(S)-N-((S)-1-amino-5-guanidino-1-oxopentan-2-yl)-1-((S)-2-((S)-5-guanidino-2-((S)-2-stearamidopropanamido)pentanamido)-4-methylpentanoyl)pyrrolidine-2-carboxamide

ID: ALA1084463

PubChem CID: 46834247

Max Phase: Preclinical

Molecular Formula: C44H84N12O6

Molecular Weight: 877.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(N)=O

Standard InChI:  InChI=1S/C44H84N12O6/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26-37(57)52-32(4)39(59)54-34(24-21-28-51-44(48)49)40(60)55-35(30-31(2)3)42(62)56-29-22-25-36(56)41(61)53-33(38(45)58)23-20-27-50-43(46)47/h31-36H,5-30H2,1-4H3,(H2,45,58)(H,52,57)(H,53,61)(H,54,59)(H,55,60)(H4,46,47,50)(H4,48,49,51)/t32-,33-,34-,35-,36-/m0/s1

Standard InChI Key:  KWNPLXLDYWPOHO-XYPUQJIVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1084463

   stearoyl-Ala-Arg-Leu-Pro-Arg-NH2

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: 877.23

Molecular Weight (Monoisotopic): 876.6637

AlogP: 3.26

#Rotatable Bonds: 35

Polar Surface Area: 303.60

Molecular Species: BASE

HBA: 8

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.95

CX Basic pKa: 11.70

CX LogP: 2.77

CX LogD: -1.46

Aromatic Rings: ┄

Heavy Atoms: 62

QED Weighted: 0.03

Np Likeness Score: -0.11

References

1. Matsubara T, Onishi A, Saito T, Shimada A, Inoue H, Taki T, Nagata K, Okahata Y, Sato T..  (2010)  Sialic acid-mimic peptides as hemagglutinin inhibitors for anti-influenza therapy.,  53  (11): [PMID:20476787] [10.1021/jm1002183]

Source

Source(1):

• Scientific Literature