US9238658, 38

ID: ALA3929666

PubChem CID: 89626929

Max Phase: Preclinical

Molecular Formula: C22H28FN5O2S

Molecular Weight: 445.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2c(s1)CN(CCO)CC2)N1CCC(N2CCc3ccc(F)cc32)CC1

Standard InChI:  InChI=1S/C22H28FN5O2S/c23-16-2-1-15-3-10-28(19(15)13-16)17-4-8-27(9-5-17)22(30)25-21-24-18-6-7-26(11-12-29)14-20(18)31-21/h1-2,13,17,29H,3-12,14H2,(H,24,25,30)

Standard InChI Key:  VWQXKISJIJYIES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    3.6331   -3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   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
   -2.7248    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1041   -2.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.3542   -1.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6042   -0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.8549   -1.3073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7131   -0.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1403   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1421   -2.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2582   -3.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9484   -4.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5224   -4.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2746   -6.1628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4063   -3.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7162   -2.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 S   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  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 19  1  0
 28 22  1  0
  9 29  1  0
 29 30  1  0
 30  7  2  0
 30 31  1  0
 31  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3929666

   4-(6-fluoro-2,3-dihydroindol-1-yl)-N-[5-(2-hydroxyethyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]piperidine-1-carboxamide

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: 445.56

Molecular Weight (Monoisotopic): 445.1948

AlogP: 2.69

#Rotatable Bonds: 4

Polar Surface Area: 71.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.80

CX Basic pKa: 6.51

CX LogP: 2.03

CX LogD: 2.02

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.76

Np Likeness Score: -2.04

References

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

Source

Source(1):

• BindingDB Database