(S)-1-(((S)-1-(((R,E)-5-((R)-2-Benzyl-3-methoxy-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: ALA4514842

PubChem CID: 155539577

Max Phase: Preclinical

Molecular Formula: C43H60N4O7

Molecular Weight: 744.97

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]1Cc1ccccc1)Cc1ccccc1)N(C)C

Standard InChI:  InChI=1S/C43H60N4O7/c1-10-30(6)40(46(7)8)43(52)54-37(24-29(4)5)42(51)45-34(23-28(2)3)41(50)44-33(25-31-17-13-11-14-18-31)21-22-38(48)47-35(36(53-9)27-39(47)49)26-32-19-15-12-16-20-32/h11-22,27-30,33-35,37,40H,10,23-26H2,1-9H3,(H,44,50)(H,45,51)/b22-21+/t30-,33-,34-,35+,37-,40-/m0/s1

Standard InChI Key:  YUJAVMJKRUKNMF-FCSBQWRTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514842

   ---

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: 744.97

Molecular Weight (Monoisotopic): 744.4462

AlogP: 5.25

#Rotatable Bonds: 20

Polar Surface Area: 134.35

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.94

CX Basic pKa: 7.16

CX LogP: 6.68

CX LogD: 6.48

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.14

Np Likeness Score: 0.66

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