(1-{1-Benzyl-2-hydroxy-3-[1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-propylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

ID: ALA3392087

PubChem CID: 118725163

Max Phase: Preclinical

Molecular Formula: C29H48N4O6

Molecular Weight: 548.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](C)NC(=O)C[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C

Standard InChI:  InChI=1S/C29H48N4O6/c1-18(2)14-15-30-26(36)20(5)31-24(35)17-23(34)22(16-21-12-10-9-11-13-21)32-27(37)25(19(3)4)33-28(38)39-29(6,7)8/h9-13,18-20,22-23,25,34H,14-17H2,1-8H3,(H,30,36)(H,31,35)(H,32,37)(H,33,38)/t20-,22-,23-,25-/m0/s1

Standard InChI Key:  KAVIURCQYOJSCT-IVIIFCHOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3392087

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 548.73

Molecular Weight (Monoisotopic): 548.3574

AlogP: 2.68

#Rotatable Bonds: 14

Polar Surface Area: 145.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.74

CX Basic pKa: ┄

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -0.13

References

1. Agarwal NS, Rich DH..  (1986)  Inhibition of cathepsin D by substrate analogues containing statine and by analogues of pepstatin.,  29  (12): [PMID:3783611] [10.1021/jm00162a015]

Source

Source(1):

• Scientific Literature