N-[(1S)-1-[4-cyano-2-(4-fluorophenyl)-1H-imidazol-5-yl]-7-oxo-nonyl]-2-(dimethylamino)acetamide

ID: ALA4756752

PubChem CID: 162655376

Max Phase: Preclinical

Molecular Formula: C23H30FN5O2

Molecular Weight: 427.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCC[C@H](NC(=O)CN(C)C)c1[nH]c(-c2ccc(F)cc2)nc1C#N

Standard InChI:  InChI=1S/C23H30FN5O2/c1-4-18(30)8-6-5-7-9-19(26-21(31)15-29(2)3)22-20(14-25)27-23(28-22)16-10-12-17(24)13-11-16/h10-13,19H,4-9,15H2,1-3H3,(H,26,31)(H,27,28)/t19-/m0/s1

Standard InChI Key:  DRULCKOENDKQCY-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   27.1186   -4.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1175   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8296   -5.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5434   -5.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5406   -4.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8278   -3.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2486   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0006   -4.1962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5492   -3.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1338   -2.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3310   -3.0496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3664   -3.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7016   -4.4187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8442   -3.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6614   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1433   -2.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9605   -2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4383   -1.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2555   -1.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7375   -1.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5989   -2.6728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5546   -1.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5187   -4.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8539   -5.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0007   -3.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4053   -5.5199    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.4630   -2.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7972   -1.3779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6586   -5.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9926   -6.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1333   -4.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 13 23  1  0
 24 23  1  0
 23 25  2  0
  2 26  1  0
 10 27  1  0
 27 28  3  0
 24 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756752

   ---

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: 427.52

Molecular Weight (Monoisotopic): 427.2384

AlogP: 3.74

#Rotatable Bonds: 12

Polar Surface Area: 101.88

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.99

CX Basic pKa: 7.50

CX LogP: 3.45

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -0.83

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