(R)-1-{[(S)-2-((S)-1-Carboxy-1-methyl-2-phenyl-ethylcarbamoyl)-3-phenyl-propyl]-hydroxy-phosphinoyl}-2-phenyl-ethyl-ammonium

ID: ALA1160019

Chembl Id: CHEMBL1160019

PubChem CID: 44284832

Max Phase: Preclinical

Molecular Formula: C28H33N2O5P

Molecular Weight: 508.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@](Cc1ccccc1)(NC(=O)[C@H](Cc1ccccc1)CP(=O)(O)[C@@H](N)Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C28H33N2O5P/c1-28(27(32)33,19-23-15-9-4-10-16-23)30-26(31)24(17-21-11-5-2-6-12-21)20-36(34,35)25(29)18-22-13-7-3-8-14-22/h2-16,24-25H,17-20,29H2,1H3,(H,30,31)(H,32,33)(H,34,35)/t24-,25-,28+/m1/s1

Standard InChI Key:  AQKFQKJKRAJFTH-SKVJQKLOSA-N

Alternative Forms

1. Parent:

   

   ALA1160019

   (2S)-2-[[(2S)-2-[[[(1R)-1-amino-2-phenylethyl]-hydroxyphosphoryl]methyl]-3-phenylpropanoyl]amino]-2-methyl-3-phenylpropanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.56

Molecular Weight (Monoisotopic): 508.2127

AlogP: 3.85

#Rotatable Bonds: 12

Polar Surface Area: 129.72

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -0.04

CX Basic pKa: 9.54

CX LogP: 2.87

CX LogD: -0.26

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: 0.16

References

1. Chen H, Roques BP, Fournié-Zaluski MC..  (1999)  Design of the first highly potent and selective aminopeptidase N (EC 3.4.11.2) inhibitor.,  9  (11): [PMID:10386926] [10.1016/s0960-894x(99)00236-x]

Source

Source(1):

• Scientific Literature