(S)-2-[2-((S)-2-Guanidino-3-methyl-pentanoylamino)-acetylamino]-3-(4-phenylethynyl-phenyl)-propionic acid methyl ester

ID: ALA1790808

Chembl Id: CHEMBL1790808

PubChem CID: 56681808

Max Phase: Preclinical

Molecular Formula: C27H33N5O4

Molecular Weight: 491.59

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@H](N=C(N)N)C(=O)NCC(=O)N[C@@H](Cc1ccc(C#Cc2ccccc2)cc1)C(=O)OC

Standard InChI:  InChI=1S/C27H33N5O4/c1-4-18(2)24(32-27(28)29)25(34)30-17-23(33)31-22(26(35)36-3)16-21-14-12-20(13-15-21)11-10-19-8-6-5-7-9-19/h5-9,12-15,18,22,24H,4,16-17H2,1-3H3,(H,30,34)(H,31,33)(H4,28,29,32)/t18-,22+,24+/m1/s1

Standard InChI Key:  XGGOZVAZONWKNW-OUOWLKGYSA-N

Alternative Forms

1. Parent:

   

   ALA1790808

   methyl (2S)-2-[[2-[[(2S,3R)-2-(diaminomethylideneamino)-3-methylpentanoyl]amino]acetyl]amino]-3-[4-(2-phenylethynyl)phenyl]propanoate

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: 491.59

Molecular Weight (Monoisotopic): 491.2533

AlogP: 1.09

#Rotatable Bonds: 10

Polar Surface Area: 148.90

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.90

CX Basic pKa: 10.51

CX LogP: 2.48

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: -0.28

References

1. Raimundo BC, Oslob JD, Braisted AC, Hyde J, McDowell RS, Randal M, Waal ND, Wilkinson J, Yu CH, Arkin MR..  (2004)  Integrating fragment assembly and biophysical methods in the chemical advancement of small-molecule antagonists of IL-2: an approach for inhibiting protein-protein interactions.,  47  (12): [PMID:15163192] [10.1021/jm049967u]

Source

Source(1):

• Scientific Literature