rac-2-((4S,5S)-4-((1H-imidazol-4-yl)methyl)-5-methyl-4,5-dihydrothiazol-2-yl)phenol

ID: ALA4212435

PubChem CID: 145964159

Max Phase: Preclinical

Molecular Formula: C14H15N3OS

Molecular Weight: 273.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1SC(c2ccccc2O)=N[C@H]1Cc1c[nH]cn1

Standard InChI:  InChI=1S/C14H15N3OS/c1-9-12(6-10-7-15-8-16-10)17-14(19-9)11-4-2-3-5-13(11)18/h2-5,7-9,12,18H,6H2,1H3,(H,15,16)/t9-,12-/m0/s1

Standard InChI Key:  YSCNOWHLCXMNDZ-CABZTGNLSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   29.1968   -3.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0258   -3.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2856   -2.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6134   -2.4500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.9433   -2.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1619   -2.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9907   -1.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2030   -1.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5856   -2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7638   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5469   -3.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6033   -1.3245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0708   -2.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5091   -4.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3297   -4.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8781   -4.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6325   -4.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5481   -3.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7416   -3.5978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  1  0
  7 12  1  0
  3 13  1  1
  2 14  1  6
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212435

   ---

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): 273.0936

AlogP: 2.61

#Rotatable Bonds: 3

Polar Surface Area: 61.27

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.62

CX Basic pKa: 6.53

CX LogP: 3.06

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: 0.83

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