ID: ALA3355726

Max Phase: Preclinical

Molecular Formula: C21H25N5O3S

Molecular Weight: 427.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(Nc2cc(S(=O)(=O)c3ccccc3)cc(N[C@H]3CC[C@H](O)CC3)n2)n[nH]1

Standard InChI:  InChI=1S/C21H25N5O3S/c1-14-11-21(26-25-14)24-20-13-18(30(28,29)17-5-3-2-4-6-17)12-19(23-20)22-15-7-9-16(27)10-8-15/h2-6,11-13,15-16,27H,7-10H2,1H3,(H3,22,23,24,25,26)/t15-,16-

Standard InChI Key:  GALDZRYXDQCYKT-WKILWMFISA-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: 427.53

Molecular Weight (Monoisotopic): 427.1678

AlogP: 3.40

#Rotatable Bonds: 6

Polar Surface Area: 120.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.92

CX Basic pKa: 3.33

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.05

References

1. Trani G, Barker JJ, Bromidge SM, Brookfield FA, Burch JD, Chen Y, Eigenbrot C, Heifetz A, Ismaili MH, Johnson A, Krülle TM, MacKinnon CH, Maghames R, McEwan PA, Montalbetti CA, Ortwine DF, Pérez-Fuertes Y, Vaidya DG, Wang X, Zarrin AA, Pei Z..  (2014)  Design, synthesis and structure-activity relationships of a novel class of sulfonylpyridine inhibitors of Interleukin-2 inducible T-cell kinase (ITK).,  24  (24): [PMID:25455497] [10.1016/j.bmcl.2014.10.020]

Source

Source(1):

• Scientific Literature