(S)-3-[2-((S)-2-Amino-5-guanidino-pentanoylamino)-acetylamino]-N-((R)-1-carboxy-2-phenyl-ethyl)-succinamic acid

ID: ALA157269

Chembl Id: CHEMBL157269

PubChem CID: 44370069

Max Phase: Preclinical

Molecular Formula: C21H31N7O7

Molecular Weight: 493.52

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H31N7O7/c22-13(7-4-8-25-21(23)24)18(32)26-11-16(29)27-14(10-17(30)31)19(33)28-15(20(34)35)9-12-5-2-1-3-6-12/h1-3,5-6,13-15H,4,7-11,22H2,(H,26,32)(H,27,29)(H,28,33)(H,30,31)(H,34,35)(H4,23,24,25)/t13-,14-,15+/m0/s1

Standard InChI Key:  ARNGIGOPGOEJCH-SOUVJXGZSA-N

Alternative Forms

1. Parent:

   

   ALA157269

   H-Arg-Gly-Asp-D-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: 493.52

Molecular Weight (Monoisotopic): 493.2285

AlogP: -2.74

#Rotatable Bonds: 15

Polar Surface Area: 252.32

Molecular Species: ZWITTERION

HBA: 7

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.47

CX Basic pKa: 11.30

CX LogP: -6.62

CX LogD: -6.75

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.07

Np Likeness Score: 0.43

References

1. Lin N, Zhao M, Wang C, Peng S..  (2002)  Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence.,  12  (4): [PMID:11844677] [10.1016/s0960-894x(01)00809-5]

Source

Source(1):

• Scientific Literature