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

ID: ALA4209942

PubChem CID: 145963830

Max Phase: Preclinical

Molecular Formula: C19H17N3OS

Molecular Weight: 335.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1C1=NC(Cc2c[nH]cn2)C(c2ccccc2)S1

Standard InChI:  InChI=1S/C19H17N3OS/c23-17-9-5-4-8-15(17)19-22-16(10-14-11-20-12-21-14)18(24-19)13-6-2-1-3-7-13/h1-9,11-12,16,18,23H,10H2,(H,20,21)

Standard InChI Key:  BDLSNMGOWYNTSL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   29.2961  -14.4156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1251  -14.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3850  -13.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7127  -13.1402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.0426  -13.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2613  -13.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0900  -12.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3024  -12.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6850  -12.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8632  -13.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6464  -13.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7027  -12.0147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6085  -15.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4291  -14.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9775  -15.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7318  -15.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6473  -14.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8409  -14.2879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1688  -13.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7809  -13.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5652  -13.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7387  -12.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1216  -12.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3397  -12.5704    0.0000 C   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
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4209942

   ---

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: 335.43

Molecular Weight (Monoisotopic): 335.1092

AlogP: 3.96

#Rotatable Bonds: 4

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: 10.61

CX Basic pKa: 6.53

CX LogP: 4.43

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 0.44

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