7-beta-phenylthiodeoxynupharidin-6-ol

ID: ALA3273565

Chembl Id: CHEMBL3273565

PubChem CID: 90678200

Max Phase: Preclinical

Molecular Formula: C21H27NO2S

Molecular Weight: 357.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@@H](c2ccoc2)N2C(O)[C@@](C)(Sc3ccccc3)CC[C@@H]12

Standard InChI:  InChI=1S/C21H27NO2S/c1-15-8-9-19(16-11-13-24-14-16)22-18(15)10-12-21(2,20(22)23)25-17-6-4-3-5-7-17/h3-7,11,13-15,18-20,23H,8-10,12H2,1-2H3/t15-,18+,19+,20?,21+/m1/s1

Standard InChI Key:  PHSSBJXUSNSDRM-HFMUTEJQSA-N

Alternative Forms

1. Parent:

   

   ALA3273565

   (3S,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-3-phenylsulfanyl-1,2,4,6,7,8,9,9a-octahydroquinolizin-4-ol

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: 357.52

Molecular Weight (Monoisotopic): 357.1763

AlogP: 5.08

#Rotatable Bonds: 3

Polar Surface Area: 36.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.80

CX Basic pKa: 7.85

CX LogP: 4.89

CX LogD: 4.31

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: 1.28

References

1. LaLonde RT, Tsai AI, Wang CJ, Wong C, Lee G..  (1976)  Preparation and in vitro antifungal activities of some quinolizidine derived hemiaminals and beta-tert-amino sulfides.,  19  (2): [PMID:1249801] [10.1021/jm00224a004]

Source

Source(1):

• Scientific Literature