N-(2-chlorophenyl)benzo[d]isoxazole-3-carboxamide

ID: ALA1078237

PubChem CID: 46882661

Max Phase: Preclinical

Molecular Formula: C14H9ClN2O2

Molecular Weight: 272.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1noc2ccccc12

Standard InChI:  InChI=1S/C14H9ClN2O2/c15-10-6-2-3-7-11(10)16-14(18)13-9-5-1-4-8-12(9)19-17-13/h1-8H,(H,16,18)

Standard InChI Key:  BRRQXQHULRURAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    6.8437   -8.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8425   -8.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5574   -9.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5556   -7.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2708   -8.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2757   -8.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0631   -9.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5450   -8.4263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0552   -7.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0723   -6.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7940   -6.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3655   -6.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805   -5.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1069   -5.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1222   -4.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4172   -4.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6907   -4.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6790   -5.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -5.6694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0
  4  1  1  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 13  1  0
  8  9  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078237

   N-(2-chlorophenyl)-1,2-benzoxazole-3-carboxamide

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: 272.69

Molecular Weight (Monoisotopic): 272.0353

AlogP: 3.73

#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: 13.51

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -1.86

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

2. Xue Z, Li H, Xie W, Xu Y, Zhou L, Qu ZB..  (2022)  Benzo[d]isoxazole Derivatives as Hypoxia-Inducible Factor (HIF)-1α Inhibitors.,  13  (12.0): [PMID:36518694] [10.1021/acsmedchemlett.2c00308]

Source

Source(1):

• Scientific Literature