(5Z)-5-({1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[(3R,4R)]-3-fluoro-1-methylpiperidin-4-yl)-1,3-thiazolidine-2,4-dione

ID: ALA4174856

Chembl Id: CHEMBL4174856

PubChem CID: 54597874

Max Phase: Preclinical

Molecular Formula: C25H21ClF4N4O2S

Molecular Weight: 552.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC[C@@H](N2C(=O)S/C(=C\c3ccc4c(cnn4Cc4ccc(Cl)cc4C(F)(F)F)c3)C2=O)[C@H](F)C1

Standard InChI:  InChI=1S/C25H21ClF4N4O2S/c1-32-7-6-21(19(27)13-32)34-23(35)22(37-24(34)36)9-14-2-5-20-16(8-14)11-31-33(20)12-15-3-4-17(26)10-18(15)25(28,29)30/h2-5,8-11,19,21H,6-7,12-13H2,1H3/b22-9-/t19-,21-/m1/s1

Standard InChI Key:  BQNYTHNYGPJDQV-FHNILQQJSA-N

Alternative Forms

1. Parent:

   

   ALA4174856

   (5Z)-5-({1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[trans-3-fluoro-1-methylpiperidin-4-yl]-1,3-thiazolidine-2,4-dione

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: 552.98

Molecular Weight (Monoisotopic): 552.1010

AlogP: 5.84

#Rotatable Bonds: 4

Polar Surface Area: 58.44

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.44

CX LogP: 4.95

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.61

References

1. Patch RJ, Huang H, Patel S, Cheung W, Xu G, Zhao BP, Beauchamp DA, Rentzeperis D, Geisler JG, Askari HB, Liu J, Kasturi J, Towers M, Gaul MD, Player MR..  (2017)  Indazole-based ligands for estrogen-related receptor α as potential anti-diabetic agents.,  138  [PMID:28735214] [10.1016/j.ejmech.2017.07.015]

Source

Source(1):

• Scientific Literature