(S)-N-((S)-5-((S)-2-((1H-indol-3-yl)methyl)-3-methoxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-2-yl)-2-((S)-3-cyclohexyl-2-((S)-2-(dimethylamino)-3-methylbutanamido)propanamido)-4-phenylbutanamide

ID: ALA4598338

PubChem CID: 155569479

Max Phase: Preclinical

Molecular Formula: C45H60N6O6

Molecular Weight: 781.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)N(C(=O)/C=C/[C@H](C)NC(=O)[C@H](CCc2ccccc2)NC(=O)[C@H](CC2CCCCC2)NC(=O)[C@H](C(C)C)N(C)C)[C@H]1Cc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C45H60N6O6/c1-29(2)42(50(4)5)45(56)49-37(25-32-17-11-8-12-18-32)44(55)48-36(23-22-31-15-9-7-10-16-31)43(54)47-30(3)21-24-40(52)51-38(39(57-6)27-41(51)53)26-33-28-46-35-20-14-13-19-34(33)35/h7,9-10,13-16,19-21,24,27-30,32,36-38,42,46H,8,11-12,17-18,22-23,25-26H2,1-6H3,(H,47,54)(H,48,55)(H,49,56)/b24-21+/t30-,36-,37-,38-,42-/m0/s1

Standard InChI Key:  OKCRMEZBXWRMEQ-JSGUNGOHSA-N

Molfile:  

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M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4598338

   ---

2. Parent:

   

   ALA4598338

   ---

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: 781.01

Molecular Weight (Monoisotopic): 780.4574

AlogP: 5.20

#Rotatable Bonds: 18

Polar Surface Area: 152.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.79

CX Basic pKa: 8.02

CX LogP: 5.56

CX LogD: 4.94

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 0.58

References

1. Ashhurst AS, Tang AH, Fajtová P, Yoon MC, Aggarwal A, Bedding MJ, Stoye A, Beretta L, Pwee D, Drelich A, Skinner D, Li L, Meek TD, McKerrow JH, Hook V, Tseng CT, Larance M, Turville S, Gerwick WH, O'Donoghue AJ, Payne RJ..  (2022)  Potent Anti-SARS-CoV-2 Activity by the Natural Product Gallinamide A and Analogues via Inhibition of Cathepsin L.,  65  (4.0): [PMID:34730959] [10.1021/acs.jmedchem.1c01494]

2. Barbosa Da Silva E, Sharma V, Hernandez-Alvarez L, Tang AH, Stoye A, O'Donoghue AJ, Gerwick WH, Payne RJ, McKerrow JH, Podust LM..  (2022)  Intramolecular Interactions Enhance the Potency of Gallinamide A Analogues against Trypanosoma cruzi.,  65  (5.0): [PMID:35188371] [10.1021/acs.jmedchem.1c02063]

Source

Source(1):

• Scientific Literature