(6R,9R,12R,15R,18R)-6-(4-aminobutyl)-15-(4-hydroxybenzyl)-9-isobutyl-12-isopropyl-18-methyl-1,4,7,10,13,16-hexaoxo-1-((R)-pyrrolidin-2-yl)-2,5,8,11,14,17-hexaazanonadecan-19-oic acid

ID: ALA2298386

PubChem CID: 76331415

Max Phase: Preclinical

Molecular Formula: C36H58N8O9

Molecular Weight: 746.91

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](NC(=O)[C@@H](CCCCN)NC(=O)CNC(=O)[C@H]1CCCN1)C(=O)N[C@@H](C(=O)N[C@H](Cc1ccc(O)cc1)C(=O)N[C@H](C)C(=O)O)C(C)C

Standard InChI:  InChI=1S/C36H58N8O9/c1-20(2)17-27(42-32(48)26(9-6-7-15-37)41-29(46)19-39-31(47)25-10-8-16-38-25)34(50)44-30(21(3)4)35(51)43-28(33(49)40-22(5)36(52)53)18-23-11-13-24(45)14-12-23/h11-14,20-22,25-28,30,38,45H,6-10,15-19,37H2,1-5H3,(H,39,47)(H,40,49)(H,41,46)(H,42,48)(H,43,51)(H,44,50)(H,52,53)/t22-,25-,26-,27-,28-,30-/m1/s1

Standard InChI Key:  NEKQLDHWWBDTMG-ARLQZARQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2298386

   H-D-Pro-Gly-D-Lys-D-Leu-D-Val-D-Tyr-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: 746.91

Molecular Weight (Monoisotopic): 746.4327

AlogP: -0.84

#Rotatable Bonds: 22

Polar Surface Area: 270.18

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.61

CX Basic pKa: 10.27

CX LogP: -3.50

CX LogD: -4.82

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.07

Np Likeness Score: 0.07

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