N-((6S,9S,12S)-1,17-diamino-6-(4-carbamimidoylbenzylcarbamoyl)-1,17-diimino-9-isopropyl-8,11-dioxo-2,7,10,16-tetraazaheptadecan-12-yl)decanamide

ID: ALA568525

Chembl Id: CHEMBL568525

PubChem CID: 45486356

Max Phase: Preclinical

Molecular Formula: C35H62N12O4

Molecular Weight: 714.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCc1ccc(C(=N)N)cc1)C(C)C

Standard InChI:  InChI=1S/C35H62N12O4/c1-4-5-6-7-8-9-10-15-28(48)45-27(14-12-21-43-35(40)41)32(50)47-29(23(2)3)33(51)46-26(13-11-20-42-34(38)39)31(49)44-22-24-16-18-25(19-17-24)30(36)37/h16-19,23,26-27,29H,4-15,20-22H2,1-3H3,(H3,36,37)(H,44,49)(H,45,48)(H,46,51)(H,47,50)(H4,38,39,42)(H4,40,41,43)/t26-,27-,29-/m0/s1

Standard InChI Key:  QMAXHSLPLMYIPN-YCVJPRETSA-N

Alternative Forms

1. Parent:

   

   ALA568525

   decanoyl-Arg-Val-Arg-NHBn(4-amidino)

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: 714.96

Molecular Weight (Monoisotopic): 714.5017

AlogP: 1.36

#Rotatable Bonds: 26

Polar Surface Area: 290.07

Molecular Species: BASE

HBA: 7

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.07

CX Basic pKa: 12.04

CX LogP: 0.49

CX LogD: -6.12

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.04

Np Likeness Score: -0.05

References

1. Becker GL, Sielaff F, Than ME, Lindberg I, Routhier S, Day R, Lu Y, Garten W, Steinmetzer T..  (2010)  Potent inhibitors of furin and furin-like proprotein convertases containing decarboxylated P1 arginine mimetics.,  53  (3): [PMID:20038105] [10.1021/jm9012455]

Source

Source(1):

• Scientific Literature