N-(1-isopropylpiperidin-4-yl)-1-(2-oxo-2-(phenylamino)ethyl)-1H-indole-2-carboxamide

ID: ALA5206688

PubChem CID: 102481208

Max Phase: Preclinical

Molecular Formula: C25H30N4O2

Molecular Weight: 418.54

Names and Identifiers

Canonical SMILES:  CC(C)N1CCC(NC(=O)c2cc3ccccc3n2CC(=O)Nc2ccccc2)CC1

Standard InChI:  InChI=1S/C25H30N4O2/c1-18(2)28-14-12-21(13-15-28)27-25(31)23-16-19-8-6-7-11-22(19)29(23)17-24(30)26-20-9-4-3-5-10-20/h3-11,16,18,21H,12-15,17H2,1-2H3,(H,26,30)(H,27,31)

Standard InChI Key:  DPXUVGXTMKQYGZ-UHFFFAOYSA-N

Molfile:  

 
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   -1.7669   -1.5248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7770   -0.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3869   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -1.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205   -2.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -2.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206688

   1-(2-anilino-2-oxoethyl)-N-(1-propan-2-ylpiperidin-4-yl)indole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.54

Molecular Weight (Monoisotopic): 418.2369

AlogP: 3.88

#Rotatable Bonds: 6

Polar Surface Area: 66.37

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 9.15

CX LogP: 3.00

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.78

References

1. Fernández-Bachiller MI, Hwang S, Schembri ME, Lindemann P, Guberman M, Herziger S, Specker E, Matter H, Will DW, Czech J, Wagner M, Bauer A, Schreuder H, Ritter K, Urmann M, Wehner V, Sun H, Nazaré M..  (2022)  Probing Factor Xa Protein-Ligand Interactions: Accurate Free Energy Calculations and Experimental Validations of Two Series of High-Affinity Ligands.,  65  (19.0): [PMID:36178213] [10.1021/acs.jmedchem.2c00865]

Source

Source(1):

• Scientific Literature