(3S,7S,8S)-8-Benzyl-7-hydroxy-3-(pyridin-3-ylmethyl)-1,4,9-triazacyclohenicosane-2,5,10-trione

ID: ALA4558691

PubChem CID: 155557732

Max Phase: Preclinical

Molecular Formula: C31H44N4O4

Molecular Weight: 536.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C[C@H](O)[C@H](Cc2ccccc2)NC(=O)CCCCCCCCCCCNC(=O)[C@H](Cc2cccnc2)N1

Standard InChI:  InChI=1S/C31H44N4O4/c36-28-22-30(38)35-27(21-25-16-13-18-32-23-25)31(39)33-19-12-7-5-3-1-2-4-6-11-17-29(37)34-26(28)20-24-14-9-8-10-15-24/h8-10,13-16,18,23,26-28,36H,1-7,11-12,17,19-22H2,(H,33,39)(H,34,37)(H,35,38)/t26-,27-,28-/m0/s1

Standard InChI Key:  BAKSHQLWRZFNIF-KCHLEUMXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4558691

   ---

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: 536.72

Molecular Weight (Monoisotopic): 536.3363

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 120.42

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.61

CX Basic pKa: 4.92

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.48

Np Likeness Score: 0.49

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