2-(3-Fluorophenyl)-4-[(3S)-piperidin-3-ylamino]thieno[3,2-c]pyridine-7-carboxamide

ID: ALA4098878

PubChem CID: 11951723

Max Phase: Preclinical

Molecular Formula: C19H19FN4OS

Molecular Weight: 370.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cnc(N[C@H]2CCCNC2)c2cc(-c3cccc(F)c3)sc12

Standard InChI:  InChI=1S/C19H19FN4OS/c20-12-4-1-3-11(7-12)16-8-14-17(26-16)15(18(21)25)10-23-19(14)24-13-5-2-6-22-9-13/h1,3-4,7-8,10,13,22H,2,5-6,9H2,(H2,21,25)(H,23,24)/t13-/m0/s1

Standard InChI Key:  YTDCGNUVVIXLSO-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

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   37.5382   -3.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5353   -5.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5408   -2.9655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2539   -2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9626   -2.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6735   -2.5676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6804   -1.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9700   -1.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2528   -1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5378   -6.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8272   -6.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2508   -6.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2421   -4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2401   -5.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0149   -5.2618    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.4959   -4.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0182   -3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3131   -4.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7143   -5.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5307   -5.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9418   -4.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5306   -3.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7155   -3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8255   -5.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8212   -4.1997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9384   -3.1904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 14  2  1  0
 13  1  1  0
  1 25  2  0
  1  3  1  0
  4  3  1  1
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 10 12  2  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 16 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
  2 24  2  0
 24 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098878

   2-(3-fluorophenyl)-4-[[(3~{S})-piperidin-3-yl]amino]thieno[3,2-c]pyridine-7-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: 370.45

Molecular Weight (Monoisotopic): 370.1264

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 80.04

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.46

CX LogP: 2.44

CX LogD: 0.40

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.48

References

1. Yang B, Vasbinder MM, Hird AW, Su Q, Wang H, Yu Y, Toader D, Lyne PD, Read JA, Breed J, Ioannidis S, Deng C, Grondine M, DeGrace N, Whitston D, Brassil P, Janetka JW..  (2018)  Adventures in Scaffold Morphing: Discovery of Fused Ring Heterocyclic Checkpoint Kinase 1 (CHK1) Inhibitors.,  61  (3): [PMID:29301085] [10.1021/acs.jmedchem.7b01490]

Source

Source(1):

• Scientific Literature