(S)-N-((1-carbamimidoylpiperidin-4-yl)methyl)-5-guanidino-2-((S)-2-((S)-5-guanidino-2-(2-phenylacetamido)pentanamido)-3-methylbutanamido)pentanamide

ID: ALA568067

Chembl Id: CHEMBL568067

PubChem CID: 45486354

Max Phase: Preclinical

Molecular Formula: C32H55N13O4

Molecular Weight: 685.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC1CCN(C(=N)N)CC1

Standard InChI:  InChI=1S/C32H55N13O4/c1-20(2)26(44-28(48)24(11-7-15-40-31(35)36)42-25(46)18-21-8-4-3-5-9-21)29(49)43-23(10-6-14-39-30(33)34)27(47)41-19-22-12-16-45(17-13-22)32(37)38/h3-5,8-9,20,22-24,26H,6-7,10-19H2,1-2H3,(H3,37,38)(H,41,47)(H,42,46)(H,43,49)(H,44,48)(H4,33,34,39)(H4,35,36,40)/t23-,24-,26-/m0/s1

Standard InChI Key:  LEEIZVYTIHJJNF-GNKBHMEESA-N

Alternative Forms

1. Parent:

   

   ALA568067

   (S)-N-((1-carbamimidoylpiperidin-4-yl)methyl)-5-guanidino-2-((S)-2-((S)-5-guanidino-2-(2-phenylacetamido)pentanamido)-3-methylbutanamido)pentanamide

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: 685.88

Molecular Weight (Monoisotopic): 685.4500

AlogP: -1.41

#Rotatable Bonds: 19

Polar Surface Area: 293.31

Molecular Species: BASE

HBA: 7

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.08

CX Basic pKa: 11.84

CX LogP: -2.71

CX LogD: -9.15

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.05

Np Likeness Score: -0.28

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