(2S)-2-[[(2S)-2-[(3-cyano-1,4-dioxo-2-naphthyl)amino]-3-phenyl-propanoyl]amino]-4-methyl-pentanoic acid

ID: ALA4865195

PubChem CID: 164622239

Max Phase: Preclinical

Molecular Formula: C26H25N3O5

Molecular Weight: 459.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC1=C(C#N)C(=O)c2ccccc2C1=O)C(=O)O

Standard InChI:  InChI=1S/C26H25N3O5/c1-15(2)12-21(26(33)34)29-25(32)20(13-16-8-4-3-5-9-16)28-22-19(14-27)23(30)17-10-6-7-11-18(17)24(22)31/h3-11,15,20-21,28H,12-13H2,1-2H3,(H,29,32)(H,33,34)/t20-,21-/m0/s1

Standard InChI Key:  DEBONYYJRIZVEX-SFTDATJTSA-N

Molfile:  

 
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 28 33  1  0
 28 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865195

   ---

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: 459.50

Molecular Weight (Monoisotopic): 459.1794

AlogP: 2.66

#Rotatable Bonds: 9

Polar Surface Area: 136.36

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.28

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: -0.43

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.52

Np Likeness Score: -0.17

References

1. Silva LR, Guimarães AS, do Nascimento J, do Santos Nascimento IJ, da Silva EB, McKerrow JH, Cardoso SH, da Silva-Júnior EF..  (2021)  Computer-aided design of 1,4-naphthoquinone-based inhibitors targeting cruzain and rhodesain cysteine proteases.,  41  [PMID:33992862] [10.1016/j.bmc.2021.116213]

Source

Source(1):

• Scientific Literature