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

ID: ALA4793558

PubChem CID: 162673504

Max Phase: Preclinical

Molecular Formula: C27H33N5O4S

Molecular Weight: 523.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCCC(NC(=O)c1cncs1)c1[nH]c(-c2ccccc2)nc1C(=O)N1CCOCC1

Standard InChI:  InChI=1S/C27H33N5O4S/c1-2-20(33)11-7-4-8-12-21(29-26(34)22-17-28-18-37-22)23-24(27(35)32-13-15-36-16-14-32)31-25(30-23)19-9-5-3-6-10-19/h3,5-6,9-10,17-18,21H,2,4,7-8,11-16H2,1H3,(H,29,34)(H,30,31)

Standard InChI Key:  WWUHRAHHBCTRRW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.1035  -15.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188  -16.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358  -15.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330  -14.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8171  -14.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8514  -13.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8656  -15.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0089  -14.3357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4510  -16.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0067  -17.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7596  -16.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6705  -15.9231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7685  -13.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5853  -13.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9203  -12.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  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
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 13 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 27  1  0
 16 33  1  0
 16 37  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793558

   ---

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: 523.66

Molecular Weight (Monoisotopic): 523.2253

AlogP: 4.41

#Rotatable Bonds: 12

Polar Surface Area: 117.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.20

CX Basic pKa: 2.73

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -0.84

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