N-(N-(Benzyloxycarbonyl)-aminomethylphosphonyl)-N'-methyl-L-leucinamide Lithium

ID: ALA2172739

Chembl Id: CHEMBL2172739

PubChem CID: 71449955

Max Phase: Preclinical

Molecular Formula: C16H25LiN3O5P

Molecular Weight: 371.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H](CC(C)C)NP(=O)([O-])CNC(=O)OCc1ccccc1.[Li+]

Standard InChI:  InChI=1S/C16H26N3O5P.Li/c1-12(2)9-14(15(20)17-3)19-25(22,23)11-18-16(21)24-10-13-7-5-4-6-8-13;/h4-8,12,14H,9-11H2,1-3H3,(H,17,20)(H,18,21)(H2,19,22,23);/q;+1/p-1/t14-;/m0./s1

Standard InChI Key:  HQOCAZKGHMAWJZ-UQKRIMTDSA-M

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: 371.37

Molecular Weight (Monoisotopic): 371.1610

AlogP: 1.81

#Rotatable Bonds: 9

Polar Surface Area: 116.76

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.06

CX Basic pKa: ┄

CX LogP: 1.10

CX LogD: -1.20

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.10

References

1. Nasief NN, Tan H, Kong J, Hangauer D..  (2012)  Water mediated ligand functional group cooperativity: the contribution of a methyl group to binding affinity is enhanced by a COO(-) group through changes in the structure and thermodynamics of the hydration waters of ligand-thermolysin complexes.,  55  (19): [PMID:22894131] [10.1021/jm300472k]

2. Nasief NN, Hangauer D..  (2015)  Additivity or cooperativity: which model can predict the influence of simultaneous incorporation of two or more functionalities in a ligand molecule?,  90  [PMID:25559080] [10.1016/j.ejmech.2014.11.056]

Source

Source(1):

• Scientific Literature