(S)-2-[2-((S)-2-{(S)-2-[2-((S)-2-Amino-5-guanidino-pentanoylamino)-acetylamino]-3-carboxy-propionylamino}-5-guanidino-pentanoylamino)-acetylamino]-succinic acid

ID: ALA141005

Chembl Id: CHEMBL141005

PubChem CID: 10032445

Max Phase: Preclinical

Molecular Formula: C24H42N12O11

Molecular Weight: 674.67

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H42N12O11/c25-11(3-1-5-30-23(26)27)19(43)32-9-15(37)34-13(7-17(39)40)21(45)36-12(4-2-6-31-24(28)29)20(44)33-10-16(38)35-14(22(46)47)8-18(41)42/h11-14H,1-10,25H2,(H,32,43)(H,33,44)(H,34,37)(H,35,38)(H,36,45)(H,39,40)(H,41,42)(H,46,47)(H4,26,27,30)(H4,28,29,31)/t11-,12-,13-,14-/m0/s1

Standard InChI Key:  FLHCHHMYNKVLLP-XUXIUFHCSA-N

Alternative Forms

1. Parent:

   

   ALA141005

   Arg-Gly-Asp-Arg-Gly-Asp

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: 674.67

Molecular Weight (Monoisotopic): 674.3096

AlogP: -6.86

#Rotatable Bonds: 23

Polar Surface Area: 412.22

Molecular Species: ZWITTERION

HBA: 11

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.17

CX Basic pKa: 11.21

CX LogP: -13.12

CX LogD: -13.24

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.03

Np Likeness Score: 0.37

References

1. Burgess K, Lim D, Mousa SA..  (1996)  Synthesis and solution conformation of cyclo[RGDRGD]: a cyclic peptide with selectivity for the alpha V beta 3 receptor.,  39  (22): [PMID:8893849] [10.1021/jm960276a]

2. Wu Z, Cheng X, Hong H, Zhao X, Zhou Z..  (2017)  New potent and selective αvβ3 integrin ligands: Macrocyclic peptides containing RGD motif synthesized by sortase A-mediated ligation.,  27  (9): [PMID:28351594] [10.1016/j.bmcl.2017.03.035]

Source

Source(1):

• Scientific Literature