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

ID: ALA4554001

PubChem CID: 155555744

Max Phase: Preclinical

Molecular Formula: C31H43N3O4

Molecular Weight: 521.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C[C@H](O)[C@H](Cc2ccccc2)NC(=O)CCCCCCCCCCCNC(=O)[C@H](c2ccccc2)N1

Standard InChI:  InChI=1S/C31H43N3O4/c35-27-23-29(37)34-30(25-18-12-9-13-19-25)31(38)32-21-15-7-5-3-1-2-4-6-14-20-28(36)33-26(27)22-24-16-10-8-11-17-24/h8-13,16-19,26-27,30,35H,1-7,14-15,20-23H2,(H,32,38)(H,33,36)(H,34,37)/t26-,27-,30-/m0/s1

Standard InChI Key:  BQQIKYDMWMUCPZ-VWYPKUQYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4554001

   ---

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: 521.70

Molecular Weight (Monoisotopic): 521.3254

AlogP: 4.35

#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: 12.34

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.48

Np Likeness Score: 0.40

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