US9266876, 236

ID: ALA3980161

Chembl Id: CHEMBL3980161

Cas Number: 1449367-94-5

PubChem CID: 89726129

Max Phase: Preclinical

Molecular Formula: C25H25F3N10O2S

Molecular Weight: 586.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C)n(CC(=O)N2CCN(c3sc(C(F)(F)F)nc3-c3nc4ccc(-c5noc(C)n5)cc4[nH]3)C[C@H]2C)n1

Standard InChI:  InChI=1S/C25H25F3N10O2S/c1-12-10-36(7-8-37(12)19(39)11-38-14(3)29-13(2)34-38)23-20(33-24(41-23)25(26,27)28)22-31-17-6-5-16(9-18(17)32-22)21-30-15(4)40-35-21/h5-6,9,12H,7-8,10-11H2,1-4H3,(H,31,32)/t12-/m1/s1

Standard InChI Key:  SXYUBRILLHMIAQ-GFCCVEGCSA-N

Alternative Forms

1. Parent:

   

   ALA3980161

   CID 89726129

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: 586.60

Molecular Weight (Monoisotopic): 586.1835

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 134.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.69

CX Basic pKa: 3.56

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.32

Np Likeness Score: -1.87

References

1.  (2016)  4-(benzoimidazol-2-yl)-thiazole compounds and related aza derivatives, 

2. Caroff E, Meyer EA, Äänismaa P, Froidevaux S, Keller M, Piali L..  (2022)  Design, Synthesis, and Pharmacological Evaluation of Benzimidazolo-thiazoles as Potent CXCR3 Antagonists with Therapeutic Potential in Autoimmune Diseases: Discovery of ACT-672125.,  65  (17.0): [PMID:35969159] [10.1021/acs.jmedchem.2c00676]

Source

Source(2):

• Scientific Literature
• BindingDB Database