(S)-N-[4-(Imidazo[2,1-b]benzothiazol]-2-[hiazol-2-yl)2-(3,5-bis(trifluoromethyl)phenyl)acetamido]-3-phenylpropanamide

ID: ALA1927770

Chembl Id: CHEMBL1927770

PubChem CID: 57390565

Max Phase: Preclinical

Molecular Formula: C34H24F6N4O2S

Molecular Weight: 666.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1cc(C(F)(F)F)cc(C(F)(F)F)c1)N[C@@H](Cc1ccccc1)C(=O)Nc1ccc(-c2cn3c(n2)sc2ccccc23)cc1

Standard InChI:  InChI=1S/C34H24F6N4O2S/c35-33(36,37)23-14-21(15-24(18-23)34(38,39)40)17-30(45)42-26(16-20-6-2-1-3-7-20)31(46)41-25-12-10-22(11-13-25)27-19-44-28-8-4-5-9-29(28)47-32(44)43-27/h1-15,18-19,26H,16-17H2,(H,41,46)(H,42,45)/t26-/m0/s1

Standard InChI Key:  WUCNRALGPZNATI-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA1927770

   (2S)-2-[[2-[3,5-bis(trifluoromethyl)phenyl]acetyl]amino]-N-(4-imidazo[2,1-b][1,3]benzothiazol-2-ylphenyl)-3-phenylpropanamide

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: 666.65

Molecular Weight (Monoisotopic): 666.1524

AlogP: 8.16

#Rotatable Bonds: 8

Polar Surface Area: 75.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.90

CX Basic pKa: 3.38

CX LogP: 7.90

CX LogD: 7.90

Aromatic Rings: 6

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: -1.38

References

1. Furlan A, Colombo F, Kover A, Issaly N, Tintori C, Angeli L, Leroux V, Letard S, Amat M, Asses Y, Maigret B, Dubreuil P, Botta M, Dono R, Bosch J, Piccolo O, Passarella D, Maina F..  (2012)  Identification of new aminoacid amides containing the imidazo[2,1-b]benzothiazol-2-ylphenyl moiety as inhibitors of tumorigenesis by oncogenic Met signaling.,  47  [PMID:22138308] [10.1016/j.ejmech.2011.10.051]

2. Colombo F, Tintori C, Furlan A, Borrelli S, Christodoulou MS, Dono R, Maina F, Botta M, Amat M, Bosch J, Passarella D..  (2012)  'Click' synthesis of a triazole-based inhibitor of Met functions in cancer cells.,  22  (14): [PMID:22738633] [10.1016/j.bmcl.2012.05.078]

Source

Source(1):

• Scientific Literature