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

ID: ALA4569563

PubChem CID: 155550764

Max Phase: Preclinical

Molecular Formula: C28H43Cl2N3O4

Molecular Weight: 556.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)C[C@H](O)[C@H](Cc2ccc(Cl)c(Cl)c2)NC(=O)CCCCCCCCCCCNC1=O

Standard InChI:  InChI=1S/C28H43Cl2N3O4/c1-19(2)27-28(37)31-15-11-9-7-5-3-4-6-8-10-12-25(35)32-23(24(34)18-26(36)33-27)17-20-13-14-21(29)22(30)16-20/h13-14,16,19,23-24,27,34H,3-12,15,17-18H2,1-2H3,(H,31,37)(H,32,35)(H,33,36)/t23-,24-,27-/m0/s1

Standard InChI Key:  USHDDDDINRNREF-DPZBCOQUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4569563

   ---

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: 556.58

Molecular Weight (Monoisotopic): 555.2631

AlogP: 4.94

#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: 12.40

CX Basic pKa: ┄

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: 0.54

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