(3aR,5s,6aS)-N-(6-(2-chloro-5-fluorophenyl)pyridazin-3-yl)-2-((tetrahydro-2H-pyran-4-yl)methyl-d2)octahydrocyclopenta[c]pyrrol-5-amine

ID: ALA4861863

PubChem CID: 164611509

Max Phase: Preclinical

Molecular Formula: C23H28ClFN4O

Molecular Weight: 430.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [2H]C([2H])(C1CCOCC1)N1C[C@H]2C[C@H](Nc3ccc(-c4cc(F)ccc4Cl)nn3)C[C@H]2C1

Standard InChI:  InChI=1S/C23H28ClFN4O/c24-21-2-1-18(25)11-20(21)22-3-4-23(28-27-22)26-19-9-16-13-29(14-17(16)10-19)12-15-5-7-30-8-6-15/h1-4,11,15-17,19H,5-10,12-14H2,(H,26,28)/t16-,17+,19+/i12D2

Standard InChI Key:  XHKPKSGPVFYQNR-PPXJSGPKSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   23.3849  -24.1773    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.9804  -23.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5714  -24.1747    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2545  -21.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2534  -22.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9614  -23.0656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6711  -22.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6683  -21.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9596  -21.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3744  -21.4223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0837  -21.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5472  -23.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8396  -22.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1320  -23.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1309  -23.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8433  -24.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5479  -23.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1758  -22.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8326  -21.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3817  -22.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9797  -22.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5307  -23.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2733  -23.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1812  -22.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6887  -23.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3983  -23.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1005  -23.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0978  -22.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3868  -21.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6785  -22.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5660  -23.5128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.7835  -21.3832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2564  -24.2860    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4248  -22.6520    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 11 10  1  6
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  5 12  1  0
 11 18  1  0
 18 21  1  0
 20 19  1  0
 19 11  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
 23  2  1  0
  2 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 21 31  1  6
 20 32  1  6
 17 33  1  0
 14 34  1  0
M  ISO  2   1   2   3   2
M  END

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: 430.96

Molecular Weight (Monoisotopic): 430.1936

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 50.28

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.83

CX LogP: 3.48

CX LogD: 0.32

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.76

Np Likeness Score: -1.46

References

1. Spock M, Carter TR, Bollinger KA, Han C, Baker LA, Rodriguez AL, Peng L, Dickerson JW, Qi A, Rook JM, O'Neill JC, Watson KJ, Chang S, Bridges TM, Engers JL, Engers DW, Niswender CM, Conn PJ, Lindsley CW, Bender AM..  (2021)  Discovery of VU6028418: A Highly Selective and Orally Bioavailable M₄ Muscarinic Acetylcholine Receptor Antagonist.,  12  (8.0): [PMID:34413964] [10.1021/acsmedchemlett.1c00363]

Source

Source(1):

• Scientific Literature