[6-Isothiocyanato-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-naphthalen-1-yl-methanone

ID: ALA61448

PubChem CID: 9980752

Max Phase: Preclinical

Molecular Formula: C26H23N3O2S

Molecular Weight: 441.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc2ccccc12)c1cn(CCN2CCOCC2)c2cc(N=C=S)ccc12

Standard InChI:  InChI=1S/C26H23N3O2S/c30-26(23-7-3-5-19-4-1-2-6-21(19)23)24-17-29(11-10-28-12-14-31-15-13-28)25-16-20(27-18-32)8-9-22(24)25/h1-9,16-17H,10-15H2

Standard InChI Key:  LBSVQGQJTYJQKW-UHFFFAOYSA-N

Molfile:  

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    1.3375   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA61448

   [6-Isothiocyanato-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-naphthalen-1-yl-methanone

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: 441.56

Molecular Weight (Monoisotopic): 441.1511

AlogP: 5.09

#Rotatable Bonds: 6

Polar Surface Area: 46.83

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.28

CX LogP: 5.57

CX LogD: 5.54

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -1.26

References

1. Yamada K, Rice KC, Flippen-Anderson JL, Eissenstat MA, Ward SJ, Johnson MR, Howlett AC..  (1996)  (Aminoalkyl)indole isothiocyanates as potential electrophilic affinity ligands for the brain cannabinoid receptor.,  39  (10): [PMID:8642555] [10.1021/jm950932r]

Source

Source(1):

• Scientific Literature