5-Methylsulfanyl-6-trifluoromethyl-2,3-dihydro-indole-1-carboxylic acid [6-(2-methyl-pyridin-3-yloxy)-pyridin-3-yl]-amide

ID: ALA54560

Chembl Id: CHEMBL54560

PubChem CID: 18005120

Max Phase: Preclinical

Molecular Formula: C22H19F3N4O2S

Molecular Weight: 460.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc2c(cc1C(F)(F)F)N(C(=O)Nc1ccc(Oc3cccnc3C)nc1)CC2

Standard InChI:  InChI=1S/C22H19F3N4O2S/c1-13-18(4-3-8-26-13)31-20-6-5-15(12-27-20)28-21(30)29-9-7-14-10-19(32-2)16(11-17(14)29)22(23,24)25/h3-6,8,10-12H,7,9H2,1-2H3,(H,28,30)

Standard InChI Key:  FTJNHAUXWUOACE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA54560

   N-[6-(2-Methyl-3-pyridinyloxy)-3-pyridinyl]-5-(methylthio)-6-(trifluoromethyl)indoline-1-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: 460.48

Molecular Weight (Monoisotopic): 460.1181

AlogP: 5.91

#Rotatable Bonds: 4

Polar Surface Area: 67.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.77

CX Basic pKa: 5.44

CX LogP: 4.32

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.84

References

1. Bromidge SM, Dabbs S, Davies S, Duckworth DM, Forbes IT, Jones GE, Jones J, King FD, Saunders DV, Blackburn TP, Holland V, Kennett GA, Lightowler S, Middlemiss DN, Riley GJ, Trail B, Wood MD..  (2000)  1-[2-[(Heteroaryloxy)heteroaryl]carbamoyl]indolines: novel and selective 5-HT2C receptor inverse agonists with potential as antidepressant/anxiolytic agents.,  10  (16): [PMID:10969986] [10.1016/s0960-894x(00)00364-4]

Source

Source(1):

• Scientific Literature