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

ID: ALA450552

PubChem CID: 44572667

Max Phase: Preclinical

Molecular Formula: C27H39N7O8

Molecular Weight: 589.65

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(C)=O)C(=O)O

Standard InChI:  InChI=1S/C27H39N7O8/c1-5-14-42-22(36)16-20(25(39)40)32-23(37)21(15-18-10-7-6-8-11-18)34(4)24(38)19(31-17(2)35)12-9-13-30-26(28)33-27(41)29-3/h5-8,10-11,19-21H,1,9,12-16H2,2-4H3,(H,31,35)(H,32,37)(H,39,40)(H4,28,29,30,33,41)/t19-,20-,21-/m0/s1

Standard InChI Key:  RPCAFFCBAGRPKK-ACRUOGEOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA450552

   N-Ac-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: 589.65

Molecular Weight (Monoisotopic): 589.2860

AlogP: -0.52

#Rotatable Bonds: 16

Polar Surface Area: 219.12

Molecular Species: ZWITTERION

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.78

CX Basic pKa: 9.52

CX LogP: -2.45

CX LogD: -2.45

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.04

Np Likeness Score: 0.13

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