1-phenyl-N-(4-(pyridin-4-yl)thiazol-2-yl)cyclopropanecarboxamide

ID: ALA5208423

PubChem CID: 11674172

Max Phase: Preclinical

Molecular Formula: C18H15N3OS

Molecular Weight: 321.41

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccncc2)cs1)C1(c2ccccc2)CC1

Standard InChI:  InChI=1S/C18H15N3OS/c22-16(18(8-9-18)14-4-2-1-3-5-14)21-17-20-15(12-23-17)13-6-10-19-11-7-13/h1-7,10-12H,8-9H2,(H,20,21,22)

Standard InChI Key:  MFLSWUJMLWKBEZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.1555  -20.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8611  -20.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6401  -22.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6389  -23.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3470  -23.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0566  -23.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0538  -22.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3452  -21.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7596  -21.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5073  -22.1043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0519  -21.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6406  -20.7887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.8419  -20.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8649  -21.5773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3427  -20.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0075  -20.1691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4910  -21.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0116  -22.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3461  -23.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1600  -23.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6381  -22.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3010  -21.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
  8 10  1  0
 12 15  1  0
 15 16  1  0
 16  2  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208423

   1-phenyl-N-(4-pyridin-4-yl-1,3-thiazol-2-yl)cyclopropane-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 321.41

Molecular Weight (Monoisotopic): 321.0936

AlogP: 3.88

#Rotatable Bonds: 4

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: 3.90

CX LogP: 3.84

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.73

References

1. Come JH, Senter TJ, Clark MP, Court JJ, Gale-Day Z, Gu W, Krueger E, Liang J, Morris M, Nanthakumar S, O'Dowd H, Maltais F, Iyer G, Andreassi J, Boucher C, Considine T, Moody CS, Taylor W, Mohanty AK, Huang Y, Zuccola H, Coll J, Bonanno KC, Gagnon KJ, Gan L, Lu F, Gao H, Chakilam A, Engtrakul J, Song B, Crawford D, Doyle E, Kramer T, Vought B, Phillips J, Kemper R, Sanders M, Swett R, Furey B, Winquist R, Bunnage ME, Jackson KL, Charifson PS, Magavi SS..  (2021)  Discovery and Optimization of Pyrazole Amides as Inhibitors of ELOVL1.,  64  (24.0): [PMID:34748351] [10.1021/acs.jmedchem.1c00944]

Source

Source(1):

• Scientific Literature