N-[(1S)-1-[4-cyano-2-(4-fluorophenyl)-1H-imidazol-5-yl]-7-oxo-nonyl]-1-methyl-azetidine-3-carboxamide

ID: ALA4754763

PubChem CID: 162654809

Max Phase: Preclinical

Molecular Formula: C24H30FN5O2

Molecular Weight: 439.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCC[C@H](NC(=O)C1CN(C)C1)c1[nH]c(-c2ccc(F)cc2)nc1C#N

Standard InChI:  InChI=1S/C24H30FN5O2/c1-3-19(31)7-5-4-6-8-20(28-24(32)17-14-30(2)15-17)22-21(13-26)27-23(29-22)16-9-11-18(25)12-10-16/h9-12,17,20H,3-8,14-15H2,1-2H3,(H,27,29)(H,28,32)/t20-/m0/s1

Standard InChI Key:  QQGKDRSESGQPHS-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    2.4790   -4.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4779   -5.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901   -6.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -5.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9010   -4.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -4.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091   -4.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -4.7823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097   -4.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4942   -3.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -3.6356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -4.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0620   -5.0047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2047   -3.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0218   -3.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5038   -3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3209   -3.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7988   -2.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6159   -2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0979   -1.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9553   -3.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9151   -1.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792   -5.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2144   -5.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3611   -4.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657   -6.1018    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -2.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576   -1.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9205   -6.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6874   -6.8952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9803   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0210   -7.6412    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
 30 31  1  0
 31 24  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754763

   ---

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: 439.54

Molecular Weight (Monoisotopic): 439.2384

AlogP: 3.74

#Rotatable Bonds: 11

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: 7.79

CX LogP: 3.47

CX LogD: 2.93

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.65

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