(S)-1-((6S,12S,15S,16R)-1-amino-6-(2-aminoacetamido)-12-(carboxymethyl)-16-hydroxy-1-imino-7,10,13-trioxo-2,8,11,14-tetraazaheptadecanecarbonyl)pyrrolidine-2-carboxylic acid

ID: ALA2418221

Chembl Id: CHEMBL2418221

PubChem CID: 9894966

Max Phase: Preclinical

Molecular Formula: C23H39N9O10

Molecular Weight: 601.62

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CN)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C23H39N9O10/c1-11(33)18(21(40)32-7-3-5-14(32)22(41)42)31-20(39)13(8-17(36)37)30-16(35)10-28-19(38)12(29-15(34)9-24)4-2-6-27-23(25)26/h11-14,18,33H,2-10,24H2,1H3,(H,28,38)(H,29,34)(H,30,35)(H,31,39)(H,36,37)(H,41,42)(H4,25,26,27)/t11-,12+,13+,14+,18+/m1/s1

Standard InChI Key:  UMZVBZDHGKJFGQ-LLLAAFKUSA-N

Alternative Forms

1. Parent:

   

   ALA2418221

   Gly-Arg-Gly-Asp-Thr-Pro

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: 601.62

Molecular Weight (Monoisotopic): 601.2820

AlogP: -5.29

#Rotatable Bonds: 17

Polar Surface Area: 319.46

Molecular Species: ZWITTERION

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.51

CX Basic pKa: 11.90

CX LogP: -10.22

CX LogD: -10.34

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.04

Np Likeness Score: 0.11

References

1. Tolomelli A, Baiula M, Belvisi L, Viola A, Gentilucci L, Troisi S, Dattoli SD, Spampinato S, Civera M, Juaristi E, Escudero M..  (2013)  Modulation of αvβ₃- and α₅β₁-integrin-mediated adhesion by dehydro-β-amino acids containing peptidomimetics.,  66  [PMID:23811088] [10.1016/j.ejmech.2013.05.050]

2. 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