(S)-4-((8-(5-(2-(2-(2-aminoethoxy)ethoxy)ethylamino)-5-oxopentanoyl)-8,9-dihydro-1H-dibenzo[b,f][1,2,3]triazolo[4,5-d]azocin-1-yl)methyl)-N-(1-(cyanomethylamino)-1-oxo-3-phenylpropan-2-yl)benzamide

ID: ALA3357965

PubChem CID: 101905670

Max Phase: Preclinical

Molecular Formula: C45H49N9O6

Molecular Weight: 811.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCNC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(Cn2nnc3c2-c2ccccc2CN(C(=O)CCCC(=O)NCCOCCOCCN)c2ccccc2-3)cc1

Standard InChI:  InChI=1S/C45H49N9O6/c46-21-23-49-45(58)38(29-32-9-2-1-3-10-32)50-44(57)34-19-17-33(18-20-34)30-54-43-36-12-5-4-11-35(36)31-53(39-14-7-6-13-37(39)42(43)51-52-54)41(56)16-8-15-40(55)48-24-26-60-28-27-59-25-22-47/h1-7,9-14,17-20,38H,8,15-16,22-31,47H2,(H,48,55)(H,49,58)(H,50,57)/t38-/m0/s1

Standard InChI Key:  DUAGYIZWZBIOEE-LHEWISCISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3357965

   4-[[13-[5-[2-[2-(2-aminoethoxy)ethoxy]ethylamino]-5-oxopentanoyl]-3,4,5,13-tetrazatetracyclo[13.4.0.02,6.07,12]nonadeca-1(19),2(6),4,7,9,11,15,17-octaen-3-yl]methyl]-N-[(2S)-1-(cyanomethylamino)-1-oxo-3-phenylpropan-2-yl]benzamide

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: 811.94

Molecular Weight (Monoisotopic): 811.3806

AlogP: 3.77

#Rotatable Bonds: 20

Polar Surface Area: 206.59

Molecular Species: BASE

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.81

CX Basic pKa: 9.44

CX LogP: 2.72

CX LogD: 0.72

Aromatic Rings: 5

Heavy Atoms: 60

QED Weighted: 0.07

Np Likeness Score: -1.05

References

1. Wammes AE, Hendriks TG, Amatdjais-Groenen HI, Wijdeven MA, van Hest JC, van Delft FL, Ritschel T, Rutjes FP..  (2014)  Influence of azide incorporation on binding affinity by small papain inhibitors.,  22  (20): [PMID:24972724] [10.1016/j.bmc.2014.06.001]

Source

Source(1):

• Scientific Literature