(2S)-N-[(1S)-1-[4-cyano-2-(2,4-difluorophenyl)-1H-imidazol-5-yl]-7-oxo-nonyl]-6-methyl-6-azaspiro[2.5]octane-2-carboxamide

ID: ALA4797194

PubChem CID: 162676078

Max Phase: Preclinical

Molecular Formula: C28H35F2N5O2

Molecular Weight: 511.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCC[C@H](NC(=O)[C@H]1CC12CCN(C)CC2)c1[nH]c(-c2ccc(F)cc2F)nc1C#N

Standard InChI:  InChI=1S/C28H35F2N5O2/c1-3-19(36)7-5-4-6-8-23(33-27(37)21-16-28(21)11-13-35(2)14-12-28)25-24(17-31)32-26(34-25)20-10-9-18(29)15-22(20)30/h9-10,15,21,23H,3-8,11-14,16H2,1-2H3,(H,32,34)(H,33,37)/t21-,23+/m1/s1

Standard InChI Key:  ODGPDTHYRQCSNH-GGAORHGYSA-N

Molfile:  

 
     RDKit          2D

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   24.7386   -7.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1492   -6.6269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7448   -5.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9962   -5.0918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5448   -4.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7331   -2.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5904   -3.5643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5502   -2.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5143   -5.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.9963   -4.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7679   -6.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9705   -6.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4635   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7927   -2.2735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2468   -6.4112    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4055   -6.4122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 18 19  1  6
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 19 29  1  0
 30 29  1  6
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 32 30  1  0
  1 32  1  0
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  4 33  1  0
 34 35  3  0
 16 34  1  0
 10 36  1  0
  8 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797194

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 511.62

Molecular Weight (Monoisotopic): 511.2759

AlogP: 5.05

#Rotatable Bonds: 11

Polar Surface Area: 101.88

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.59

CX Basic pKa: 8.77

CX LogP: 3.97

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -0.50

References

1. Clausen DJ,Liu J,Yu W,Duffy JL,Chung CC,Myers RW,Klein DJ,Fells J,Holloway K,Wu J,Wu G,Howell BJ,Barnard RJO,Kozlowski J.  (2020)  Development of a selective HDAC inhibitor aimed at reactivating the HIV latent reservoir.,  30  (17.0): [PMID:32738976] [10.1016/j.bmcl.2020.127367]

Source

Source(1):

• Scientific Literature