(3S,7S,8S)-8-Benzyl-3-((R)-s-butyl)-7-hydroxy-1,4,9-triazacyclohenicosane-2,5,10-trione

ID: ALA4532529

PubChem CID: 155547688

Max Phase: Preclinical

Molecular Formula: C29H47N3O4

Molecular Weight: 501.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@@H]1NC(=O)C[C@H](O)[C@H](Cc2ccccc2)NC(=O)CCCCCCCCCCCNC1=O

Standard InChI:  InChI=1S/C29H47N3O4/c1-3-22(2)28-29(36)30-19-15-10-8-6-4-5-7-9-14-18-26(34)31-24(25(33)21-27(35)32-28)20-23-16-12-11-13-17-23/h11-13,16-17,22,24-25,28,33H,3-10,14-15,18-21H2,1-2H3,(H,30,36)(H,31,34)(H,32,35)/t22-,24+,25+,28+/m1/s1

Standard InChI Key:  MSYBGNDUMJDJKA-VOGKQTDESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4532529

   ---

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: 501.71

Molecular Weight (Monoisotopic): 501.3567

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.89

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: 0.85

References

1. Houštecká R, Hadzima M, Fanfrlík J, Brynda J, Pallová L, Hánová I, Mertlíková-Kaiserová H, Lepšík M, Horn M, Smrčina M, Majer P, Mareš M..  (2020)  Biomimetic Macrocyclic Inhibitors of Human Cathepsin D: Structure-Activity Relationship and Binding Mode Analysis.,  63  (4): [PMID:32003991] [10.1021/acs.jmedchem.9b01351]

Source

Source(1):

• Scientific Literature