US9238658, 51

ID: ALA3899340

PubChem CID: 89626983

Max Phase: Preclinical

Molecular Formula: C20H21FN4O4S

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cc1csc(NC(=O)N2CCC(c3noc4ccc(F)cc34)CC2)n1

Standard InChI:  InChI=1S/C20H21FN4O4S/c1-2-28-17(26)10-14-11-30-19(22-14)23-20(27)25-7-5-12(6-8-25)18-15-9-13(21)3-4-16(15)29-24-18/h3-4,9,11-12H,2,5-8,10H2,1H3,(H,22,23,27)

Standard InChI Key:  VVDIZIAKHOHKIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
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   -5.8533  -14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9990  -13.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7331  -12.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6039  -11.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8788  -11.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6134   -9.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6493   -8.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9376   -7.5093    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4777   -7.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3902   -6.7589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6687   -8.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -6.1485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -6.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2615   -9.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 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 14  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 20  1  0
 29 23  1  0
 10 30  2  0
 30  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3899340

   Ethyl 2-[2-[[4-(5-fluoro-1,2-benzoxazol-3-yl)piperidine-1-carbonyl]amino]-1,3-thiazol-4-yl]acetate

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: 432.48

Molecular Weight (Monoisotopic): 432.1268

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 97.56

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 3.12

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -2.25

References

1.  (2016)  Substituted piperidinyl-carboxamide derivatives useful as SCD 1 inhibitors, 

Source

Source(1):

• BindingDB Database