger AC, Boeckler FM..  (2013)  Principles and applications of halogen bonding in medicinal chemistry and chemical biology.,  56  (4): [PMID:23145854] [10.1021/jm3012068]

2. Ford MC, Ho PS..  (2016)  Computational Tools To Model Halogen Bonds in Medicinal Chemistry.,  59  (5): [PMID:26465079] [10.1021/acs.jmedchem.5b00997]

Source

Source(1):

• Scientific Literature