3-Ethyl-5-isothiocyanato-N-[4-(piperidin-1-yl)phenethyl]-1H-indole-2-carboxamide

ID: ALA3758877

Chembl Id: CHEMBL3758877

PubChem CID: 121453184

Max Phase: Preclinical

Molecular Formula: C25H28N4OS

Molecular Weight: 432.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)NCCc2ccc(N3CCCCC3)cc2)[nH]c2ccc(N=C=S)cc12

Standard InChI:  InChI=1S/C25H28N4OS/c1-2-21-22-16-19(27-17-31)8-11-23(22)28-24(21)25(30)26-13-12-18-6-9-20(10-7-18)29-14-4-3-5-15-29/h6-11,16,28H,2-5,12-15H2,1H3,(H,26,30)

Standard InChI Key:  YIYLMDVRSNXYOT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758877

   ---

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: 432.59

Molecular Weight (Monoisotopic): 432.1984

AlogP: 5.43

#Rotatable Bonds: 7

Polar Surface Area: 60.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.46

CX LogP: 6.02

CX LogD: 6.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -1.10

References

1. Kulkarni PM, Kulkarni AR, Korde A, Tichkule RB, Laprairie RB, Denovan-Wright EM, Zhou H, Janero DR, Zvonok N, Makriyannis A, Cascio MG, Pertwee RG, Thakur GA..  (2016)  Novel Electrophilic and Photoaffinity Covalent Probes for Mapping the Cannabinoid 1 Receptor Allosteric Site(s).,  59  (1): [PMID:26529344] [10.1021/acs.jmedchem.5b01303]

Source

Source(1):

• Scientific Literature