(3S,7S,8S)-8-(4-Fluorobenzyl)-7-hydroxy-3-isopropyl-1,4,9-triazacyclohenicosane-2,5,10-trione

ID: ALA4551750

PubChem CID: 155555899

Max Phase: Preclinical

Molecular Formula: C28H44FN3O4

Molecular Weight: 505.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)C[C@H](O)[C@H](Cc2ccc(F)cc2)NC(=O)CCCCCCCCCCCNC1=O

Standard InChI:  InChI=1S/C28H44FN3O4/c1-20(2)27-28(36)30-17-11-9-7-5-3-4-6-8-10-12-25(34)31-23(24(33)19-26(35)32-27)18-21-13-15-22(29)16-14-21/h13-16,20,23-24,27,33H,3-12,17-19H2,1-2H3,(H,30,36)(H,31,34)(H,32,35)/t23-,24-,27-/m0/s1

Standard InChI Key:  YVEYGGNEADSRPF-DPZBCOQUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4551750

   ---

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: 505.68

Molecular Weight (Monoisotopic): 505.3316

AlogP: 3.78

#Rotatable Bonds: 3

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: 12.67

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: 0.55

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