(S)-N-(3-(Benzo[b]thiophen-3-yl)-1-oxo-1-(pyridin-4-ylamino)-propan-2-yl)cyclohexanecarboxamide

ID: ALA2431638

PubChem CID: 72703483

Max Phase: Preclinical

Molecular Formula: C23H25N3O2S

Molecular Weight: 407.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cc1csc2ccccc12)C(=O)Nc1ccncc1)C1CCCCC1

Standard InChI:  InChI=1S/C23H25N3O2S/c27-22(16-6-2-1-3-7-16)26-20(23(28)25-18-10-12-24-13-11-18)14-17-15-29-21-9-5-4-8-19(17)21/h4-5,8-13,15-16,20H,1-3,6-7,14H2,(H,26,27)(H,24,25,28)/t20-/m0/s1

Standard InChI Key:  KNILPWHAWIJUNA-FQEVSTJZSA-N

Molfile:  

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    9.8264  -10.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3113  -11.1685    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8104   -9.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5249  -10.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8104  -11.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11  9  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2431638

   N-[(2S)-3-(1-benzothiophen-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]cyclohexanecarboxamide

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: 407.54

Molecular Weight (Monoisotopic): 407.1667

AlogP: 4.54

#Rotatable Bonds: 6

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: 5.63

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -1.46

References

1. Choi JY, Calvet CM, Gunatilleke SS, Ruiz C, Cameron MD, McKerrow JH, Podust LM, Roush WR..  (2013)  Rational development of 4-aminopyridyl-based inhibitors targeting Trypanosoma cruzi CYP51 as anti-chagas agents.,  56  (19): [PMID:24079662] [10.1021/jm401067s]

Source

Source(1):

• Scientific Literature