(2S,3S)-N-[(1S,2R)-2-(benzyloxy)-1-{[(1S)-1-{[(2S)-4,4,4-trifluoro-3-oxobutan-2-yl]carbamoyl}ethyl]carbamoyl}propyl]-2-acetamido-3-methylpentanamide

ID: ALA5199452

PubChem CID: 168292248

Max Phase: Preclinical

Molecular Formula: C26H37F3N4O6

Molecular Weight: 558.60

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)C(F)(F)F)[C@@H](C)OCc1ccccc1

Standard InChI:  InChI=1S/C26H37F3N4O6/c1-7-14(2)20(32-18(6)34)24(37)33-21(17(5)39-13-19-11-9-8-10-12-19)25(38)31-16(4)23(36)30-15(3)22(35)26(27,28)29/h8-12,14-17,20-21H,7,13H2,1-6H3,(H,30,36)(H,31,38)(H,32,34)(H,33,37)/t14-,15-,16-,17+,20-,21-/m0/s1

Standard InChI Key:  PEYXLANBCVVLLN-GQDVPIKJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5199452

   ---

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: 558.60

Molecular Weight (Monoisotopic): 558.2665

AlogP: 1.77

#Rotatable Bonds: 14

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.40

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: -0.18

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature