5-Isothiocyanato-2-pyridin-3-yl-benzooxazole

ID: ALA175160

Cas Number: 61382-22-7

PubChem CID: 12781884

Max Phase: Preclinical

Molecular Formula: C13H7N3OS

Molecular Weight: 253.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C=Nc1ccc2oc(-c3cccnc3)nc2c1

Standard InChI:  InChI=1S/C13H7N3OS/c18-8-15-10-3-4-12-11(6-10)16-13(17-12)9-2-1-5-14-7-9/h1-7H

Standard InChI Key:  GJZATMSGZRHURS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    7.5250  -10.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5250   -9.3875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8167  -10.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -9.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1000  -10.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2417  -10.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -8.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -8.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -8.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5375   -8.1500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6667  -10.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -9.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875  -10.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792  -10.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750  -10.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1917  -11.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6250  -11.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8875  -11.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7  9  2  0
  8  4  2  0
  9 12  1  0
 10  7  2  0
 11 14  2  0
 12  8  1  0
 13  5  2  0
 14  6  1  0
 15 13  1  0
 16  6  2  0
 17 18  2  0
 18 16  1  0
  4  5  1  0
 17 11  1  0
 12 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA175160

   5-Isothiocyanato-2-(pyridin-3-yl)-1,3-benzoxazole

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: 253.29

Molecular Weight (Monoisotopic): 253.0310

AlogP: 3.62

#Rotatable Bonds: 2

Polar Surface Area: 51.28

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: -1.73

References

1. Haugwitz RD, Angel RG, Jacobs GA, Maurer BV, Narayanan VL, Cruthers LR, Szanto J..  (1982)  Antiparasitic agents. 5. Synthesis and anthelmintic activities of novel 2-heteroaromatic-substituted isothiocyanatobenzoxazoles and benzothiazoles.,  25  (8): [PMID:7120286] [10.1021/jm00350a017]

Source

Source(1):

• Scientific Literature