(S)-1-(((S)-1-(((S)-5-((S)-3-Methoxy-2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl dimethyl-L-isoleucinate

ID: ALA4519895

PubChem CID: 155542288

Max Phase: Preclinical

Molecular Formula: C31H54N4O7

Molecular Weight: 594.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H](C(=O)O[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)CCC(=O)N1C(=O)C=C(OC)[C@@H]1C)N(C)C

Standard InChI:  InChI=1S/C31H54N4O7/c1-12-20(6)28(34(9)10)31(40)42-25(16-19(4)5)30(39)33-23(15-18(2)3)29(38)32-21(7)13-14-26(36)35-22(8)24(41-11)17-27(35)37/h17-23,25,28H,12-16H2,1-11H3,(H,32,38)(H,33,39)/t20-,21-,22-,23-,25-,28-/m0/s1

Standard InChI Key:  KQLKGAFEYUEPPA-ISUPFBBGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4519895

   ---

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: 594.79

Molecular Weight (Monoisotopic): 594.3993

AlogP: 3.02

#Rotatable Bonds: 17

Polar Surface Area: 134.35

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.93

CX Basic pKa: 7.16

CX LogP: 3.21

CX LogD: 3.02

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: 0.56

References

1. Boudreau PD, Miller BW, McCall LI, Almaliti J, Reher R, Hirata K, Le T, Siqueira-Neto JL, Hook V, Gerwick WH..  (2019)  Design of Gallinamide A Analogs as Potent Inhibitors of the Cysteine Proteases Human Cathepsin L and Trypanosoma cruzi Cruzain.,  62  (20): [PMID:31539239] [10.1021/acs.jmedchem.9b00294]

Source

Source(1):

• Scientific Literature