(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-phenylalaninate

ID: ALA4475810

PubChem CID: 155537964

Max Phase: Preclinical

Molecular Formula: C40H54N4O7

Molecular Weight: 702.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)N(C(=O)/C=C/[C@H](Cc2ccccc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)OC(=O)[C@H](Cc2ccccc2)N(C)C)[C@H]1C

Standard InChI:  InChI=1S/C40H54N4O7/c1-26(2)21-32(42-39(48)35(22-27(3)4)51-40(49)33(43(6)7)24-30-17-13-10-14-18-30)38(47)41-31(23-29-15-11-9-12-16-29)19-20-36(45)44-28(5)34(50-8)25-37(44)46/h9-20,25-28,31-33,35H,21-24H2,1-8H3,(H,41,47)(H,42,48)/b20-19+/t28-,31+,32-,33-,35-/m0/s1

Standard InChI Key:  INGVILAVYNKSSU-FBITUKKMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475810

   ---

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: 702.89

Molecular Weight (Monoisotopic): 702.3993

AlogP: 4.22

#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: 6.34

CX LogP: 5.35

CX LogD: 5.31

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: 0.64

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