(S)-4-((S)-2-((S)-1-((S)-2-((S)-2-((R)-2-acetamido-6-aminohexanamido)-3-phenylpropanamido)-3-phenylpropanoyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)-5-amino-5-oxopentanoic acid

ID: ALA2171751

PubChem CID: 71462441

Max Phase: Preclinical

Molecular Formula: C42H60N8O9

Molecular Weight: 820.99

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(N)=O

Standard InChI:  InChI=1S/C42H60N8O9/c1-26(2)23-32(39(56)46-30(37(44)54)19-20-36(52)53)48-41(58)35-18-12-22-50(35)42(59)34(25-29-15-8-5-9-16-29)49-40(57)33(24-28-13-6-4-7-14-28)47-38(55)31(45-27(3)51)17-10-11-21-43/h4-9,13-16,26,30-35H,10-12,17-25,43H2,1-3H3,(H2,44,54)(H,45,51)(H,46,56)(H,47,55)(H,48,58)(H,49,57)(H,52,53)/t30-,31+,32-,33-,34-,35-/m0/s1

Standard InChI Key:  FBKKZPZMTPZFKT-IUCALIBESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2171751

   Ac-D-Lys-Phe-Phe-Pro-Leu-Glu-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: 820.99

Molecular Weight (Monoisotopic): 820.4483

AlogP: 0.43

#Rotatable Bonds: 24

Polar Surface Area: 272.22

Molecular Species: ZWITTERION

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 10.19

CX LogP: -2.16

CX LogD: -2.16

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: -0.01

References

1. Caliendo G, Santagada V, Perissutti E, Severino B, Fiorino F, Frecentese F, Juliano L..  (2012)  Kallikrein protease activated receptor (PAR) axis: an attractive target for drug development.,  55  (15): [PMID:22607152] [10.1021/jm300407t]

Source

Source(1):

• Scientific Literature