N-phenylbenzo[c]isoxazole-3-carboxamide

ID: ALA4293293

PubChem CID: 145989665

Max Phase: Preclinical

Molecular Formula: C14H10N2O2

Molecular Weight: 238.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)c1onc2ccccc12

Standard InChI:  InChI=1S/C14H10N2O2/c17-14(15-10-6-2-1-3-7-10)13-11-8-4-5-9-12(11)16-18-13/h1-9H,(H,15,17)

Standard InChI Key:  DTDBMIMGDDCHFH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.0643   -9.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632  -10.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787  -10.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7769   -8.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -9.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980  -10.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2906  -10.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758   -9.7689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828   -9.0988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5505  -11.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014  -11.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3593  -11.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9012  -10.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7012  -10.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2429  -10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9819   -9.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1741   -9.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6360  -10.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 13 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293293

   ---

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: 238.25

Molecular Weight (Monoisotopic): 238.0742

AlogP: 3.08

#Rotatable Bonds: 2

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -1.50

References

1. Rakesh KP, Shantharam CS, Sridhara MB, Manukumar HM, Qin HL..  (2017)  Benzisoxazole: a privileged scaffold for medicinal chemistry.,  8  (11): [PMID:30108720] [10.1039/C7MD00449D]

Source

Source(1):

• Scientific Literature