(S)-2-amino-3-((S)-2-((2S,3R)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

ID: ALA1784783

Chembl Id: CHEMBL1784783

PubChem CID: 44631840

Max Phase: Preclinical

Molecular Formula: C21H32N5O9P

Molecular Weight: 529.49

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)COP(=O)(O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C21H32N5O9P/c1-12(27)17(20(30)24-15(18(23)28)10-13-6-3-2-4-7-13)25-19(29)16-8-5-9-26(16)21(31)14(22)11-35-36(32,33)34/h2-4,6-7,12,14-17,27H,5,8-11,22H2,1H3,(H2,23,28)(H,24,30)(H,25,29)(H2,32,33,34)/t12-,14+,15+,16+,17+/m1/s1

Standard InChI Key:  RBXKAMVQMOBSSO-VFTHGPRRSA-N

Alternative Forms

1. Parent:

   

   ALA1784783

   (S)-2-amino-3-((S)-2-((2S,3R)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

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: 529.49

Molecular Weight (Monoisotopic): 529.1938

AlogP: -2.51

#Rotatable Bonds: 12

Polar Surface Area: 234.61

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.11

CX Basic pKa: 8.00

CX LogP: -3.88

CX LogD: -5.00

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: 0.06

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]

Source

Source(1):

• Scientific Literature