(S)-2-acetamido-3-((S)-2-((S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-methyl-1-oxobutan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

ID: ALA1784703

Chembl Id: CHEMBL1784703

PubChem CID: 53310285

Max Phase: Preclinical

Molecular Formula: C24H36N5O9P

Molecular Weight: 569.55

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(N)=O)C(C)C

Standard InChI:  InChI=1S/C24H36N5O9P/c1-14(2)20(23(33)27-17(21(25)31)12-16-8-5-4-6-9-16)28-22(32)19-10-7-11-29(19)24(34)18(26-15(3)30)13-38-39(35,36)37/h4-6,8-9,14,17-20H,7,10-13H2,1-3H3,(H2,25,31)(H,26,30)(H,27,33)(H,28,32)(H2,35,36,37)/t17-,18-,19-,20-/m0/s1

Standard InChI Key:  IWNVSMDZIXWGCJ-MUGJNUQGSA-N

Alternative Forms

1. Parent:

   

   ALA1784703

   (S)-2-acetamido-3-((S)-2-((S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-methyl-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: 569.55

Molecular Weight (Monoisotopic): 569.2251

AlogP: -1.05

#Rotatable Bonds: 13

Polar Surface Area: 217.46

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: -1.53

CX LogD: -4.94

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -0.15

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