(R)-N-(3-(1H-Indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl)-4-(4-(3-chlorophenyl)piperazin-1-yl)-2-fluorobenzamide

ID: ALA3337539

Chembl Id: CHEMBL3337539

PubChem CID: 117986199

Max Phase: Preclinical

Molecular Formula: C33H30ClFN6O2

Molecular Weight: 597.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](Cc1c[nH]c2ccccc12)C(=O)Nc1ccncc1)c1ccc(N2CCN(c3cccc(Cl)c3)CC2)cc1F

Standard InChI:  InChI=1S/C33H30ClFN6O2/c34-23-4-3-5-25(19-23)40-14-16-41(17-15-40)26-8-9-28(29(35)20-26)32(42)39-31(33(43)38-24-10-12-36-13-11-24)18-22-21-37-30-7-2-1-6-27(22)30/h1-13,19-21,31,37H,14-18H2,(H,39,42)(H,36,38,43)/t31-/m1/s1

Standard InChI Key:  AUPBRVMDNGDWCE-WJOKGBTCSA-N

Alternative Forms

1. Parent:

   

   ALA3337539

   4-[4-(3-chlorophenyl)piperazin-1-yl]-2-fluoro-N-[(2R)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]benzamide

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: 597.09

Molecular Weight (Monoisotopic): 596.2103

AlogP: 5.66

#Rotatable Bonds: 8

Polar Surface Area: 93.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.76

CX Basic pKa: 5.63

CX LogP: 5.66

CX LogD: 5.65

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -1.39

References

1. Calvet CM, Vieira DF, Choi JY, Kellar D, Cameron MD, Siqueira-Neto JL, Gut J, Johnston JB, Lin L, Khan S, McKerrow JH, Roush WR, Podust LM..  (2014)  4-Aminopyridyl-based CYP51 inhibitors as anti-Trypanosoma cruzi drug leads with improved pharmacokinetic profile and in vivo potency.,  57  (16): [PMID:25101801] [10.1021/jm500448u]

Source

Source(1):

• Scientific Literature