trans-(2-(1H-indol-3-yl)-5-methyl-4,5-dihydrothiazol-4-yl)methanol

ID: ALA4202582

PubChem CID: 145978665

Max Phase: Preclinical

Molecular Formula: C13H14N2OS

Molecular Weight: 246.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1SC(c2c[nH]c3ccccc23)=N[C@H]1CO

Standard InChI:  InChI=1S/C13H14N2OS/c1-8-12(7-16)15-13(17-8)10-6-14-11-5-3-2-4-9(10)11/h2-6,8,12,14,16H,7H2,1H3/t8-,12-/m0/s1

Standard InChI Key:  VBGATYYHXWZKQO-UFBFGSQYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   13.5525  -19.1347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9717  -17.8465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2973  -18.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5123  -18.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6496  -18.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3902  -19.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4419  -18.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8793  -19.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5400  -20.5695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1783  -18.0924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8464  -18.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4321  -17.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2561  -17.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6687  -16.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2583  -15.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4312  -15.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0224  -16.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  5  2  1  0
  2  3  1  0
  3  1  2  0
  3  4  1  0
  5  6  1  0
  5  7  1  1
  6  8  1  6
  8  9  1  0
  4 13  1  0
 12 10  1  0
 10 11  1  0
 11  4  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4202582

   ---

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: 246.34

Molecular Weight (Monoisotopic): 246.0827

AlogP: 2.41

#Rotatable Bonds: 2

Polar Surface Area: 48.38

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.80

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: 0.90

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