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

ID: ALA4864914

PubChem CID: 138578970

Max Phase: Preclinical

Molecular Formula: C23H28F2N4O

Molecular Weight: 414.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc(F)c(-c2ccc(N[C@H]3C[C@@H]4CN(CC5CCOCC5)C[C@@H]4C3)nn2)c1

Standard InChI:  InChI=1S/C23H28F2N4O/c24-18-1-2-21(25)20(11-18)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+

Standard InChI Key:  ZRBSTYTUVKGMJH-DZFIZOCASA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   31.4233  -15.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4222  -16.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1302  -16.6437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8399  -16.2342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8370  -15.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1284  -15.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5432  -15.0003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2524  -15.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7160  -16.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0083  -16.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3008  -16.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2997  -17.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0121  -17.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7167  -17.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3446  -16.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0013  -15.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5505  -15.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1485  -16.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6995  -16.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4421  -16.6488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3499  -15.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1532  -17.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8575  -16.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5671  -17.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2692  -16.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2666  -15.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5556  -15.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8473  -15.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7348  -17.0909    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   35.9523  -14.9612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.4252  -17.8641    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.5936  -16.2300    0.0000 F   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
  8  7  1  6
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2  9  1  0
  8 15  1  0
 15 18  1  0
 17 16  1  0
 16  8  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 18 29  1  6
 17 30  1  6
 14 31  1  0
 11 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864914

   ---

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: 414.50

Molecular Weight (Monoisotopic): 414.2231

AlogP: 3.97

#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: 3.02

CX LogD: -0.14

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.80

Np Likeness Score: -1.42

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