MePhe-MeGly-Gly-Gly-Gly-MePhe-NH2

ID: ALA396440

PubChem CID: 23731179

Max Phase: Preclinical

Molecular Formula: C29H39N7O6

Molecular Weight: 581.67

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CN[C@@H](Cc1ccccc1)C(=O)N(C)CC(=O)NCC(=O)NCC(=O)NCC(=O)N(C)[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C29H39N7O6/c1-31-22(14-20-10-6-4-7-11-20)29(42)35(2)19-26(39)33-17-24(37)32-16-25(38)34-18-27(40)36(3)23(28(30)41)15-21-12-8-5-9-13-21/h4-13,22-23,31H,14-19H2,1-3H3,(H2,30,41)(H,32,37)(H,33,39)(H,34,38)/t22-,23-/m0/s1

Standard InChI Key:  JEBGAQKLXAWQEQ-GOTSBHOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA396440

   Me-Phe-Sar-Gly-Gly-Gly-N(Me)Phe-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: 581.67

Molecular Weight (Monoisotopic): 581.2962

AlogP: -1.82

#Rotatable Bonds: 16

Polar Surface Area: 183.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.06

CX Basic pKa: 8.37

CX LogP: -2.15

CX LogD: -3.17

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.52

References

1. Hess S, Ovadia O, Shalev DE, Senderovich H, Qadri B, Yehezkel T, Salitra Y, Sheynis T, Jelinek R, Gilon C, Hoffman A..  (2007)  Effect of structural and conformation modifications, including backbone cyclization, of hydrophilic hexapeptides on their intestinal permeability and enzymatic stability.,  50  (24): [PMID:17983214] [10.1021/jm070836d]

Source

Source(1):

• Scientific Literature