N-(2,2-Difluoro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]imidazol-6-yl)-2-(2-(trifluoromethoxy)benzamido)thiazole-4-carboxamide

ID: ALA3337845

Chembl Id: CHEMBL3337845

PubChem CID: 72695133

Max Phase: Preclinical

Molecular Formula: C20H10F5N5O5S

Molecular Weight: 527.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2cc3c(cc2[nH]1)OC(F)(F)O3)c1csc(NC(=O)c2ccccc2OC(F)(F)F)n1

Standard InChI:  InChI=1S/C20H10F5N5O5S/c21-19(22,23)33-12-4-2-1-3-8(12)15(31)30-18-28-11(7-36-18)16(32)29-17-26-9-5-13-14(6-10(9)27-17)35-20(24,25)34-13/h1-7H,(H,28,30,31)(H2,26,27,29,32)

Standard InChI Key:  DVVVOLSRHWJCHV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3337845

   N-(2,2-Difluoro-5h-[1,3]dioxolo[4,5-F]benzimidazol-6-Yl)-2-{[2-(Trifluoromethoxy)benzoyl]amino}-1,3-Thiazole-4-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: 527.39

Molecular Weight (Monoisotopic): 527.0323

AlogP: 4.74

#Rotatable Bonds: 5

Polar Surface Area: 127.46

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.88

CX Basic pKa: 2.86

CX LogP: 6.30

CX LogD: 6.30

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -1.64

References

1. Richter J, Bischof J, Zaja M, Kohlhof H, Othersen O, Vitt D, Alscher V, Pospiech I, García-Reyes B, Berg S, Leban J, Knippschild U..  (2014)  Difluoro-dioxolo-benzoimidazol-benzamides as potent inhibitors of CK1δ and ε with nanomolar inhibitory activity on cancer cell proliferation.,  57  (19): [PMID:25191940] [10.1021/jm500600b]

Source

Source(1):

• Scientific Literature