2-{[2-(2-{[2-(2-{[2-(2-Acetylamino-3-cyclohexyl-propionylamino)-5-guanidino-pentanoyl]-methyl-amino}-propionylamino)-4-methylsulfanyl-butyryl]-methyl-amino}-propionylamino)-3-hydroxy-propionyl]-methyl-amino}-4-methyl-pentanoic acid amide

ID: ALA307995

PubChem CID: 10843355

Max Phase: Preclinical

Molecular Formula: C40H73N11O9S

Molecular Weight: 884.16

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC(=O)[C@H](C)N(C)C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC1CCCCC1)NC(C)=O)C(=O)N(C)[C@@H](C)C(=O)N[C@@H](CO)C(=O)N(C)[C@@H](CC(C)C)C(N)=O

Standard InChI:  InChI=1S/C40H73N11O9S/c1-23(2)20-32(33(41)54)51(8)39(60)31(22-52)48-35(56)25(4)50(7)38(59)29(17-19-61-9)46-34(55)24(3)49(6)37(58)28(16-13-18-44-40(42)43)47-36(57)30(45-26(5)53)21-27-14-11-10-12-15-27/h23-25,27-32,52H,10-22H2,1-9H3,(H2,41,54)(H,45,53)(H,46,55)(H,47,57)(H,48,56)(H4,42,43,44)/t24-,25-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  LNMUJRFPLIHNGI-WUCONBCXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA307995

   Ac-Cha-Arg-N(Me)Ala-Met-N(Me)Ala-Ser-N(Me)Leu-NH2

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: 884.16

Molecular Weight (Monoisotopic): 883.5313

AlogP: -1.23

#Rotatable Bonds: 26

Polar Surface Area: 305.05

Molecular Species: BASE

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.77

CX Basic pKa: 10.80

CX LogP: -2.36

CX LogD: -4.47

Aromatic Rings: ┄

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: 0.27

References

1. Bolin DR, Swain AL, Sarabu R, Berthel SJ, Gillespie P, Huby NJ, Makofske R, Orzechowski L, Perrotta A, Toth K, Cooper JP, Jiang N, Falcioni F, Campbell R, Cox D, Gaizband D, Belunis CJ, Vidovic D, Ito K, Crowther R, Kammlott U, Zhang X, Palermo R, Weber D, Guenot J, Nagy Z, Olson GL..  (2000)  Peptide and peptide mimetic inhibitors of antigen presentation by HLA-DR class II MHC molecules. Design, structure-activity relationships, and X-ray crystal structures.,  43  (11): [PMID:10841792] [10.1021/jm000034h]

Source

Source(1):

• Scientific Literature