(2R,5R,8R,11R,14R,17R,20R)-20,24-diamino-17-(4-aminobutyl)-5,8-dibenzyl-14-isobutyl-11-isopropyl-2-methyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazatetracosan-1-oic acid

ID: ALA2298384

PubChem CID: 10212980

Max Phase: Preclinical

Molecular Formula: C44H69N9O8

Molecular Weight: 852.09

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](NC(=O)[C@@H](CCCCN)NC(=O)[C@H](N)CCCCN)C(=O)N[C@@H](C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@H](C)C(=O)O)C(C)C

Standard InChI:  InChI=1S/C44H69N9O8/c1-27(2)24-34(50-39(55)33(21-13-15-23-46)49-38(54)32(47)20-12-14-22-45)42(58)53-37(28(3)4)43(59)52-36(26-31-18-10-7-11-19-31)41(57)51-35(25-30-16-8-6-9-17-30)40(56)48-29(5)44(60)61/h6-11,16-19,27-29,32-37H,12-15,20-26,45-47H2,1-5H3,(H,48,56)(H,49,54)(H,50,55)(H,51,57)(H,52,59)(H,53,58)(H,60,61)/t29-,32-,33-,34-,35-,36-,37-/m1/s1

Standard InChI Key:  JMTJNHOQYCVQSV-IJLQJTNDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2298384

   H-D-Lys-D-Lys-D-Leu-D-Val-D-Phe-D-Phe-D-Ala-OH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 852.09

Molecular Weight (Monoisotopic): 851.5269

AlogP: 0.77

#Rotatable Bonds: 28

Polar Surface Area: 289.96

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.84

CX Basic pKa: 13.92

CX LogP: -1.20

CX LogD: -4.07

Aromatic Rings: 2

Heavy Atoms: 61

QED Weighted: 0.05

Np Likeness Score: 0.16

References

1. Jagota S, Rajadas J.  (2013)  Synthesis of d-amino acid peptides and their effect on beta-amyloid aggregation and toxicity in transgenic Caenorhabditis elegans,  22  (8): [10.1007/s00044-012-0386-2]

Source

Source(1):

• Scientific Literature