trans-1-(4-((S)-5,5-Dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-4-fluoro-2-oxo-2,3-dihydro-1Hbenzo[d]imidazole-5-carbonitrile

ID: ALA2381946

PubChem CID: 71681330

Max Phase: Preclinical

Molecular Formula: C25H25FN4O3

Molecular Weight: 448.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(=O)N([C@H]2CC[C@H](n3c(=O)[nH]c4c(F)c(C#N)ccc43)CC2)[C@H]1c1ccccc1

Standard InChI:  InChI=1S/C25H25FN4O3/c1-25(2)22(15-6-4-3-5-7-15)30(24(32)33-25)18-11-9-17(10-12-18)29-19-13-8-16(14-27)20(26)21(19)28-23(29)31/h3-8,13,17-18,22H,9-12H2,1-2H3,(H,28,31)/t17-,18-,22-/m0/s1

Standard InChI Key:  GTRSBOPVOQICBF-SPEDKVCISA-N

Molfile:  

     RDKit          2D

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    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.2008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -8.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -9.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 27  1  0
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 27 28  1  1
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 29 30  1  0
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 32 33  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2381946

   1-[4-[(4S)-5,5-dimethyl-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]cyclohexyl]-4-fluoro-2-oxo-3H-benzimidazole-5-carbonitrile

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: 448.50

Molecular Weight (Monoisotopic): 448.1911

AlogP: 4.80

#Rotatable Bonds: 3

Polar Surface Area: 91.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.62

Np Likeness Score: -0.64

References

1. Bregman H, Chakka N, Guzman-Perez A, Gunaydin H, Gu Y, Huang X, Berry V, Liu J, Teffera Y, Huang L, Egge B, Mullady EL, Schneider S, Andrews PS, Mishra A, Newcomb J, Serafino R, Strathdee CA, Turci SM, Wilson C, DiMauro EF..  (2013)  Discovery of novel, induced-pocket binding oxazolidinones as potent, selective, and orally bioavailable tankyrase inhibitors.,  56  (11): [PMID:23701517] [10.1021/jm4000038]

2.  (2016)  Oxazolidinone compounds and derivatives thereof, 

Source

Source(2):

• Scientific Literature
• BindingDB Database