4-(5-((5-Methylpyridin-3-yl)methyl)pyridin-2-yl)morpholine

ID: ALA4088179

PubChem CID: 137642735

Max Phase: Preclinical

Molecular Formula: C16H19N3O

Molecular Weight: 269.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cncc(Cc2ccc(N3CCOCC3)nc2)c1

Standard InChI:  InChI=1S/C16H19N3O/c1-13-8-15(11-17-10-13)9-14-2-3-16(18-12-14)19-4-6-20-7-5-19/h2-3,8,10-12H,4-7,9H2,1H3

Standard InChI Key:  OPDIZDVHDXKSKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.5315   -8.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303   -9.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2425   -9.9328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -9.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535   -8.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2407   -8.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -8.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730   -8.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3728   -9.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0853   -9.9161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7966   -9.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7908   -8.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0777   -8.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4997   -8.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201   -9.9321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120   -9.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038   -9.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002  -10.7476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108  -11.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8251  -10.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 12 14  1  0
  2 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088179

   ---

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: 269.35

Molecular Weight (Monoisotopic): 269.1528

AlogP: 2.21

#Rotatable Bonds: 3

Polar Surface Area: 38.25

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.66

CX LogP: 2.63

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -1.47

References

1. Emmerich J, van Koppen CJ, Burkhart JL, Hu Q, Siebenbürger L, Boerger C, Scheuer C, Laschke MW, Menger MD, Hartmann RW..  (2017)  Lead Optimization Generates CYP11B1 Inhibitors of Pyridylmethyl Isoxazole Type with Improved Pharmacological Profile for the Treatment of Cushing's Disease.,  60  (12): [PMID:28570067] [10.1021/acs.jmedchem.7b00437]

Source

Source(1):

• Scientific Literature