(6-fluoro-4-(piperidin-1-yl)quinolin-3-yl)(4-methoxyphenyl)methanone

ID: ALA4578440

PubChem CID: 5640185

Max Phase: Preclinical

Molecular Formula: C22H21FN2O2

Molecular Weight: 364.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cnc3ccc(F)cc3c2N2CCCCC2)cc1

Standard InChI:  InChI=1S/C22H21FN2O2/c1-27-17-8-5-15(6-9-17)22(26)19-14-24-20-10-7-16(23)13-18(20)21(19)25-11-3-2-4-12-25/h5-10,13-14H,2-4,11-12H2,1H3

Standard InChI Key:  HBJAOVQVJNRNPY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.4621  -17.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8715  -16.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4585  -15.7762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2389  -16.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6430  -15.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2377  -15.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4267  -15.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0227  -15.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4296  -16.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2055  -15.7871    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2357  -17.9011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4190  -17.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0092  -18.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4130  -19.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2311  -19.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6455  -18.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8704  -17.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4614  -18.6099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6876  -17.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0914  -18.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9079  -18.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3176  -17.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9050  -17.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0899  -17.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1348  -17.9030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5440  -18.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
 12 13  1  0
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 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
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 24 25  2  0
 25 20  1  0
 23 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578440

   6-Fluoro-3-(4-methoxybenzoyl)-4-(piperidin-1-YL)quinoline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.42

Molecular Weight (Monoisotopic): 364.1587

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.01

CX LogP: 4.53

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.25

References

1. He LJ, Zhu YB, Fan QZ, Miao DD, Zhang SP, Liu XP, Zhang C..  (2019)  Shape-based virtual screen for the discovery of novel CDK8 inhibitor chemotypes.,  29  (4): [PMID:30630717] [10.1016/j.bmcl.2018.12.065]

Source

Source(1):

• Scientific Literature