N-Ac-D-Ala-Arg{N-omega-(N-methylcarbanoyl)}-N-methyl-Phe-Asp(OAllyl)-OH

ID: ALA506684

PubChem CID: 44572668

Max Phase: Preclinical

Molecular Formula: C30H44N8O9

Molecular Weight: 660.73

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C=CCOC(=O)C[C@H](NC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@H](CCCNC(=N)NC(=O)NC)NC(=O)[C@@H](C)NC(C)=O)C(=O)O

Standard InChI:  InChI=1S/C30H44N8O9/c1-6-15-47-24(40)17-22(28(44)45)36-26(42)23(16-20-11-8-7-9-12-20)38(5)27(43)21(35-25(41)18(2)34-19(3)39)13-10-14-33-29(31)37-30(46)32-4/h6-9,11-12,18,21-23H,1,10,13-17H2,2-5H3,(H,34,39)(H,35,41)(H,36,42)(H,44,45)(H4,31,32,33,37,46)/t18-,21+,22+,23+/m1/s1

Standard InChI Key:  VBZZFLKJINORQB-PVSGBFIBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA506684

   N-Ac-D-Ala-Arg{N-omega-(N-methylcarbanoyl)}-N-methyl-Phe-Asp(OAllyl)-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: 660.73

Molecular Weight (Monoisotopic): 660.3231

AlogP: -1.01

#Rotatable Bonds: 18

Polar Surface Area: 248.22

Molecular Species: ZWITTERION

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.78

CX Basic pKa: 9.43

CX LogP: -2.99

CX LogD: -2.99

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.03

Np Likeness Score: 0.05

References

1. Sunazuka T, Sugawara A, Iguchi K, Hirose T, Nagai K, Noguchi Y, Saito Y, Yamamoto T, Ui H, Gouda H, Shiomi K, Watanabe T, Omura S..  (2009)  Argifin; efficient solid phase total synthesis and evaluation of analogues of acyclic peptide.,  17  (7): [PMID:19297173] [10.1016/j.bmc.2009.02.047]

Source

Source(1):

• Scientific Literature