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

ID: ALA4536689

PubChem CID: 155548757

Max Phase: Preclinical

Molecular Formula: C35H51N3O5

Molecular Weight: 593.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)C[C@H](O)[C@H](Cc2ccc(OCc3ccccc3)cc2)NC(=O)CCCCCCCCCCCNC1=O

Standard InChI:  InChI=1S/C35H51N3O5/c1-26(2)34-35(42)36-22-14-9-7-5-3-4-6-8-13-17-32(40)37-30(31(39)24-33(41)38-34)23-27-18-20-29(21-19-27)43-25-28-15-11-10-12-16-28/h10-12,15-16,18-21,26,30-31,34,39H,3-9,13-14,17,22-25H2,1-2H3,(H,36,42)(H,37,40)(H,38,41)/t30-,31-,34-/m0/s1

Standard InChI Key:  KNPJCIFAMILVQN-JHFJJOSTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4536689

   ---

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: 593.81

Molecular Weight (Monoisotopic): 593.3829

AlogP: 5.22

#Rotatable Bonds: 6

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.68

CX Basic pKa: ┄

CX LogP: 5.47

CX LogD: 5.47

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.37

Np Likeness Score: 0.50

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