(S)-4'-(azidomethyl)-N-(1-(cyanomethylamino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)biphenyl-4-carboxamide

ID: ALA3357960

PubChem CID: 118722553

Max Phase: Preclinical

Molecular Formula: C25H22N6O3

Molecular Weight: 454.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccc(-c2ccc(CN=[N+]=[N-])cc2)cc1

Standard InChI:  InChI=1S/C25H22N6O3/c26-13-14-28-25(34)23(15-17-3-11-22(32)12-4-17)30-24(33)21-9-7-20(8-10-21)19-5-1-18(2-6-19)16-29-31-27/h1-12,23,32H,14-16H2,(H,28,34)(H,30,33)/t23-/m0/s1

Standard InChI Key:  JSMXRFVWKYCAET-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

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   10.1112  -10.1158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4034  -11.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1688   -8.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7563   -8.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -8.4767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3354   -8.8851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  5  6  1  0
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  1 19  1  0
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 29 30  2  0
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 28 31  1  0
 32 33  2  0
 33 34  2  0
M  CHG  2  33   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3357960

   ---

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: 454.49

Molecular Weight (Monoisotopic): 454.1753

AlogP: 3.85

#Rotatable Bonds: 9

Polar Surface Area: 150.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 3.10

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: -0.37

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