N-[1-[4-(methylcarbamoyl)-2-phenyl-1H-imidazol-5-yl]-7-oxo-nonyl]thiazole-5-carboxamide

ID: ALA4782188

PubChem CID: 162664608

Max Phase: Preclinical

Molecular Formula: C24H29N5O3S

Molecular Weight: 467.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCCC(NC(=O)c1cncs1)c1[nH]c(-c2ccccc2)nc1C(=O)NC

Standard InChI:  InChI=1S/C24H29N5O3S/c1-3-17(30)12-8-5-9-13-18(27-23(31)19-14-26-15-33-19)20-21(24(32)25-2)29-22(28-20)16-10-6-4-7-11-16/h4,6-7,10-11,14-15,18H,3,5,8-9,12-13H2,1-2H3,(H,25,32)(H,27,31)(H,28,29)

Standard InChI Key:  PLHIZHDQYPUMEN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.0986   -5.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -6.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -6.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288   -6.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -5.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105   -5.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366   -5.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9915   -5.4782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5413   -4.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1260   -4.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3198   -4.3246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3620   -4.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7005   -5.6984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445   -4.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4587   -3.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2789   -3.3056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712   -2.7294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6115   -2.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6653   -4.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1477   -3.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9686   -3.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4509   -3.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2717   -3.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542   -2.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6101   -3.9401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5750   -2.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5212   -5.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8596   -6.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0037   -5.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4471   -7.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0015   -7.8580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7539   -7.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6645   -6.6994    0.0000 S   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  0
 12 14  1  0
 10 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 13 27  1  0
 27 28  1  0
 27 29  2  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782188

   ---

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: 467.60

Molecular Weight (Monoisotopic): 467.1991

AlogP: 4.29

#Rotatable Bonds: 12

Polar Surface Area: 116.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: 2.74

CX LogP: 3.28

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -0.47

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