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

ID: ALA4527329

PubChem CID: 155544277

Max Phase: Preclinical

Molecular Formula: C37H56N4O7

Molecular Weight: 668.88

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=C/C(=O)N1C(=O)C=C(OC)[C@@H]1C)Cc1ccccc1)N(C)C

Standard InChI:  InChI=1S/C37H56N4O7/c1-11-25(6)34(40(8)9)37(46)48-31(20-24(4)5)36(45)39-29(19-23(2)3)35(44)38-28(21-27-15-13-12-14-16-27)17-18-32(42)41-26(7)30(47-10)22-33(41)43/h12-18,22-26,28-29,31,34H,11,19-21H2,1-10H3,(H,38,44)(H,39,45)/b18-17+/t25-,26-,28+,29-,31-,34-/m0/s1

Standard InChI Key:  HENHFYXQSRKTQB-IJHQOVFRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4527329

   ---

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: 668.88

Molecular Weight (Monoisotopic): 668.4149

AlogP: 4.02

#Rotatable Bonds: 18

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: 5.02

CX LogD: 4.83

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.18

Np Likeness Score: 0.79

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