N-(benzyloxycarbonyl)-O-methyl-L-tyrosyl-L-lysyl[(2,4,6-Trimethylbenzoyl)oxy)methyl ketone

ID: ALA431924

PubChem CID: 44297561

Max Phase: Preclinical

Molecular Formula: C37H44F3N3O9

Molecular Weight: 617.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C[C@H](NC(=O)OCc2ccccc2)C(=O)N[C@@H](CCCCN)C(=O)COC(=O)c2c(C)cc(C)cc2C)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C35H43N3O7.C2HF3O2/c1-23-18-24(2)32(25(3)19-23)34(41)44-22-31(39)29(12-8-9-17-36)37-33(40)30(20-26-13-15-28(43-4)16-14-26)38-35(42)45-21-27-10-6-5-7-11-27;3-2(4,5)1(6)7/h5-7,10-11,13-16,18-19,29-30H,8-9,12,17,20-22,36H2,1-4H3,(H,37,40)(H,38,42);(H,6,7)/t29-,30-;/m0./s1

Standard InChI Key:  HIVIHWSBCMLDSA-PNHSAAKESA-N

Molfile:  

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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 617.74

Molecular Weight (Monoisotopic): 617.3101

AlogP: 4.50

#Rotatable Bonds: 16

Polar Surface Area: 146.05

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.45

CX Basic pKa: 10.00

CX LogP: 5.96

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.16

Np Likeness Score: -0.12

References

1. Wagner BM, Smith RA, Coles PJ, Copp LJ, Ernest MJ, Krantz A..  (1994)  In vivo inhibition of cathepsin B by peptidyl (acyloxy)methyl ketones.,  37  (12): [PMID:8021922] [10.1021/jm00038a012]

Source

Source(1):

• Scientific Literature