(2R,3S,5R)-methyl 2-(((1s,4S)-4-(3-fluorophenyl)cyclohexyloxy)methyl)-5-methyl-3-(N-methylsulfamoylamino)pyrrolidine-1-carboxylate

ID: ALA4783256

PubChem CID: 155054704

Max Phase: Preclinical

Molecular Formula: C21H32FN3O5S

Molecular Weight: 457.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNS(=O)(=O)N[C@H]1C[C@@H](C)N(C(=O)OC)[C@H]1CO[C@H]1CC[C@@H](c2cccc(F)c2)CC1

Standard InChI:  InChI=1S/C21H32FN3O5S/c1-14-11-19(24-31(27,28)23-2)20(25(14)21(26)29-3)13-30-18-9-7-15(8-10-18)16-5-4-6-17(22)12-16/h4-6,12,14-15,18-20,23-24H,7-11,13H2,1-3H3/t14-,15-,18+,19+,20+/m1/s1

Standard InChI Key:  XNWYHWRAYIPYKI-XEGUMIITSA-N

Molfile:  

 
     RDKit          2D

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    8.7964  -15.7734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0555  -20.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4405  -19.8687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3861  -19.7052    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 12 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783256

   ---

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: 457.57

Molecular Weight (Monoisotopic): 457.2047

AlogP: 2.52

#Rotatable Bonds: 7

Polar Surface Area: 96.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.38

CX Basic pKa: 0.35

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -0.59

References

1. Sabnis RW..  (2020)  Novel 5-Alkyl Pyrrolidine Orexin Receptor Agonists for Treating Sleep Disorders.,  11  (11): [PMID:33214817] [10.1021/acsmedchemlett.0c00501]

Source

Source(1):

• Scientific Literature