rac-2-((3aR,6aS)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]thiazol-2-yl)phenol

ID: ALA4211311

PubChem CID: 145965034

Max Phase: Preclinical

Molecular Formula: C12H13NOS

Molecular Weight: 219.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1C1=N[C@@H]2CCC[C@@H]2S1

Standard InChI:  InChI=1S/C12H13NOS/c14-10-6-2-1-4-8(10)12-13-9-5-3-7-11(9)15-12/h1-2,4,6,9,11,14H,3,5,7H2/t9-,11+/m1/s1

Standard InChI Key:  NPXMBXRWSICWRV-KOLCDFICSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   30.6009  -21.6515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0152  -20.3787    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.3488  -20.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5733  -20.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3990  -19.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6184  -19.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0020  -20.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1784  -20.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9607  -21.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0124  -19.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6849  -20.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4287  -21.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0942  -22.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7646  -21.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5120  -20.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9247  -20.0757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.1431  -22.4225    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
 11  2  1  0
  2  3  1  0
  3  1  2  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
  3  4  1  0
  5 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 15  1  0
 11 16  1  6
 12 17  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4211311

   ---

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: 219.31

Molecular Weight (Monoisotopic): 219.0718

AlogP: 2.81

#Rotatable Bonds: 1

Polar Surface Area: 32.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.62

CX Basic pKa: 4.14

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: 0.56

References

1. Lin Z, Smith MD, Concepcion GP, Haygood MG, Olivera BM, Light A, Schmidt EW..  (2017)  Modulating the Serotonin Receptor Spectrum of Pulicatin Natural Products.,  80  (8): [PMID:28745513] [10.1021/acs.jnatprod.7b00317]

Source

Source(1):

• Scientific Literature