ID: ALA277431

Max Phase: Preclinical

Molecular Formula: C16H23N2Na2O4PS

Molecular Weight: 372.43

Molecule Type: Small molecule

Representations

Synonyms (1): N-(Hydroxymethylphosphinothioyl)Phenylalanylleucine, Disodium Salt
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)CC(NC(=O)C(Cc1ccccc1)NP(C)([O-])=S)C(=O)[O-].[Na+].[Na+]

Standard InChI:  InChI=1S/C16H25N2O4PS.2Na/c1-11(2)9-14(16(20)21)17-15(19)13(18-23(3,22)24)10-12-7-5-4-6-8-12;;/h4-8,11,13-14H,9-10H2,1-3H3,(H,17,19)(H,20,21)(H2,18,22,24);;/q;2*+1/p-2

Standard InChI Key:  PRQBLPIBSXCREE-UHFFFAOYSA-L

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

Properties

Molecular Weight: 372.43

Molecular Weight (Monoisotopic): 372.1273

AlogP: 1.73

#Rotatable Bonds: 9

Polar Surface Area: 98.66

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.39

CX Basic pKa:

CX LogP: 1.93

CX LogD: -3.25

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: 0.14

References

1. Elliott RL, Marks N, Berg MJ, Portoghese PS..  (1985)  Synthesis and biological evaluation of phosphonamidate peptide inhibitors of enkephalinase and angiotensin-converting enzyme.,  28  (9): [PMID:2993614] [10.1021/jm00147a015]

Source

Source(1):

• Scientific Literature