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

ID: ALA431950

PubChem CID: 10647431

Max Phase: Preclinical

Molecular Formula: C27H25N3O2S

Molecular Weight: 455.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)c2ccc(N=C=S)c3ccccc23)c2ccccc2n1CCN1CCOCC1

Standard InChI:  InChI=1S/C27H25N3O2S/c1-19-26(27(31)22-10-11-24(28-18-33)21-7-3-2-6-20(21)22)23-8-4-5-9-25(23)30(19)13-12-29-14-16-32-17-15-29/h2-11H,12-17H2,1H3

Standard InChI Key:  WDWPXUWEUYFBSD-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA431950

   (4-Isothiocyanato-naphthalen-1-yl)-[2-methyl-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-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: 455.58

Molecular Weight (Monoisotopic): 455.1667

AlogP: 5.40

#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: 6.46

CX LogP: 5.77

CX LogD: 5.72

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: -1.04

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