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

ID: ALA449892

PubChem CID: 44572671

Max Phase: Preclinical

Molecular Formula: C27H40N8O9

Molecular Weight: 620.66

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCC[C@H](NC(=O)[C@@H](C)NC(=O)[C@H](CC(=O)O)NC(C)=O)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C27H40N8O9/c1-15(31-23(40)19(14-21(37)38)32-16(2)36)22(39)33-18(11-8-12-30-26(28)34-27(44)29-3)24(41)35(4)20(25(42)43)13-17-9-6-5-7-10-17/h5-7,9-10,15,18-20H,8,11-14H2,1-4H3,(H,31,40)(H,32,36)(H,33,39)(H,37,38)(H,42,43)(H4,28,29,30,34,44)/t15-,18+,19+,20+/m1/s1

Standard InChI Key:  GKSFDRGOODPVEK-TTYHFUOFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA449892

   N-Ac-Asp-D-Ala-Arg{N-omega-(N-methylcarbanoyl)}-N-methyl-Phe-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: 620.66

Molecular Weight (Monoisotopic): 620.2918

AlogP: -1.66

#Rotatable Bonds: 16

Polar Surface Area: 259.22

Molecular Species: ZWITTERION

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.73

CX Basic pKa: 9.43

CX LogP: -4.19

CX LogD: -7.01

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.06

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