Ac-Asp-Arg-Leu-Asp-Ser-OH

ID: ALA238484

Chembl Id: CHEMBL238484

PubChem CID: 11764797

Max Phase: Preclinical

Molecular Formula: C25H42N8O12

Molecular Weight: 646.66

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O

Standard InChI:  InChI=1S/C25H42N8O12/c1-11(2)7-14(21(41)32-16(9-19(38)39)23(43)33-17(10-34)24(44)45)31-20(40)13(5-4-6-28-25(26)27)30-22(42)15(8-18(36)37)29-12(3)35/h11,13-17,34H,4-10H2,1-3H3,(H,29,35)(H,30,42)(H,31,40)(H,32,41)(H,33,43)(H,36,37)(H,38,39)(H,44,45)(H4,26,27,28)/t13-,14-,15-,16-,17-/m0/s1

Standard InChI Key:  MBZXDXZGPJKBRJ-WOYTXXSLSA-N

Alternative Forms

1. Parent:

   

   ALA238484

   Ac-Asp-Arg-Leu-Asp-Ser-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: 646.66

Molecular Weight (Monoisotopic): 646.2922

AlogP: -4.23

#Rotatable Bonds: 21

Polar Surface Area: 339.53

Molecular Species: ZWITTERION

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.23

CX Basic pKa: 11.49

CX LogP: -6.80

CX LogD: -13.10

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.03

Np Likeness Score: 0.33

References

1. Benfatti F, Cardillo G, Fabbroni S, Galzerano P, Gentilucci L, Juris R, Tolomelli A, Baiula M, Spartà A, Spampinato S..  (2007)  Synthesis and biological evaluation of non-peptide alpha(v)beta(3)/alpha(5)beta(1) integrin dual antagonists containing 5,6-dihydropyridin-2-one scaffolds.,  15  (23): [PMID:17869121] [10.1016/j.bmc.2007.07.049]

2. Galletti P, Soldati R, Pori M, Durso M, Tolomelli A, Gentilucci L, Dattoli SD, Baiula M, Spampinato S, Giacomini D..  (2014)  Targeting integrins αvβ3 and α5β1 with new β-lactam derivatives.,  83  [PMID:24973662] [10.1016/j.ejmech.2014.06.041]

3. Baiula M,Galletti P,Martelli G,Soldati R,Belvisi L,Civera M,Dattoli SD,Spampinato SM,Giacomini D.  (2016)  New β-Lactam Derivatives Modulate Cell Adhesion and Signaling Mediated by RGD-Binding and Leukocyte Integrins.,  59  (21): [PMID:27726366] [10.1021/acs.jmedchem.6b00576]

Source

Source(1):

• Scientific Literature