(5-{5-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]-1,3,4-thiadiazol-2-yl}-2H-tetrazol-2-yl)acetic Acid

ID: ALA2153601

Cas Number: 1030612-87-3

PubChem CID: 24988880

Product Number: M731460, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H15BrFN7O3S

Molecular Weight: 484.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cn1nnc(-c2nnc(N3CCC(Oc4cc(F)ccc4Br)CC3)s2)n1

Standard InChI:  InChI=1S/C16H15BrFN7O3S/c17-11-2-1-9(18)7-12(11)28-10-3-5-24(6-4-10)16-21-20-15(29-16)14-19-23-25(22-14)8-13(26)27/h1-2,7,10H,3-6,8H2,(H,26,27)

Standard InChI Key:  SVTBUTPWEOUGGT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   13.2792   -7.2545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6903   -7.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5117   -7.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9283   -7.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5172   -6.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6896   -6.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7533   -7.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1629   -7.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7446   -8.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1536   -9.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9794   -9.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3947   -8.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9834   -7.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3961   -7.2659    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.4541   -7.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9694   -6.5868    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.1844   -6.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1845   -7.6666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9690   -7.9217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5289   -6.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5482   -5.5118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7698   -5.2387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2695   -5.8943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7386   -6.5732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7379  -10.1197    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4450   -5.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0087   -5.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1842   -5.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3969   -4.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 18 19  1  0
  4  7  1  0
  1  2  1  0
 16 17  1  0
  7  8  1  0
  1  6  1  0
  8  9  2  0
 15 16  1  0
 17 18  2  0
 19 15  2  0
  1 15  1  0
 23 24  1  0
  2  3  1  0
  9 10  1  0
 21 22  2  0
  3  4  1  0
 10 11  2  0
  4  5  1  0
 20 21  1  0
 22 23  1  0
 24 20  2  0
 17 20  1  0
 11 12  1  0
 10 25  1  0
  5  6  1  0
 23 26  1  0
 12 13  2  0
 26 27  1  0
 13  8  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2153601

   MK-8245 analog

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.31

Molecular Weight (Monoisotopic): 483.0124

AlogP: 2.23

#Rotatable Bonds: 6

Polar Surface Area: 119.15

Molecular Species: ACID

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: -0.41

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.89

References

1. Oballa RM, Belair L, Black WC, Bleasby K, Chan CC, Desroches C, Du X, Gordon R, Guay J, Guiral S, Hafey MJ, Hamelin E, Huang Z, Kennedy B, Lachance N, Landry F, Li CS, Mancini J, Normandin D, Pocai A, Powell DA, Ramtohul YK, Skorey K, Sørensen D, Sturkenboom W, Styhler A, Waddleton DM, Wang H, Wong S, Xu L, Zhang L..  (2011)  Development of a liver-targeted stearoyl-CoA desaturase (SCD) inhibitor (MK-8245) to establish a therapeutic window for the treatment of diabetes and dyslipidemia.,  54  (14): [PMID:21661758] [10.1021/jm200319u]

Source

Source(1):

• Scientific Literature