N-[[[(Tyrosyl-D-alanyl)amino]methyl]hydroxyphosphinyl]phenylalanylleucine, disodium salt

ID: ALA429227

Chembl Id: CHEMBL429227

PubChem CID: 44273194

Max Phase: Preclinical

Molecular Formula: C27H39N5NaO7P

Molecular Weight: 577.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(NC(Cc1ccccc1)NP(=O)([O-])CNC(=O)[C@H](C)NC(=O)C(N)Cc1ccc(O)cc1)C(=O)O.[Na+]

Standard InChI:  InChI=1S/C27H40N5O7P.Na/c1-17(2)13-23(27(36)37)31-24(15-19-7-5-4-6-8-19)32-40(38,39)16-29-25(34)18(3)30-26(35)22(28)14-20-9-11-21(33)12-10-20;/h4-12,17-18,22-24,31,33H,13-16,28H2,1-3H3,(H,29,34)(H,30,35)(H,36,37)(H2,32,38,39);/q;+1/p-1/t18-,22?,23?,24?;/m0./s1

Standard InChI Key:  KVYYUWDRGXCXTD-ABJYFPSCSA-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: 577.62

Molecular Weight (Monoisotopic): 577.2665

AlogP: 1.27

#Rotatable Bonds: 16

Polar Surface Area: 203.11

Molecular Species: ZWITTERION

HBA: 7

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.83

CX Basic pKa: 9.81

CX LogP: -4.66

CX LogD: -3.91

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.11

Np Likeness Score: 0.21

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