ID: ALA390859

Max Phase: Preclinical

Molecular Formula: C13H11F3N2O5S

Molecular Weight: 364.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H](C(=O)Nc1ncco1)c1ccc(OS(=O)(=O)C(F)(F)F)cc1

Standard InChI:  InChI=1S/C13H11F3N2O5S/c1-8(11(19)18-12-17-6-7-22-12)9-2-4-10(5-3-9)23-24(20,21)13(14,15)16/h2-8H,1H3,(H,17,18,19)/t8-/m1/s1

Standard InChI Key:  OSPGRRAOFDINOM-MRVPVSSYSA-N

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

Properties

Molecular Weight: 364.30

Molecular Weight (Monoisotopic): 364.0341

AlogP: 2.65

#Rotatable Bonds: 5

Polar Surface Area: 98.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.71

CX Basic pKa:

CX LogP: 3.43

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.82

References

1. Moriconi A, Cesta MC, Cervellera MN, Aramini A, Coniglio S, Colagioia S, Beccari AR, Bizzarri C, Cavicchia MR, Locati M, Galliera E, Di Benedetto P, Vigilante P, Bertini R, Allegretti M..  (2007)  Design of noncompetitive interleukin-8 inhibitors acting on CXCR1 and CXCR2.,  50  (17): [PMID:17665889] [10.1021/jm061469t]

2. Moriconi A, Bigogno C, Bianchini G, Caligiuri A, Resconi A, Dondio MG, D'Anniballe G, Allegretti M..  (2011)  Aryltriflates as a Neglected Moiety in Medicinal Chemistry: A Case Study from a Lead Optimization of CXCL8 Inhibitors.,  2  (10): [PMID:24900265] [10.1021/ml2001533]

Source

Source(1):

• Scientific Literature