benzyl (S)-1-((S)-5-guanidino-1-oxo-1-(2-oxo-2H-chromen-7-ylamino)pentan-2-ylamino)-3-(4-guanidinophenyl)-1-oxopropan-2-ylcarbamate

ID: ALA4517110

PubChem CID: 155540432

Max Phase: Preclinical

Molecular Formula: C33H37N9O6

Molecular Weight: 655.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1ccc(NC(=N)N)cc1)NC(=O)OCc1ccccc1)C(=O)Nc1ccc2ccc(=O)oc2c1

Standard InChI:  InChI=1S/C33H37N9O6/c34-31(35)38-16-4-7-25(29(44)39-24-14-10-22-11-15-28(43)48-27(22)18-24)41-30(45)26(17-20-8-12-23(13-9-20)40-32(36)37)42-33(46)47-19-21-5-2-1-3-6-21/h1-3,5-6,8-15,18,25-26H,4,7,16-17,19H2,(H,39,44)(H,41,45)(H,42,46)(H4,34,35,38)(H4,36,37,40)/t25-,26-/m0/s1

Standard InChI Key:  UDLXZPJASYUUAU-UIOOFZCWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4517110

   ---

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: 655.72

Molecular Weight (Monoisotopic): 655.2867

AlogP: 2.32

#Rotatable Bonds: 14

Polar Surface Area: 250.54

Molecular Species: BASE

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.06

CX Basic pKa: 11.71

CX LogP: 1.62

CX LogD: -2.64

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.04

Np Likeness Score: -0.20

References

1. Cianni L, Feldmann CW, Gilberg E, Gütschow M, Juliano L, Leitão A, Bajorath J, Montanari CA..  (2019)  Can Cysteine Protease Cross-Class Inhibitors Achieve Selectivity?,  62  (23): [PMID:31361135] [10.1021/acs.jmedchem.9b00683]

Source

Source(1):

• Scientific Literature