trans-3-(4-(hydroxymethyl)-5-methyl-4,5-dihydrothiazol-2-yl)naphthalen-2-ol

ID: ALA4210787

PubChem CID: 145965940

Max Phase: Preclinical

Molecular Formula: C15H15NO2S

Molecular Weight: 273.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1SC(c2cc3ccccc3cc2O)=N[C@H]1CO

Standard InChI:  InChI=1S/C15H15NO2S/c1-9-13(8-17)16-15(19-9)12-6-10-4-2-3-5-11(10)7-14(12)18/h2-7,9,13,17-18H,8H2,1H3/t9-,13-/m0/s1

Standard InChI Key:  OHKDLICNPQPHJS-ZANVPECISA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   13.8833  -11.2418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2974   -9.9690    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6312  -10.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8558  -10.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6815   -9.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9008   -9.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2432  -10.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9672  -10.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7110  -11.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7499  -10.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1941  -11.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8590  -12.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4609  -10.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2871   -9.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4993   -9.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8847  -10.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0631  -10.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8505  -11.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2927   -8.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  8  2  1  0
  2  3  1  0
  3  1  2  0
  4  5  2  0
  5  6  1  0
  6 14  2  0
 13  7  2  0
  7  4  1  0
  3  4  1  0
  8  9  1  0
  8 10  1  1
  9 11  1  6
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  5 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210787

   ---

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: 273.36

Molecular Weight (Monoisotopic): 273.0823

AlogP: 2.79

#Rotatable Bonds: 2

Polar Surface Area: 52.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.39

CX Basic pKa: 3.49

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: 0.98

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