2-(4-(4-(3-methoxypyridin-2-yl)piperidin-1-yl)azepan-1-yl)-4-methylthiazole

ID: ALA4559190

PubChem CID: 155557847

Max Phase: Preclinical

Molecular Formula: C21H30N4OS

Molecular Weight: 386.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccnc1C1CCN(C2CCCN(c3nc(C)cs3)CC2)CC1

Standard InChI:  InChI=1S/C21H30N4OS/c1-16-15-27-21(23-16)25-11-4-5-18(9-14-25)24-12-7-17(8-13-24)20-19(26-2)6-3-10-22-20/h3,6,10,15,17-18H,4-5,7-9,11-14H2,1-2H3

Standard InChI Key:  RPDZPTKQBNFHOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.5246  -18.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400  -18.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469  -17.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3395  -16.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210  -16.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1178  -17.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5653  -17.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9725  -18.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7861  -18.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1987  -17.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7915  -16.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717  -16.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7470  -16.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5642  -16.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0158  -17.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3760  -16.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1749  -16.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3726  -18.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8138  -17.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1703  -18.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8095  -17.8955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5121  -18.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6021  -19.1058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3953  -19.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8000  -18.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2568  -17.9691    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7285  -20.0198    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
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  3  7  1  0
  4 13  1  0
 13 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 17 19  1  0
 18 20  1  0
 19 21  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
 26 22  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559190

   ---

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: 386.57

Molecular Weight (Monoisotopic): 386.2140

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 3.13

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.62

References

1. Yang Q, Lachapelle EA, Kablaoui NM, Webb D, Popiolek M, Grimwood S, Kozak R, O'Connor RE, Lazzaro JT, Butler CR, Zhang L..  (2019)  Discovery of Selective M4 Muscarinic Acetylcholine Receptor Agonists with Novel Carbamate Isosteres.,  10  (6): [PMID:31223452] [10.1021/acsmedchemlett.9b00106]

Source

Source(1):

• Scientific Literature