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

ID: ALA4205064

PubChem CID: 145977338

Max Phase: Preclinical

Molecular Formula: C13H13N3OS

Molecular Weight: 259.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1C1=NC(Cc2c[nH]cn2)CS1

Standard InChI:  InChI=1S/C13H13N3OS/c17-12-4-2-1-3-11(12)13-16-10(7-18-13)5-9-6-14-8-15-9/h1-4,6,8,10,17H,5,7H2,(H,14,15)

Standard InChI Key:  AGJYNAQBTFSPHI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   29.2345   -8.9743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0627   -8.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3224   -8.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6507   -7.7002    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.9813   -8.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2008   -7.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0296   -7.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2427   -6.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6260   -7.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8040   -8.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5863   -8.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6416   -6.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5457   -9.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3654   -9.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9133  -10.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6669   -9.8396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5825   -9.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7769   -8.8468    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
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4205064

   ---

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: 259.33

Molecular Weight (Monoisotopic): 259.0779

AlogP: 2.22

#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: 6.54

CX LogP: 2.67

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: 0.71

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