N-(4-methyl-5-(1-(naphthalen-1-ylsulfonyl)-1H-indol-3-yl)-1H-imidazol-2-yl)propionamide

ID: ALA4474829

PubChem CID: 155537227

Max Phase: Preclinical

Molecular Formula: C25H22N4O3S

Molecular Weight: 458.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1nc(C)c(-c2cn(S(=O)(=O)c3cccc4ccccc34)c3ccccc23)[nH]1

Standard InChI:  InChI=1S/C25H22N4O3S/c1-3-23(30)27-25-26-16(2)24(28-25)20-15-29(21-13-7-6-12-19(20)21)33(31,32)22-14-8-10-17-9-4-5-11-18(17)22/h4-15H,3H2,1-2H3,(H2,26,27,28,30)

Standard InChI Key:  WAXBFCITEAKKMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.3427  -17.8459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450  -18.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698  -15.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2977  -16.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0883  -17.0630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3434  -13.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8587  -14.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880  -12.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6400  -12.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847  -11.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472  -12.3749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964  -15.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099  -18.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042  -18.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570  -19.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1144  -20.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239  -20.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676  -19.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9366  -10.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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  7  4  1  0
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  2 13  1  0
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 27 28  1  0
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 24 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474829

   ---

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: 458.54

Molecular Weight (Monoisotopic): 458.1413

AlogP: 5.08

#Rotatable Bonds: 5

Polar Surface Area: 96.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.98

CX Basic pKa: 2.90

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -1.11

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