(S)-2-((2S,3R)-2-((S)-1-((S)-2-acetamido-3-(phosphonooxy)propanoyl)pyrrolidine-2-carboxamido)-3-hydroxybutanamido)-3-phenylpropanoic acid

ID: ALA1784784

Chembl Id: CHEMBL1784784

PubChem CID: 53310710

Max Phase: Preclinical

Molecular Formula: C23H33N4O11P

Molecular Weight: 572.51

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](COP(=O)(O)O)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C23H33N4O11P/c1-13(28)19(21(31)25-16(23(33)34)11-15-7-4-3-5-8-15)26-20(30)18-9-6-10-27(18)22(32)17(24-14(2)29)12-38-39(35,36)37/h3-5,7-8,13,16-19,28H,6,9-12H2,1-2H3,(H,24,29)(H,25,31)(H,26,30)(H,33,34)(H2,35,36,37)/t13-,16+,17+,18+,19+/m1/s1

Standard InChI Key:  OUZKGDVFUKUREZ-RUZYHRDJSA-N

Alternative Forms

1. Parent:

   

   ALA1784784

   (S)-2-((2S,3R)-2-((S)-1-((S)-2-acetamido-3-(phosphonooxy)propanoyl)pyrrolidine-2-carboxamido)-3-hydroxybutanamido)-3-phenylpropanoic acid

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: 572.51

Molecular Weight (Monoisotopic): 572.1883

AlogP: -1.73

#Rotatable Bonds: 13

Polar Surface Area: 231.90

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: -2.24

CX LogD: -8.94

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.13

Np Likeness Score: 0.10

References

1. Yuan Z, Kumar EA, Kizhake S, Natarajan A..  (2011)  Structure-activity relationship studies to probe the phosphoprotein binding site on the carboxy terminal domains of the breast cancer susceptibility gene 1.,  54  (12): [PMID:21574625] [10.1021/jm1016413]

2. Yuan Z, Kumar EA, Campbell SJ, Palermo NY, Kizhake S, Mark Glover JN, Natarajan A..  (2011)  Exploiting the P-1 pocket of BRCT domains toward a structure guided inhibitor design.,  2  (10): [PMID:22046493] [10.1021/ml200147a]

Source

Source(1):

• Scientific Literature