benzyl (S)-5-guanidino-1-((S)-5-guanidino-1-oxo-1-(2-oxo-2H-chromen-7-ylamino)pentan-2-ylamino)-1-oxopentan-2-ylcarbamate

ID: ALA4549610

PubChem CID: 155543564

Max Phase: Preclinical

Molecular Formula: C29H37N9O6

Molecular Weight: 607.67

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H37N9O6/c30-27(31)34-14-4-8-21(25(40)36-20-12-10-19-11-13-24(39)44-23(19)16-20)37-26(41)22(9-5-15-35-28(32)33)38-29(42)43-17-18-6-2-1-3-7-18/h1-3,6-7,10-13,16,21-22H,4-5,8-9,14-15,17H2,(H,36,40)(H,37,41)(H,38,42)(H4,30,31,34)(H4,32,33,35)/t21-,22-/m0/s1

Standard InChI Key:  OMABZRJQFGJNQI-VXKWHMMOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4549610

   ---

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: 607.67

Molecular Weight (Monoisotopic): 607.2867

AlogP: 1.04

#Rotatable Bonds: 15

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: 12.12

CX Basic pKa: 11.99

CX LogP: -0.07

CX LogD: -4.35

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.05

Np Likeness Score: -0.19

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