2-cyclopentyl-2-hydroxy-N-[(1R,5S,6S)-3-(4-methylpent-3-en-1-yl)-3-azabicyclo[3.1.0]hexan-6-yl]-2-phenylacetamide

ID: ALA250030

PubChem CID: 44443732

Max Phase: Preclinical

Molecular Formula: C24H34N2O2

Molecular Weight: 382.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCCN1C[C@@H]2[C@H](C1)[C@H]2NC(=O)C(O)(c1ccccc1)C1CCCC1

Standard InChI:  InChI=1S/C24H34N2O2/c1-17(2)9-8-14-26-15-20-21(16-26)22(20)25-23(27)24(28,19-12-6-7-13-19)18-10-4-3-5-11-18/h3-5,9-11,19-22,28H,6-8,12-16H2,1-2H3,(H,25,27)/t20-,21+,22+,24?

Standard InChI Key:  AEJIBUFVDPGRBC-SZJSPXDBSA-N

Molfile:  

     RDKit          2D

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   -2.8022   -9.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0458   -7.6292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4658  -10.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105  -11.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3855  -11.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1310  -10.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815   -9.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -9.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7007   -8.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -8.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2741   -8.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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  6  7  1  6
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  1  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA250030

   (R)-2-cyclopentyl-2-hydroxy-N-((1S,5R,6s)-3-(4-methylpent-3-enyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)-2-phenylacetamide

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: 382.55

Molecular Weight (Monoisotopic): 382.2620

AlogP: 3.47

#Rotatable Bonds: 7

Polar Surface Area: 52.57

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: 9.27

CX LogP: 3.34

CX LogD: 1.47

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: 0.29

References

1. Kumar N, Kaur K, Aeron S, Dharmarajan S, Silamkoti AD, Mehta A, Gupta S, Chugh A, Gupta JB, Salman M, Palle VP, Cliffe IA..  (2007)  Synthesis and optimization of novel and selective muscarinic M(3) receptor antagonists.,  17  (18): [PMID:17629699] [10.1016/j.bmcl.2007.06.081]

Source

Source(1):

• Scientific Literature