(S)-6-amino-N-((S)-6-amino-1-(((trans)-4-guanidinocyclohexyl)methylamino)-1-oxohexan-2-yl)-2-(2-(3,4-dichlorophenyl)acetamido)hexanamide

ID: ALA3344321

PubChem CID: 71296029

Max Phase: Preclinical

Molecular Formula: C28H46Cl2N8O3

Molecular Weight: 613.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)N[C@H]1CC[C@H](CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)Cc2ccc(Cl)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C28H46Cl2N8O3/c29-21-12-9-19(15-22(21)30)16-25(39)37-24(6-2-4-14-32)27(41)38-23(5-1-3-13-31)26(40)35-17-18-7-10-20(11-8-18)36-28(33)34/h9,12,15,18,20,23-24H,1-8,10-11,13-14,16-17,31-32H2,(H,35,40)(H,37,39)(H,38,41)(H4,33,34,36)/t18-,20-,23-,24-/m0/s1

Standard InChI Key:  OWKCLMWSCHVRNJ-BTDFZRAWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3344321

   (S)-6-Amino-N-((S)-6-Amino-1-(((1r,4s)-4-Guanidinocyclohexyl)methylamino)-1-Oxohexan-2-Yl)-2-(2-(3,4-Dichlorophenyl)acetamido)hexanamide

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: 613.64

Molecular Weight (Monoisotopic): 612.3070

AlogP: 1.92

#Rotatable Bonds: 17

Polar Surface Area: 201.24

Molecular Species: BASE

HBA: 6

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.09

CX Basic pKa: 11.84

CX LogP: 0.75

CX LogD: -6.43

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: -0.39

References

1. Bhakat S, Karubiu W, Jayaprakash V, Soliman ME..  (2014)  A perspective on targeting non-structural proteins to combat neglected tropical diseases: Dengue, West Nile and Chikungunya viruses.,  87  [PMID:25305334] [10.1016/j.ejmech.2014.10.010]

2. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(1):

• Scientific Literature