(3S,6S,9S)-14-amino-3,6-bis(4-aminobutyl)-14-imino-1,4,7-trioxo-1-phenyl-2,5,8,13-tetraazatetradecane-9-carboxylic acid

ID: ALA3344313

PubChem CID: 25147578

Max Phase: Preclinical

Molecular Formula: C25H42N8O5

Molecular Weight: 534.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C25H42N8O5/c26-14-6-4-11-18(31-21(34)17-9-2-1-3-10-17)22(35)32-19(12-5-7-15-27)23(36)33-20(24(37)38)13-8-16-30-25(28)29/h1-3,9-10,18-20H,4-8,11-16,26-27H2,(H,31,34)(H,32,35)(H,33,36)(H,37,38)(H4,28,29,30)/t18-,19-,20-/m0/s1

Standard InChI Key:  ATHBVUKBXSKAHW-UFYCRDLUSA-N

Molfile:  

     RDKit          2D

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  7  8  1  0
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 37 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3344313

   Bz-Lys-Lys-Arg-OH

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: 534.66

Molecular Weight (Monoisotopic): 534.3278

AlogP: -0.64

#Rotatable Bonds: 19

Polar Surface Area: 238.54

Molecular Species: ZWITTERION

HBA: 7

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.74

CX Basic pKa: 11.92

CX LogP: -2.97

CX LogD: -8.00

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.06

Np Likeness Score: 0.13

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]

Source

Source(1):

• Scientific Literature