(S)-2-(2,3-dichlorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-6-yl)propanamide

ID: ALA2348627

Chembl Id: CHEMBL2348627

PubChem CID: 71662779

Max Phase: Preclinical

Molecular Formula: C21H15Cl2N3O3

Molecular Weight: 428.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Oc1cccc(Cl)c1Cl)C(=O)Nc1ccc2nc(-c3ccncc3)oc2c1

Standard InChI:  InChI=1S/C21H15Cl2N3O3/c1-12(28-17-4-2-3-15(22)19(17)23)20(27)25-14-5-6-16-18(11-14)29-21(26-16)13-7-9-24-10-8-13/h2-12H,1H3,(H,25,27)/t12-/m0/s1

Standard InChI Key:  YUFRXADFMZVJFT-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA2348627

   (2S)-2-(2,3-dichlorophenoxy)-N-[2-(4-pyridyl)-1,3-benzoxazol-6-yl]propanamide

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: 428.28

Molecular Weight (Monoisotopic): 427.0490

AlogP: 5.60

#Rotatable Bonds: 5

Polar Surface Area: 77.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.34

CX Basic pKa: 2.83

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -1.94

References

1. Gorla SK, Kavitha M, Zhang M, Chin JE, Liu X, Striepen B, Makowska-Grzyska M, Kim Y, Joachimiak A, Hedstrom L, Cuny GD..  (2013)  Optimization of benzoxazole-based inhibitors of Cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.,  56  (10): [PMID:23668331] [10.1021/jm400241j]

2. Mandapati K, Gorla SK, House AL, McKenney ES, Zhang M, Rao SN, Gollapalli DR, Mann BJ, Goldberg JB, Cuny GD, Glomski IJ, Hedstrom L..  (2014)  Repurposing cryptosporidium inosine 5'-monophosphate dehydrogenase inhibitors as potential antibacterial agents.,  5  (8): [PMID:25147601] [10.1021/ml500203p]

Source

Source(1):

• Scientific Literature