N-{5-[5-Methoxy-1-(naphthalene-1-sulfonyl)-1H-indol-3-yl]-4-methyl-1H-imidazol-2-yl}propanamide

ID: ALA4513458

PubChem CID: 155538873

Max Phase: Preclinical

Molecular Formula: C26H24N4O4S

Molecular Weight: 488.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1nc(C)c(-c2cn(S(=O)(=O)c3cccc4ccccc34)c3ccc(OC)cc23)[nH]1

Standard InChI:  InChI=1S/C26H24N4O4S/c1-4-24(31)28-26-27-16(2)25(29-26)21-15-30(22-13-12-18(34-3)14-20(21)22)35(32,33)23-11-7-9-17-8-5-6-10-19(17)23/h5-15H,4H2,1-3H3,(H2,27,28,29,31)

Standard InChI Key:  BLMCUAUCHRYHEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.3925  -18.6553    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.5949  -18.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 24 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513458

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.57

Molecular Weight (Monoisotopic): 488.1518

AlogP: 5.09

#Rotatable Bonds: 6

Polar Surface Area: 106.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.98

CX Basic pKa: 2.93

CX LogP: 4.04

CX LogD: 4.03

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -1.05

References

1. Hogendorf AS, Hogendorf A, Kurczab R, Kalinowska-Tłuścik J, Popik P, Nikiforuk A, Krawczyk M, Satała G, Lenda T, Knutelska J, Bugno R, Staroń J, Pietruś W, Matłoka M, Dubiel K, Moszczyński-Pętkowski R, Pieczykolan J, Wieczorek M, Pilarski B, Zajdel P, Bojarski AJ..  (2019)  2-Aminoimidazole-based antagonists of the 5-HT₆ receptor - A new concept in aminergic GPCR ligand design.,  179  [PMID:31229883] [10.1016/j.ejmech.2019.06.001]

Source

Source(1):

• Scientific Literature