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

ID: ALA1160020

Chembl Id: CHEMBL1160020

PubChem CID: 44284942

Max Phase: Preclinical

Molecular Formula: C22H29N2O5P

Molecular Weight: 432.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H29N2O5P/c1-16(23)30(28,29)15-19(13-17-9-5-3-6-10-17)20(25)24-22(2,21(26)27)14-18-11-7-4-8-12-18/h3-12,16,19H,13-15,23H2,1-2H3,(H,24,25)(H,26,27)(H,28,29)/t16-,19-,22+/m1/s1

Standard InChI Key:  NGIKEOBOTQMANM-PERKRYKHSA-N

Alternative Forms

1. Parent:

   

   ALA1160020

   (2S)-2-[[(2S)-2-[[[(1R)-1-aminoethyl]-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: 432.46

Molecular Weight (Monoisotopic): 432.1814

AlogP: 2.62

#Rotatable Bonds: 10

Polar Surface Area: 129.72

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.04

CX Basic pKa: 9.56

CX LogP: 1.10

CX LogD: -1.99

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: 0.15

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